Merge pull request #2931 from Molecule-AI/staging

staging → main: auto-promote a1d2027

.github/workflows/e2e-api.yml

@@ -172,6 +172,9 @@ jobs:
       - name: Run poll-mode + since_id cursor E2E (#2339)
         if: needs.detect-changes.outputs.api == 'true'
         run: bash tests/e2e/test_poll_mode_e2e.sh
+      - name: Run poll-mode chat upload E2E (RFC #2891)
+        if: needs.detect-changes.outputs.api == 'true'
+        run: bash tests/e2e/test_poll_mode_chat_upload_e2e.sh
       - name: Dump platform log on failure
         if: failure() && needs.detect-changes.outputs.api == 'true'
         run: cat workspace-server/platform.log || true

canvas/src/app/orgs/page.tsx

@@ -18,7 +18,7 @@
 // quick bounce between signup and either Checkout or the tenant UI.
 
 import { useEffect, useState } from "react";
-import { fetchSession, redirectToLogin, type Session } from "@/lib/auth";
+import { fetchSession, redirectToLogin, signOut, type Session } from "@/lib/auth";
 import { PLATFORM_URL } from "@/lib/api";
 import { formatCredits, pillTone, bannerKind } from "@/lib/credits";
 import { TermsGate } from "@/components/TermsGate";
@@ -129,7 +129,7 @@ export default function OrgsPage() {
     return <EmptyState banner={justCheckedOut ? <CheckoutBanner /> : null} />;
   }
   return (
-    <Shell>
+    <Shell session={session}>
       {justCheckedOut && <CheckoutBanner />}
       <ul className="space-y-3">
         {orgs.map((o) => (
@@ -160,11 +160,21 @@ function CheckoutBanner() {
   );
 }
 
-function Shell({ children }: { children: React.ReactNode }) {
+function Shell({
+  children,
+  session,
+}: {
+  children: React.ReactNode;
+  // Optional: when present, the header renders the signed-in email +
+  // a Sign-out button. The empty-state Shell call doesn't have a
+  // session in scope, so accept null and skip the header chrome there.
+  session?: Session | null;
+}) {
   return (
     <main className="min-h-screen bg-surface text-ink">
       <TermsGate>
         <div className="mx-auto max-w-2xl px-6 pt-20 pb-12">
+          {session ? <AccountBar session={session} /> : null}
           <h1 className="text-3xl font-bold text-ink">Your organizations</h1>
           <p className="mt-2 text-ink-mid">
             Each org is an isolated Molecule workspace.
@@ -177,6 +187,40 @@ function Shell({ children }: { children: React.ReactNode }) {
   );
 }
 
+// AccountBar renders the signed-in email + a Sign-out button at the
+// top of the page. Without this the user has no way to log out — the
+// /cp/auth/signout endpoint exists on the control plane but no UI ever
+// called it. Reported externally on 2026-05-05; this is the fix.
+//
+// Click → calls signOut() which POSTs /cp/auth/signout (clears the
+// WorkOS session cookie + revokes at the provider) then bounces to
+// /cp/auth/login. The signOut helper is best-effort — even on a 5xx
+// or network failure the redirect fires so the user never gets stuck
+// on an authed-looking page after they clicked Sign out.
+function AccountBar({ session }: { session: Session }) {
+  const [signingOut, setSigningOut] = useState(false);
+  return (
+    <div className="mb-6 flex items-center justify-between text-sm text-ink-mid">
+      <span title="Signed-in user">{session.email}</span>
+      <button
+        type="button"
+        disabled={signingOut}
+        onClick={async () => {
+          setSigningOut(true);
+          await signOut();
+          // Redirect happens inside signOut; this line is for tests +
+          // edge cases (jsdom, blocked navigation) where it doesn't.
+          setSigningOut(false);
+        }}
+        className="rounded border border-line bg-surface-card px-3 py-1 text-xs text-ink hover:bg-surface-card disabled:opacity-50"
+        aria-label="Sign out"
+      >
+        {signingOut ? "Signing out…" : "Sign out"}
+      </button>
+    </div>
+  );
+}
+
 // DataResidencyNotice surfaces where workspace data lives so EU-based
 // signups can make an informed choice (GDPR Art. 13 disclosure
 // requirement). Plain text, no icon — the goal is clarity, not

canvas/src/components/EmptyState.tsx

@@ -48,16 +48,21 @@ export function EmptyState() {
   });
 
   // "Create blank" bypasses templates entirely — no preflight, no
-  // modal, just POST /workspaces with a default name and tier.
-  // Deliberately NOT routed through useTemplateDeploy because it
-  // has no `template.id` to deploy against.
+  // modal, just POST /workspaces with a default name. Deliberately
+  // NOT routed through useTemplateDeploy because it has no
+  // `template.id` to deploy against.
+  //
+  // tier is omitted so the backend picks a SaaS-aware default
+  // (T4 on SaaS, T3 on self-hosted — see WorkspaceHandler.DefaultTier).
+  // The previous hardcoded `tier: 2` shipped every fresh-tenant agent
+  // at Standard regardless of host, which surprised SaaS users whose
+  // CreateWorkspaceDialog already defaults to T4.
   const createBlank = async () => {
     setBlankCreating(true);
     setBlankError(null);
     try {
       const ws = await api.post<{ id: string }>("/workspaces", {
         name: "My First Agent",
-        tier: 2,
         canvas: firstDeployCoords(),
       });
       handleDeployed(ws.id);

canvas/src/components/tabs/ChatTab.tsx

@@ -286,6 +286,14 @@ function MyChatPanel({ workspaceId, data }: Props) {
   const [error, setError] = useState<string | null>(null);
   const [confirmRestart, setConfirmRestart] = useState(false);
   const bottomRef = useRef<HTMLDivElement>(null);
+  // First-mount scroll-to-bottom needs `behavior: "instant"` — long
+  // conversations smooth-animate for ~300ms which any concurrent
+  // re-render can interrupt, leaving the user stuck mid-conversation
+  // when the chat tab opens. Subsequent appends (new agent messages)
+  // keep `smooth` for the visual "landing" feel. Flipped the first
+  // time messages.length goes positive, so a workspace switch (which
+  // remounts ChatTab) gets a fresh instant jump too.
+  const hasInitialScrollRef = useRef(false);
   // Lazy-load older history on scroll-up.
   // - containerRef = the scrollable messages viewport
   // - topRef       = sentinel above the messages list; IO observes it
@@ -545,6 +553,15 @@ function MyChatPanel({ workspaceId, data }: Props) {
       scrollAnchorRef.current = null;
       return;
     }
+    // Instant on first arrival of messages — smooth-scroll on a long
+    // conversation gets interrupted by concurrent renders and leaves
+    // the user stuck in the middle. After the first jump, subsequent
+    // appends animate as before.
+    if (!hasInitialScrollRef.current && messages.length > 0) {
+      hasInitialScrollRef.current = true;
+      bottomRef.current?.scrollIntoView({ behavior: "instant" as ScrollBehavior });
+      return;
+    }
     bottomRef.current?.scrollIntoView({ behavior: "smooth" });
   }, [messages]);
 

canvas/src/components/tabs/chat/AgentCommsPanel.tsx

@@ -1,6 +1,6 @@
 "use client";
 
-import { useState, useEffect, useMemo, useRef } from "react";
+import { useState, useEffect, useLayoutEffect, useMemo, useRef, useCallback } from "react";
 import ReactMarkdown from "react-markdown";
 import remarkGfm from "remark-gfm";
 import { api } from "@/lib/api";
@@ -184,13 +184,23 @@ function unwrapErrorText(raw: string | null): string {
 export function AgentCommsPanel({ workspaceId }: { workspaceId: string }) {
   const [messages, setMessages] = useState<CommMessage[]>([]);
   const [loading, setLoading] = useState(true);
+  const [loadError, setLoadError] = useState<string | null>(null);
   // Dedup by timestamp+type+peer to handle API load + WebSocket race
   const seenKeys = useRef(new Set<string>());
   const bottomRef = useRef<HTMLDivElement>(null);
+  // Mirrors the my-chat scroll behaviour from ChatTab (PR #2903) —
+  // smooth-scroll on a long history gets interrupted by concurrent
+  // renders and lands the panel mid-conversation. Switch the first
+  // arrival to instant; subsequent appends animate.
+  const hasInitialScrollRef = useRef(false);
 
-  // Load history
-  useEffect(() => {
+  // Load history. Extracted so the error-state retry button can
+  // re-invoke without remount. ChatTab uses the same shape
+  // (loadInitial → loadError state → retry button).
+  const loadInitial = useCallback(() => {
     setLoading(true);
+    setLoadError(null);
+    seenKeys.current.clear();
     api.get<ActivityEntry[]>(`/workspaces/${workspaceId}/activity?source=agent&limit=50`)
       .then((entries) => {
         const filtered = (entries ?? [])
@@ -234,10 +244,15 @@ export function AgentCommsPanel({ workspaceId }: { workspaceId: string }) {
         // the .then body) — the panel just sat on the empty state
         // with zero signal.
         console.warn("AgentCommsPanel: load activity failed", err);
+        setLoadError(err instanceof Error ? err.message : String(err));
         setLoading(false);
       });
   }, [workspaceId]);
 
+  useEffect(() => {
+    loadInitial();
+  }, [loadInitial]);
+
   // Live updates routed through the global ReconnectingSocket. The
   // previous pattern of `new WebSocket(WS_URL)` per panel had no
   // onclose / no reconnect, so any drop (idle timeout, browser
@@ -358,7 +373,18 @@ export function AgentCommsPanel({ workspaceId }: { workspaceId: string }) {
     } catch { /* ignore */ }
   });
 
-  useEffect(() => {
+  // useLayoutEffect (not useEffect) so the scroll runs BEFORE paint —
+  // otherwise the user sees the panel jump for one frame on every
+  // append. Mirrors ChatTab's MyChatPanel scroll block.
+  useLayoutEffect(() => {
+    if (!hasInitialScrollRef.current && messages.length > 0) {
+      // Instant on first arrival — smooth-scroll on a long history
+      // gets interrupted by concurrent renders and lands the panel
+      // mid-conversation (the chat-opens-in-middle bug class).
+      hasInitialScrollRef.current = true;
+      bottomRef.current?.scrollIntoView({ behavior: "instant" as ScrollBehavior });
+      return;
+    }
     bottomRef.current?.scrollIntoView({ behavior: "smooth" });
   }, [messages]);
 
@@ -366,6 +392,27 @@ export function AgentCommsPanel({ workspaceId }: { workspaceId: string }) {
     return <div className="text-xs text-ink-soft text-center py-8">Loading agent communications...</div>;
   }
 
+  if (loadError !== null && messages.length === 0) {
+    // Mirrors ChatTab my-chat error UI — surfaces the load failure
+    // with a retry button instead of silently rendering empty state.
+    return (
+      <div
+        role="alert"
+        className="mx-2 mt-2 rounded-lg border border-red-800/50 bg-red-950/30 px-3 py-2.5"
+      >
+        <p className="text-[11px] text-bad mb-1.5">
+          Failed to load agent communications: {loadError}
+        </p>
+        <button
+          onClick={loadInitial}
+          className="text-[10px] px-2 py-0.5 rounded bg-red-800/40 text-bad hover:bg-red-700/50 transition-colors"
+        >
+          Retry
+        </button>
+      </div>
+    );
+  }
+
   if (messages.length === 0) {
     return (
       <div className="text-xs text-ink-soft text-center py-8">

canvas/src/components/tabs/chat/__tests__/AgentCommsPanel.render.test.tsx

@@ -0,0 +1,115 @@
+// @vitest-environment jsdom
+import { describe, it, expect, vi, beforeEach, afterEach } from "vitest";
+import { render, screen, fireEvent, waitFor } from "@testing-library/react";
+
+// API mock — tests can override per case via apiGetMock.mockImplementationOnce.
+const apiGetMock = vi.fn<(url: string) => Promise<unknown>>();
+vi.mock("@/lib/api", () => ({
+  api: {
+    get: (url: string) => apiGetMock(url),
+  },
+}));
+
+// useSocketEvent — no-op for these render tests; live updates aren't
+// what we're verifying here.
+vi.mock("@/hooks/useSocketEvent", () => ({
+  useSocketEvent: () => {},
+}));
+
+// Canvas store — peer name resolution.
+vi.mock("@/store/canvas", () => ({
+  useCanvasStore: {
+    getState: () => ({
+      nodes: [
+        { id: "ws-self", data: { name: "Self" } },
+        { id: "ws-peer", data: { name: "Peer Agent" } },
+      ],
+    }),
+  },
+}));
+
+// Toaster shim — AgentCommsPanel imports showToast.
+vi.mock("../../Toaster", () => ({
+  showToast: vi.fn(),
+}));
+
+import { AgentCommsPanel } from "../AgentCommsPanel";
+
+// jsdom doesn't implement scrollIntoView. Tests that observe the call
+// install a spy here; tests that don't care still need a no-op stub
+// so the component doesn't throw.
+const scrollSpy = vi.fn<(opts?: ScrollIntoViewOptions | boolean) => void>();
+beforeEach(() => {
+  apiGetMock.mockReset();
+  scrollSpy.mockReset();
+  Element.prototype.scrollIntoView = scrollSpy as unknown as Element["scrollIntoView"];
+});
+
+afterEach(() => {
+  vi.clearAllMocks();
+});
+
+describe("AgentCommsPanel — initial-state parity with ChatTab my-chat", () => {
+  it("shows loading text while history fetch is in flight", () => {
+    apiGetMock.mockReturnValueOnce(new Promise(() => { /* never resolves */ }));
+    render(<AgentCommsPanel workspaceId="ws-self" />);
+    expect(screen.getByText("Loading agent communications...")).toBeDefined();
+  });
+
+  it("renders error UI with a Retry button when the history fetch rejects", async () => {
+    apiGetMock.mockRejectedValueOnce(new Error("network down"));
+    render(<AgentCommsPanel workspaceId="ws-self" />);
+
+    // Wait for the error state to render — loading→error transition is async.
+    const alert = await waitFor(() => screen.getByRole("alert"));
+    expect(alert.textContent).toMatch(/Failed to load agent communications/);
+    expect(alert.textContent).toMatch(/network down/);
+
+    // Retry button must be present and trigger a refetch.
+    const retry = screen.getByRole("button", { name: "Retry" });
+    apiGetMock.mockResolvedValueOnce([]); // success on retry
+    fireEvent.click(retry);
+
+    // Two calls total: initial load + retry. Pin via mock call count.
+    await waitFor(() => expect(apiGetMock.mock.calls.length).toBe(2));
+  });
+
+  it("falls back to empty-state copy when load succeeds with zero rows", async () => {
+    apiGetMock.mockResolvedValueOnce([]);
+    render(<AgentCommsPanel workspaceId="ws-self" />);
+    await waitFor(() =>
+      expect(screen.getByText("No agent-to-agent communications yet.")).toBeDefined(),
+    );
+  });
+
+  it("scrollIntoView is called with behavior=instant on the first message arrival", async () => {
+    apiGetMock.mockResolvedValueOnce([
+      {
+        id: "act-1",
+        activity_type: "a2a_send",
+        source_id: "ws-self",
+        target_id: "ws-peer",
+        method: "message/send",
+        summary: "Delegating",
+        request_body: { message: { parts: [{ text: "hi" }] } },
+        response_body: null,
+        status: "ok",
+        created_at: "2026-04-25T18:00:00Z",
+      },
+    ]);
+    render(<AgentCommsPanel workspaceId="ws-self" />);
+
+    // useLayoutEffect is what makes the first call instant — wait for
+    // the panel to render at least one message.
+    await waitFor(() => expect(scrollSpy.mock.calls.length).toBeGreaterThan(0));
+
+    // The pinned contract: SOME call uses behavior: "instant" — the
+    // first-arrival case. Subsequent appends use "smooth", but those
+    // can't fire here (no live update yet).
+    const sawInstant = scrollSpy.mock.calls.some((args) => {
+      const opts = args[0];
+      return typeof opts === "object" && opts !== null && "behavior" in opts && opts.behavior === "instant";
+    });
+    expect(sawInstant).toBe(true);
+  });
+});

canvas/src/lib/__tests__/auth.test.ts

@@ -2,7 +2,7 @@
  * @vitest-environment jsdom
  */
 import { describe, it, expect, vi, afterEach } from "vitest";
-import { fetchSession, redirectToLogin } from "../auth";
+import { fetchSession, redirectToLogin, signOut } from "../auth";
 
 afterEach(() => {
   vi.unstubAllGlobals();
@@ -110,3 +110,157 @@ describe("redirectToLogin", () => {
     expect((window.location as unknown as { href: string }).href).toBe(signupHref);
   });
 });
+
+describe("signOut", () => {
+  // Helper — most tests need the same window.location stub.
+  function stubLocation(): void {
+    Object.defineProperty(window, "location", {
+      writable: true,
+      value: {
+        href: "https://acme.moleculesai.app/orgs",
+        pathname: "/orgs",
+        hostname: "acme.moleculesai.app",
+        protocol: "https:",
+      },
+    });
+  }
+
+  it("POSTs to /cp/auth/signout with credentials:include", async () => {
+    stubLocation();
+    const fetchMock = vi.fn().mockResolvedValue({
+      ok: true,
+      status: 200,
+      json: async () => ({ ok: true, logout_url: "" }),
+    });
+    vi.stubGlobal("fetch", fetchMock);
+
+    await signOut();
+
+    expect(fetchMock).toHaveBeenCalledTimes(1);
+    expect(fetchMock).toHaveBeenCalledWith(
+      expect.stringContaining("/cp/auth/signout"),
+      expect.objectContaining({ method: "POST", credentials: "include" }),
+    );
+  });
+
+  it("navigates to provider logout_url when the response includes one", async () => {
+    // The hosted-logout path is what actually breaks the SSO re-auth
+    // loop reported on PR #2913. Without this, AuthKit's browser
+    // cookie keeps the user signed in via SSO and any subsequent
+    // /cp/auth/login silently re-auths.
+    stubLocation();
+    const hostedLogout =
+      "https://api.workos.com/user_management/sessions/logout?session_id=cookie&return_to=https%3A%2F%2Fapp.moleculesai.app%2Forgs";
+    vi.stubGlobal(
+      "fetch",
+      vi.fn().mockResolvedValue({
+        ok: true,
+        status: 200,
+        json: async () => ({ ok: true, logout_url: hostedLogout }),
+      }),
+    );
+
+    await signOut();
+
+    const after = (window.location as unknown as { href: string }).href;
+    expect(after).toBe(hostedLogout);
+  });
+
+  it("falls back to /cp/auth/login when logout_url is empty (DisabledProvider / dev)", async () => {
+    // DisabledProvider returns "" — the local /cp/auth/login redirect
+    // works in dev/test where there's no SSO session to escape.
+    stubLocation();
+    vi.stubGlobal(
+      "fetch",
+      vi.fn().mockResolvedValue({
+        ok: true,
+        status: 200,
+        json: async () => ({ ok: true, logout_url: "" }),
+      }),
+    );
+
+    await signOut();
+
+    const after = (window.location as unknown as { href: string }).href;
+    // Tenant subdomain (acme.moleculesai.app) → auth origin is app.moleculesai.app.
+    expect(after).toBe("https://app.moleculesai.app/cp/auth/login");
+  });
+
+  it("redirects even when the POST fails so the user isn't stuck on an authed page", async () => {
+    // Critical UX invariant: clicking 'Sign out' MUST navigate away from
+    // the authenticated app, even if the network is down or the cookie
+    // is already invalid. Anything else looks like the button is
+    // broken — the precise complaint that triggered this fix.
+    stubLocation();
+    vi.stubGlobal("fetch", vi.fn().mockRejectedValue(new Error("network down")));
+
+    await signOut();
+
+    const after = (window.location as unknown as { href: string }).href;
+    expect(after).toBe("https://app.moleculesai.app/cp/auth/login");
+  });
+
+  it("redirects on 401 (session already invalid) just like 200", async () => {
+    // A user with an already-invalid cookie should still see the
+    // logout flow complete — no error, no stuck-on-app dead end.
+    // Note: 401 means res.ok=false → we don't read .json() at all,
+    // so a missing body is fine.
+    stubLocation();
+    vi.stubGlobal(
+      "fetch",
+      vi.fn().mockResolvedValue({
+        ok: false,
+        status: 401,
+        json: async () => ({}),
+      }),
+    );
+
+    await signOut();
+
+    const after = (window.location as unknown as { href: string }).href;
+    expect(after).toBe("https://app.moleculesai.app/cp/auth/login");
+  });
+
+  it("falls back to /cp/auth/login when the response body is malformed", async () => {
+    // Defensive parsing: a body that isn't valid JSON, or doesn't
+    // have logout_url, or has logout_url as the wrong type — none of
+    // these should strand the user on the authed page. Fallback path
+    // takes over.
+    stubLocation();
+    vi.stubGlobal(
+      "fetch",
+      vi.fn().mockResolvedValue({
+        ok: true,
+        status: 200,
+        json: async () => {
+          throw new Error("not json");
+        },
+      }),
+    );
+
+    await signOut();
+
+    const after = (window.location as unknown as { href: string }).href;
+    expect(after).toBe("https://app.moleculesai.app/cp/auth/login");
+  });
+
+  it("falls back to /cp/auth/login when logout_url is the wrong type", async () => {
+    // Even valid JSON should be type-checked: a non-string logout_url
+    // (e.g. server-side bug, version drift) must not crash or open-
+    // redirect the user.
+    stubLocation();
+    vi.stubGlobal(
+      "fetch",
+      vi.fn().mockResolvedValue({
+        ok: true,
+        status: 200,
+        json: async () => ({ ok: true, logout_url: 42 }),
+      }),
+    );
+
+    await signOut();
+
+    const after = (window.location as unknown as { href: string }).href;
+    expect(after).toBe("https://app.moleculesai.app/cp/auth/login");
+  });
+});

canvas/src/lib/auth.ts

@@ -67,3 +67,80 @@ export function redirectToLogin(screenHint: "sign-up" | "sign-in" = "sign-in"):
   const dest = `${authOrigin}${AUTH_BASE}/${path}?return_to=${encodeURIComponent(returnTo)}`;
   window.location.href = dest;
 }
+
+/**
+ * signOut posts to /cp/auth/signout to clear the WorkOS session cookie
+ * + revoke at the provider, then navigates the browser to the
+ * provider-supplied hosted logout URL (so the provider's BROWSER-side
+ * SSO cookie is cleared too — without this, AuthKit silently re-auths
+ * via SSO on the next /cp/auth/login and the user is "still signed
+ * in" after pressing Sign out).
+ *
+ * Two-layer flow:
+ *  1. POST /cp/auth/signout → CP clears OUR session cookie + revokes
+ *     session_id at the provider API. Response includes
+ *     `logout_url` — the AuthKit hosted URL the BROWSER must navigate
+ *     to so the provider's own browser cookie is cleared.
+ *  2. window.location.href = <logout_url> → AuthKit clears its
+ *     session, then redirects the browser to the configured
+ *     return_to (defaults to APP_URL/orgs).
+ *
+ * Best-effort by design: a 5xx, network failure, missing logout_url
+ * (DisabledProvider, dev), or stale cookie still results in the
+ * browser navigating away — leaving the user on a logged-in-looking
+ * page after they clicked "Sign out" is the worst possible UX. The
+ * fallback path navigates to /cp/auth/login on the auth origin, which
+ * works correctly in environments without a hosted logout flow (dev,
+ * tests, DisabledProvider).
+ *
+ * Throws nothing — callers can disable the button optimistically or
+ * await this and trust it returns. On a redirect-blocked test
+ * environment (jsdom under vitest) we still exit cleanly so unit tests
+ * can spy on the fetch call.
+ */
+export async function signOut(): Promise<void> {
+  let logoutURL: string | undefined;
+  // Fire-and-tolerate the POST. credentials:include is mandatory cross-
+  // origin so the SaaS canvas (acme.moleculesai.app) can hit
+  // app.moleculesai.app/cp/auth/signout with the session cookie.
+  try {
+    const res = await fetch(`${getAuthOrigin()}${AUTH_BASE}/signout`, {
+      method: "POST",
+      credentials: "include",
+    });
+    if (res.ok) {
+      // Body shape: {"ok": true, "logout_url": "..."}. logout_url is
+      // empty for DisabledProvider (dev/local) — we fall back to
+      // /cp/auth/login below. Defensive parsing: a malformed body
+      // shouldn't strand the user on the authed page.
+      const body: unknown = await res.json().catch(() => null);
+      if (
+        body &&
+        typeof body === "object" &&
+        "logout_url" in body &&
+        typeof (body as { logout_url: unknown }).logout_url === "string" &&
+        (body as { logout_url: string }).logout_url
+      ) {
+        logoutURL = (body as { logout_url: string }).logout_url;
+      }
+    }
+  } catch {
+    // Ignore — we still redirect below.
+  }
+  if (typeof window === "undefined") return;
+  if (logoutURL) {
+    // Hosted logout: AuthKit clears its SSO cookie + redirects to
+    // return_to (configured server-side). This is the path that
+    // actually breaks the SSO re-auth loop.
+    window.location.href = logoutURL;
+    return;
+  }
+  // Fallback: no hosted logout (dev, DisabledProvider, network
+  // failure). Land on the login screen rather than the current URL:
+  // returning to a tenant URL after signout would just re-redirect
+  // through /cp/auth/login due to AuthGate. Send the user straight
+  // there with no return_to so they don't loop back into the org they
+  // just left.
+  const authOrigin = getAuthOrigin();
+  window.location.href = `${authOrigin}${AUTH_BASE}/login`;
+}

docs/agent-runtime/team-expansion.md

@@ -1,111 +0,0 @@
-# Team Expansion (Recursive Workspaces)
-
-When a workspace is expanded into a team, it gains sub-workspaces while its own agent remains as the **team lead** (coordinator). This is recursive — sub-workspaces can themselves be expanded into teams, infinitely deep.
-
-## How It Works
-
-When Developer PM is expanded into a team:
-
-```
-Business Core
-   |
-   +-- Developer PM (agent stays, becomes coordinator)
-          |
-          +-- Frontend Agent (sub-workspace, private scope)
-          +-- Backend Agent  (sub-workspace, private scope)
-          +-- QA Agent       (sub-workspace, private scope)
-```
-
-- Developer PM's agent **still exists** and acts as coordinator
-- Developer PM receives incoming A2A messages from Business Core
-- Developer PM's agent decides how to delegate to sub-workspaces
-- Sub-workspaces talk to Developer PM and to each other (same level)
-- Sub-workspaces **cannot** talk to Business Core or any workspace outside the team
-
-## Communication Rules
-
-| Direction | Allowed? | Example |
-|-----------|----------|---------|
-| Parent level -> team lead | Yes | Business Core -> Developer PM |
-| Team lead -> sub-workspaces | Yes | Developer PM -> Frontend Agent |
-| Sub-workspace -> team lead | Yes | Frontend Agent -> Developer PM |
-| Sub-workspace <-> sibling | Yes | Frontend Agent <-> Backend Agent |
-| Outside -> sub-workspace directly | No (403) | Business Core -> Frontend Agent |
-| Sub-workspace -> outside directly | No | Frontend Agent -> Business Core |
-
-The team lead (Developer PM) is the **only** bridge between the team's internal world and the outside.
-
-## Scoped Registry
-
-Sub-workspaces register in the platform registry but with a **private scope**. The registry knows about them but enforces access control.
-
-```
-Registry:
-  Business Core      :8001   scope: public
-  Developer PM       :8002   scope: public
-  Frontend Agent     :8010   scope: private, parent=Developer PM
-  Backend Agent      :8011   scope: private, parent=Developer PM
-  QA Agent           :8012   scope: private, parent=Developer PM
-```
-
-- The platform can always discover any workspace (for provisioning, monitoring)
-- The parent workspace can discover its sub-workspaces
-- Sub-workspaces can discover their siblings (same parent)
-- Outside workspaces get a **403 Forbidden** if they try to discover a private sub-workspace
-
-## How to Expand
-
-Expansion is triggered via `POST /workspaces/:id/expand`. The platform reads the `sub_workspaces` list from the workspace's config and provisions each one. On the canvas, users right-click a workspace node and select "Expand into team."
-
-Collapsing is the inverse: `POST /workspaces/:id/collapse`. Sub-workspaces are stopped and removed.
-
-## What Happens on Expansion
-
-When Developer PM is expanded into a team, the hierarchy changes but the outside view doesn't. Business Core's parent/child relationship to Developer PM is unaffected — Developer PM still responds to the same A2A endpoint.
-
-The events fired:
-- `WORKSPACE_EXPANDED` with the new `sub_workspace_ids` in the payload
-- `WORKSPACE_PROVISIONING` for each new sub-workspace
-- `WORKSPACE_ONLINE` for each sub-workspace as they come up
-
-Communication rules are automatically derived from the new hierarchy — no manual wiring needed.
-
-## Canvas Behavior
-
-- Children render as embedded mini-cards (`TeamMemberChip`) inside the parent node, not as separate canvas nodes
-- Each mini-card shows full status: gradient bar, name, tier badge, skills pills, active tasks, descendant count
-- **Recursive rendering** up to 3 levels deep (`MAX_NESTING_DEPTH = 3`) — sub-cards can contain their own "Team" sections
-- Parent node dynamically resizes: 210-280px (no children), 320-450px (children), 400-560px (grandchildren)
-- Eject button (sky-blue arrow icon) on hover extracts a child from the team
-- "Extract from Team" also available in the right-click context menu
-- Double-click a team node to zoom/fit to the parent area
-- The parent workspace node shows a badge with total descendant count
-
-## Collapsing a Team
-
-The inverse of expansion, triggered via `POST /workspaces/:id/collapse`:
-
-1. Each sub-workspace agent wraps up current work and writes a handoff document to memory
-2. Sub-workspaces are stopped and removed
-3. The team lead's agent goes back to handling everything directly
-4. A `WORKSPACE_COLLAPSED` event fires
-
-Sub-workspace memory is cleaned up based on backend (see [Memory — Cleanup](../architecture/memory.md#cleanup-on-workspace-deletion)).
-
-## Deleting a Team Workspace
-
-When a team workspace is deleted:
-1. Platform shows a warning listing all sub-workspaces that will be deleted
-2. User can **drag sub-workspaces out** of the team before confirming (promotes them to the parent level)
-3. On confirmation, cascade delete removes the parent and all remaining sub-workspaces
-4. `WORKSPACE_REMOVED` events fire for each deleted workspace
-
-## Related Docs
-
-- [Communication Rules](../api-protocol/communication-rules.md) — Full access control model
-- [Core Concepts](../product/core-concepts.md) — Workspace fundamentals
-- [System Prompt Structure](./system-prompt-structure.md) — How peer capabilities are injected
-- [Provisioner](../architecture/provisioner.md) — How sub-workspaces are deployed
-- [Registry & Heartbeat](../api-protocol/registry-and-heartbeat.md) — How registration works
-- [Event Log](../architecture/event-log.md) — Events fired during expansion
-- [Canvas UI](../frontend/canvas.md) — Visual behavior of teams

docs/api-reference.md

@@ -41,8 +41,6 @@ Full contract: `docs/runbooks/admin-auth.md`.
 | GET | /admin/workspaces/:id/test-token | admin_test_token.go — mint a fresh bearer token for E2E scripts; returns 404 unless `MOLECULE_ENV != production` or `MOLECULE_ENABLE_TEST_TOKENS=1` |
 | GET/POST/DELETE | /admin/secrets[/:key] | secrets.go — legacy aliases for /settings/secrets |
 | WS | /workspaces/:id/terminal | terminal.go |
-| POST | /workspaces/:id/expand | team.go |
-| POST | /workspaces/:id/collapse | team.go |
 | POST/GET | /workspaces/:id/approvals | approvals.go |
 | POST | /workspaces/:id/approvals/:id/decide | approvals.go |
 | GET | /approvals/pending | approvals.go |

docs/architecture/molecule-technical-doc.md

@@ -336,8 +336,6 @@ This same logic governs: A2A delegation, memory scope enforcement, activity visi
 
 | Method | Endpoint | Purpose |
 |--------|----------|---------|
-| `POST` | `/workspaces/:id/expand` | Expand workspace into team (become coordinator) |
-| `POST` | `/workspaces/:id/collapse` | Collapse team back to single workspace |
 
 ### Files, Terminal, Templates, Bundles (8 endpoints)
 

docs/frontend/canvas.md

@@ -186,4 +186,3 @@ So the UI now exposes more operational failure state directly instead of silentl
 - [Quickstart](../quickstart.md)
 - [Platform API](../api-protocol/platform-api.md)
 - [Workspace Runtime](../agent-runtime/workspace-runtime.md)
-- [Team Expansion](../agent-runtime/team-expansion.md)

docs/glossary.md

@@ -18,7 +18,7 @@ lands in the watch list with a colliding term, add a row here.
 | **plugin** | A directory under `plugins/` packaging one or more skills or an MCP server wrapper, installable per-workspace via `POST /workspaces/:id/plugins`. Governed by `plugin.yaml`. | **Langflow**: a visual UI node / component in a flowchart. **CrewAI**: a Python-importable callable registered as a capability. |
 | **agent** | A persistent containerized workspace running continuously — an identity with memory, a role, and a schedule. Not a one-shot invocation. | Most frameworks (AutoGPT, LangChain agents, OpenAI Assistants): a stateless function-call loop. No persistence between invocations unless explicitly checkpointed. |
 | **flow** | A task execution within a workspace — a request enters, the agent runs tools, emits a response, logs activity. No explicit graph abstraction. | **Langflow**: a directed graph of nodes you author visually. **LangGraph**: a stateful graph of callable nodes. Our "flow" is an imperative timeline, not a graph. |
-| **team** | A named cluster of workspaces under a PM (org template `expand_team`). Used for role grouping in Canvas. | **CrewAI**: a "crew" is a sequence of agents that pass a task through a declared order. Our "team" is an org-chart abstraction, not an execution order. |
+| **team** | A named cluster of workspaces under a PM . Used for role grouping in Canvas. | **CrewAI**: a "crew" is a sequence of agents that pass a task through a declared order. Our "team" is an org-chart abstraction, not an execution order. |
 | **skill** | A directory with `SKILL.md` that an agent invokes via the `Skill` tool. Skills are documentation + optional scripts that teach an agent a recipe. | **Anthropic Skills API**: nearly identical. **CrewAI tool**: closer to our plugin's MCP tool, not our skill. |
 | **channel** | An outbound/inbound social integration (Telegram, Slack, …) per-workspace, wired in `workspace_channels`. | Slack's "channel": the container for messages. We use "channel" for the adapter + credentials, not the conversation itself. |
 | **runtime** | The execution engine image tag for a workspace: one of `langgraph`, `claude-code`, `openclaw`, `crewai`, `autogen`, `deepagents`, `hermes`. | **LangGraph runtime**: the Python process running the graph. We use "runtime" for the Docker image + adapter pairing, not the inner process. |

docs/guides/mcp-server-setup.md

@@ -166,8 +166,6 @@ list_workspaces
 
 | MCP Tool | API Route | Method | Description |
 |----------|-----------|--------|-------------|
-| `expand_team` | `/workspaces/:id/expand` | POST | Expand team node |
-| `collapse_team` | `/workspaces/:id/collapse` | POST | Collapse team node |
 
 ### Templates & Bundles
 

docs/workspace-runtime-package.md

@@ -1,5 +1,14 @@
 # Workspace Runtime PyPI Package
 
+## Requires Python >= 3.11
+
+The wheel pins `requires_python>=3.11`. On Python 3.10 or older, `pip install
+molecule-ai-workspace-runtime` fails with `Could not find a version that
+satisfies the requirement (from versions: none)` — the pin filters the only
+available artifact before pip even attempts install. Upgrade the interpreter
+(`brew install python@3.12` / `apt install python3.12` / etc.) or use a
+3.11+ venv.
+
 ## Overview
 
 The shared workspace runtime infrastructure has **one editable source** and

scripts/build_runtime_package.py

@@ -55,6 +55,8 @@ TOP_LEVEL_MODULES = {
     "a2a_executor",
     "a2a_mcp_server",
     "a2a_tools",
+    "a2a_tools_delegation",
+    "a2a_tools_memory",
     "a2a_tools_rbac",
     "adapter_base",
     "agent",

tests/e2e/test_poll_mode_chat_upload_e2e.sh

@@ -0,0 +1,295 @@
+#!/usr/bin/env bash
+# E2E for poll-mode chat upload (RFC #2891 phases 1-5b).
+#
+# Round-trip: register a workspace as poll-mode (no callback URL) → POST a
+# multi-file chat upload → verify each file becomes (a) one
+# `chat_upload_receive` activity row and (b) one /pending-uploads row → fetch
+# the bytes back via the poll endpoint → ack → verify the row 404s on
+# subsequent fetch. Also pins cross-workspace bleed protection: workspace B
+# cannot read workspace A's pending uploads even with its own valid bearer.
+#
+# Why this exists separately from test_chat_upload_e2e.sh: that script
+# covers the PUSH path (the workspace's own /internal/chat/uploads/ingest).
+# This script covers the POLL path: the same canvas-side request lands on
+# the platform's pendinguploads.Storage instead, and the workspace fetches
+# it later. The two paths share zero handler code on the platform side, so
+# both need their own E2E.
+#
+# Requires: platform running on localhost:8080 with migrations applied.
+#   bash workspace-server/scripts/dev-start.sh
+#   bash workspace-server/scripts/run-migrations.sh
+#
+# Idempotent: each run uses fresh per-script workspace UUIDs so reruns
+# don't collide. Best-effort cleanup on EXIT — does NOT call
+# e2e_cleanup_all_workspaces (see
+# `feedback_never_run_cluster_cleanup_tests_on_live_platform.md`).
+
+set -euo pipefail
+
+source "$(dirname "$0")/_lib.sh"
+
+PASS=0
+FAIL=0
+TIMEOUT="${A2A_TIMEOUT:-30}"
+
+gen_uuid() {
+  if command -v uuidgen >/dev/null 2>&1; then
+    uuidgen | tr '[:upper:]' '[:lower:]'
+  else
+    python3 -c 'import uuid; print(uuid.uuid4())'
+  fi
+}
+WS_A="$(gen_uuid)"
+WS_B="$(gen_uuid)"
+
+# Per-run scratch dir collected under one trap so every assertion-failure
+# path drops the temp files it made (see test_chat_attachments_e2e.sh).
+TMPDIR_E2E=$(mktemp -d -t poll-chat-upload-e2e-XXXXXX)
+
+cleanup() {
+  local rc=$?
+  curl -s -X DELETE "$BASE/workspaces/$WS_A?confirm=true" >/dev/null 2>&1 || true
+  curl -s -X DELETE "$BASE/workspaces/$WS_B?confirm=true" >/dev/null 2>&1 || true
+  rm -rf "$TMPDIR_E2E"
+  exit $rc
+}
+trap cleanup EXIT INT TERM
+
+check() {
+  local desc="$1" expected="$2" actual="$3"
+  if echo "$actual" | grep -qF -- "$expected"; then
+    echo "PASS: $desc"
+    PASS=$((PASS + 1))
+  else
+    echo "FAIL: $desc"
+    echo "  expected to contain: $expected"
+    echo "  got: $(echo "$actual" | head -10)"
+    FAIL=$((FAIL + 1))
+  fi
+}
+
+check_eq() {
+  local desc="$1" expected="$2" actual="$3"
+  if [ "$actual" = "$expected" ]; then
+    echo "PASS: $desc"
+    PASS=$((PASS + 1))
+  else
+    echo "FAIL: $desc"
+    echo "  expected: $expected"
+    echo "  got:      $actual"
+    FAIL=$((FAIL + 1))
+  fi
+}
+
+echo "=== Poll-Mode Chat Upload E2E ==="
+echo "  base:        $BASE"
+echo "  workspace A: $WS_A"
+echo "  workspace B: $WS_B"
+echo ""
+
+# ---------- Phase 1: register poll-mode workspace ----------
+echo "--- Phase 1: Register poll-mode workspace A ---"
+
+REG_A=$(curl -s -X POST "$BASE/registry/register" \
+  -H "Content-Type: application/json" \
+  -d "{
+    \"id\": \"$WS_A\",
+    \"delivery_mode\": \"poll\",
+    \"agent_card\": {\"name\": \"poll-chat-upload-test-a\"}
+  }")
+check "register accepts poll mode without URL" '"status":"registered"' "$REG_A"
+TOK_A=$(echo "$REG_A" | e2e_extract_token || true)
+[ -n "$TOK_A" ] || { echo "FAIL: no auth_token in register response (ws A)"; FAIL=$((FAIL + 1)); exit 1; }
+
+# ---------- Phase 2: multi-file chat upload ----------
+echo ""
+echo "--- Phase 2: POST /chat/uploads with two files ---"
+
+FILE1="$TMPDIR_E2E/alpha.txt"
+FILE2="$TMPDIR_E2E/beta.txt"
+EXPECTED1="alpha-secret-$(openssl rand -hex 4)"
+EXPECTED2="beta-secret-$(openssl rand -hex 4)"
+printf '%s' "$EXPECTED1" > "$FILE1"
+printf '%s' "$EXPECTED2" > "$FILE2"
+
+UPLOAD=$(curl -s -X POST "$BASE/workspaces/$WS_A/chat/uploads" \
+  -H "Authorization: Bearer $TOK_A" \
+  -F "files=@$FILE1;filename=alpha.txt;type=text/plain" \
+  -F "files=@$FILE2;filename=beta.txt;type=text/plain" \
+  -w "\nHTTP_CODE=%{http_code}\n")
+UPLOAD_CODE=$(echo "$UPLOAD" | grep -oE 'HTTP_CODE=[0-9]+' | cut -d= -f2)
+UPLOAD_BODY=$(echo "$UPLOAD" | sed '/^HTTP_CODE=/,$d')
+
+check_eq "upload returns 200" "200" "$UPLOAD_CODE"
+check "upload response has files array" '"files":' "$UPLOAD_BODY"
+
+# Pull file_ids out of the URI in the response. URI shape is
+# `platform-pending:<wsid>/<file_id>` — proves the response came from the
+# poll-mode branch, not the push-mode internal-ingest branch.
+URI1=$(echo "$UPLOAD_BODY" | python3 -c 'import sys,json; d=json.load(sys.stdin); print(d["files"][0]["uri"])')
+URI2=$(echo "$UPLOAD_BODY" | python3 -c 'import sys,json; d=json.load(sys.stdin); print(d["files"][1]["uri"])')
+check "URI 1 has platform-pending: scheme" "platform-pending:$WS_A/" "$URI1"
+check "URI 2 has platform-pending: scheme" "platform-pending:$WS_A/" "$URI2"
+
+FID1="${URI1##*/}"
+FID2="${URI2##*/}"
+[ -n "$FID1" ] && [ -n "$FID2" ] || { echo "FAIL: could not extract file IDs"; FAIL=$((FAIL + 1)); exit 1; }
+echo "  file_id 1: $FID1"
+echo "  file_id 2: $FID2"
+
+# ---------- Phase 3: activity rows visible to the workspace ----------
+echo ""
+echo "--- Phase 3: /activity shows two chat_upload_receive rows ---"
+
+# activity_logs INSERTs run in a goroutine — give them a moment.
+sleep 1
+ACT=$(curl -s --max-time "$TIMEOUT" -H "Authorization: Bearer $TOK_A" \
+  "$BASE/workspaces/$WS_A/activity?type=a2a_receive&limit=20")
+check "activity feed has the alpha file"      "$FID1" "$ACT"
+check "activity feed has the beta file"       "$FID2" "$ACT"
+check "activity rows tagged chat_upload_receive" '"method":"chat_upload_receive"' "$ACT"
+check "activity rows record alpha mimetype"   '"mimeType":"text/plain"' "$ACT"
+
+CHAT_UPLOAD_COUNT=$(echo "$ACT" | python3 -c '
+import json, sys
+rows = json.load(sys.stdin)
+n = sum(1 for r in rows if (r.get("method") or "") == "chat_upload_receive")
+print(n)
+')
+check_eq "exactly two chat_upload_receive rows" "2" "$CHAT_UPLOAD_COUNT"
+
+# ---------- Phase 4: GET /pending-uploads/:file_id/content ----------
+echo ""
+echo "--- Phase 4: Fetch content for each pending upload ---"
+
+GOT1=$(curl -s --max-time "$TIMEOUT" -H "Authorization: Bearer $TOK_A" \
+  "$BASE/workspaces/$WS_A/pending-uploads/$FID1/content")
+check_eq "alpha bytes round-trip" "$EXPECTED1" "$GOT1"
+
+GOT2=$(curl -s --max-time "$TIMEOUT" -H "Authorization: Bearer $TOK_A" \
+  "$BASE/workspaces/$WS_A/pending-uploads/$FID2/content")
+check_eq "beta bytes round-trip" "$EXPECTED2" "$GOT2"
+
+# Mimetype + Content-Disposition headers should match what was uploaded.
+HEAD1=$(curl -s -D - -o /dev/null --max-time "$TIMEOUT" -H "Authorization: Bearer $TOK_A" \
+  "$BASE/workspaces/$WS_A/pending-uploads/$FID1/content")
+check "alpha response carries text/plain Content-Type" "Content-Type: text/plain" "$HEAD1"
+check "alpha response carries Content-Disposition with filename" 'filename="alpha.txt"' "$HEAD1"
+
+# ---------- Phase 5: idempotent re-fetch (until ack) ----------
+echo ""
+echo "--- Phase 5: Re-fetch before ack returns the same bytes ---"
+
+RE_GOT1=$(curl -s --max-time "$TIMEOUT" -H "Authorization: Bearer $TOK_A" \
+  "$BASE/workspaces/$WS_A/pending-uploads/$FID1/content")
+check_eq "re-fetch returns same alpha bytes" "$EXPECTED1" "$RE_GOT1"
+
+# ---------- Phase 6: ack each row ----------
+echo ""
+echo "--- Phase 6: Ack each pending upload ---"
+
+ACK1=$(curl -s -X POST --max-time "$TIMEOUT" -H "Authorization: Bearer $TOK_A" \
+  "$BASE/workspaces/$WS_A/pending-uploads/$FID1/ack")
+check "alpha ack returns acked:true" '"acked":true' "$ACK1"
+
+ACK2=$(curl -s -X POST --max-time "$TIMEOUT" -H "Authorization: Bearer $TOK_A" \
+  "$BASE/workspaces/$WS_A/pending-uploads/$FID2/ack")
+check "beta ack returns acked:true" '"acked":true' "$ACK2"
+
+# Re-ack should still 200 (idempotent — the row's gone but the workspace's
+# at-least-once intent was already honored, and the second ack hits the
+# raced path which also returns 200).
+RE_ACK1=$(curl -s -w '\n%{http_code}' -X POST --max-time "$TIMEOUT" \
+  -H "Authorization: Bearer $TOK_A" \
+  "$BASE/workspaces/$WS_A/pending-uploads/$FID1/ack")
+RE_ACK1_CODE=$(printf '%s' "$RE_ACK1" | tail -n1)
+# Acked rows return 404 on Get-before-Ack (the row's still in the table
+# but Get filters acked_at IS NULL); workspace would not normally re-ack
+# since it already saw the success. Accept both 200 and 404 here so the
+# test pins the contract without being brittle on the inner ordering.
+case "$RE_ACK1_CODE" in
+  200|404)
+    echo "PASS: re-ack returns 200 or 404 ($RE_ACK1_CODE)"
+    PASS=$((PASS + 1))
+    ;;
+  *)
+    echo "FAIL: re-ack returned unexpected $RE_ACK1_CODE"
+    FAIL=$((FAIL + 1))
+    ;;
+esac
+
+# ---------- Phase 7: GET content after ack returns 404 ----------
+echo ""
+echo "--- Phase 7: Acked file 404s on subsequent fetch ---"
+
+POST_ACK=$(curl -s -w '\n%{http_code}' --max-time "$TIMEOUT" -H "Authorization: Bearer $TOK_A" \
+  "$BASE/workspaces/$WS_A/pending-uploads/$FID1/content")
+POST_ACK_CODE=$(printf '%s' "$POST_ACK" | tail -n1)
+check_eq "acked alpha returns HTTP 404" "404" "$POST_ACK_CODE"
+
+# ---------- Phase 8: cross-workspace bleed protection ----------
+echo ""
+echo "--- Phase 8: Workspace B cannot read workspace A's pending uploads ---"
+
+# Stage a fresh upload on workspace A so we have an UN-acked row to probe.
+PROBE_FILE="$TMPDIR_E2E/probe.txt"
+printf '%s' "probe-bytes-$(openssl rand -hex 4)" > "$PROBE_FILE"
+PROBE_UP=$(curl -s -X POST "$BASE/workspaces/$WS_A/chat/uploads" \
+  -H "Authorization: Bearer $TOK_A" \
+  -F "files=@$PROBE_FILE;filename=probe.txt;type=text/plain")
+PROBE_FID=$(echo "$PROBE_UP" | python3 -c 'import sys,json; d=json.load(sys.stdin); print(d["files"][0]["uri"].split("/")[-1])')
+[ -n "$PROBE_FID" ] || { echo "FAIL: probe upload returned no file_id"; FAIL=$((FAIL + 1)); exit 1; }
+
+# Register a SECOND poll-mode workspace and capture its bearer.
+REG_B=$(curl -s -X POST "$BASE/registry/register" \
+  -H "Content-Type: application/json" \
+  -d "{
+    \"id\": \"$WS_B\",
+    \"delivery_mode\": \"poll\",
+    \"agent_card\": {\"name\": \"poll-chat-upload-test-b\"}
+  }")
+check "second workspace registers" '"status":"registered"' "$REG_B"
+TOK_B=$(echo "$REG_B" | e2e_extract_token || true)
+[ -n "$TOK_B" ] || { echo "FAIL: no auth_token (ws B)"; FAIL=$((FAIL + 1)); exit 1; }
+
+# B's bearer hitting B's URL with A's file_id → 404 (handler checks the row's
+# workspace_id matches the URL :id, not the bearer's workspace).
+CROSS_RESP=$(curl -s -w '\n%{http_code}' --max-time "$TIMEOUT" \
+  -H "Authorization: Bearer $TOK_B" \
+  "$BASE/workspaces/$WS_B/pending-uploads/$PROBE_FID/content")
+CROSS_CODE=$(printf '%s' "$CROSS_RESP" | tail -n1)
+check_eq "B's URL with A's file_id returns 404" "404" "$CROSS_CODE"
+
+# B's bearer hitting A's URL → 401 (wsAuth pins bearer to :id). This is the
+# strictest cross-workspace check: a presented-but-wrong bearer is rejected
+# in EVERY platform posture (dev-mode fail-open only triggers when no bearer
+# is presented at all — invalid tokens always 401).
+WRONG_BEARER=$(curl -s -w '\n%{http_code}' --max-time "$TIMEOUT" \
+  -H "Authorization: Bearer $TOK_B" \
+  "$BASE/workspaces/$WS_A/pending-uploads/$PROBE_FID/content")
+WRONG_CODE=$(printf '%s' "$WRONG_BEARER" | tail -n1)
+check_eq "B's bearer on A's URL returns 401" "401" "$WRONG_CODE"
+
+# NB: a fully bearerless request to /pending-uploads/:fid/content returns
+# 401 ONLY when the platform has MOLECULE_ENV != development (production /
+# staging). On local-dev with MOLECULE_ENV=development the wsauth middleware
+# fail-opens for bearerless requests so the canvas at :3000 can talk to the
+# platform at :8080 without per-call token plumbing — see middleware/
+# devmode.go. The strict bearerless-401 contract is covered by the wsauth
+# unit + middleware tests; we don't reassert it here because the result
+# depends on platform posture, not the poll-mode upload contract.
+
+# ---------- Phase 9: invalid file_id rejected at the URL parser ----------
+echo ""
+echo "--- Phase 9: Invalid file_id returns 400 ---"
+
+BAD_FID=$(curl -s -w '\n%{http_code}' --max-time "$TIMEOUT" \
+  -H "Authorization: Bearer $TOK_A" \
+  "$BASE/workspaces/$WS_A/pending-uploads/not-a-uuid/content")
+BAD_FID_CODE=$(printf '%s' "$BAD_FID" | tail -n1)
+check_eq "invalid file_id UUID returns 400" "400" "$BAD_FID_CODE"
+
+# ---------- Results ----------
+echo ""
+echo "=== Results: $PASS passed, $FAIL failed ==="
+[ "$FAIL" -eq 0 ]

tests/harness/compose.yml

@@ -94,6 +94,13 @@ services:
       CP_UPSTREAM_URL: "http://cp-stub:9090"
       RATE_LIMIT: "1000"
       CANVAS_PROXY_URL: "http://localhost:3000"
+      # Memory v2 sidecar (PR #2906) bundles the plugin into the
+      # tenant image and starts it before the main server. The plugin
+      # runs `CREATE EXTENSION vector` on first boot, which fails on
+      # the harness's plain postgres:15-alpine (no pgvector). The
+      # harness doesn't exercise memory features, so disable the
+      # sidecar via the entrypoint's documented escape hatch.
+      MEMORY_PLUGIN_DISABLE: "1"
     networks: [harness-net]
     healthcheck:
       test: ["CMD-SHELL", "wget -q -O- http://localhost:8080/health || exit 1"]
@@ -142,6 +149,13 @@ services:
       CP_UPSTREAM_URL: "http://cp-stub:9090"
       RATE_LIMIT: "1000"
       CANVAS_PROXY_URL: "http://localhost:3000"
+      # Memory v2 sidecar (PR #2906) bundles the plugin into the
+      # tenant image and starts it before the main server. The plugin
+      # runs `CREATE EXTENSION vector` on first boot, which fails on
+      # the harness's plain postgres:15-alpine (no pgvector). The
+      # harness doesn't exercise memory features, so disable the
+      # sidecar via the entrypoint's documented escape hatch.
+      MEMORY_PLUGIN_DISABLE: "1"
     networks: [harness-net]
     healthcheck:
       test: ["CMD-SHELL", "wget -q -O- http://localhost:8080/health || exit 1"]

workspace-server/Dockerfile

@@ -21,6 +21,14 @@ ARG GIT_SHA=dev
 RUN CGO_ENABLED=0 GOOS=linux go build \
     -ldflags "-X github.com/Molecule-AI/molecule-monorepo/platform/internal/buildinfo.GitSHA=${GIT_SHA}" \
     -o /platform ./cmd/server
+# Bundle the built-in memory-plugin-postgres binary so an operator can
+# activate Memory v2 by setting MEMORY_V2_CUTOVER=true + (default)
+# MEMORY_PLUGIN_URL=http://localhost:9100. The entrypoint starts this
+# binary in the background; main /platform talks to it over loopback.
+# Stays inert until the operator flips the cutover env var.
+RUN CGO_ENABLED=0 GOOS=linux go build \
+    -ldflags "-X github.com/Molecule-AI/molecule-monorepo/platform/internal/buildinfo.GitSHA=${GIT_SHA}" \
+    -o /memory-plugin ./cmd/memory-plugin-postgres
 
 # Clone templates + plugins at build time from manifest.json
 FROM alpine:3.20 AS templates
@@ -30,8 +38,9 @@ COPY scripts/clone-manifest.sh /scripts/clone-manifest.sh
 RUN chmod +x /scripts/clone-manifest.sh && /scripts/clone-manifest.sh /manifest.json /workspace-configs-templates /org-templates /plugins
 
 FROM alpine:3.20
-RUN apk add --no-cache ca-certificates git tzdata
+RUN apk add --no-cache ca-certificates git tzdata wget
 COPY --from=builder /platform /platform
+COPY --from=builder /memory-plugin /memory-plugin
 COPY workspace-server/migrations /migrations
 COPY --from=templates /workspace-configs-templates /workspace-configs-templates
 COPY --from=templates /org-templates /org-templates
@@ -41,6 +50,7 @@ RUN addgroup -g 1000 platform && adduser -u 1000 -G platform -s /bin/sh -D platf
 EXPOSE 8080
 COPY <<'ENTRY' /entrypoint.sh
 #!/bin/sh
+# Set up docker-socket group (unchanged from pre-sidecar entrypoint).
 if [ -S /var/run/docker.sock ]; then
   SOCK_GID=$(stat -c '%g' /var/run/docker.sock 2>/dev/null || stat -f '%g' /var/run/docker.sock 2>/dev/null)
   if [ -n "$SOCK_GID" ] && [ "$SOCK_GID" != "0" ]; then
@@ -50,6 +60,61 @@ if [ -S /var/run/docker.sock ]; then
     addgroup platform root 2>/dev/null || true
   fi
 fi
+
+# Memory v2 sidecar (built-in postgres plugin). Co-located with the
+# main server so operators flipping MEMORY_V2_CUTOVER=true don't need
+# to provision a separate service.
+#
+# Spawn-gating: only start the sidecar when the operator has indicated
+# they want it — either MEMORY_V2_CUTOVER=true OR MEMORY_PLUGIN_URL set.
+# Without that signal, the sidecar adds zero value (the platform's
+# wiring.go skips building the client too) but pays a real cost: the
+# plugin's first migration runs `CREATE EXTENSION vector`, which fails
+# on tenant Postgres without pgvector preinstalled and aborts container
+# boot via the 30s health gate. Caught on staging redeploy 2026-05-05.
+#
+# Env defaults (when sidecar IS spawned):
+#   MEMORY_PLUGIN_DATABASE_URL = $DATABASE_URL  (share existing Postgres;
+#       plugin's `memory_namespaces` / `memory_records` tables coexist
+#       with `agent_memories` and the rest of the platform schema —
+#       no conflicts. Operator can override with a separate URL.)
+#   MEMORY_PLUGIN_LISTEN_ADDR  = 127.0.0.1:9100
+#
+# Set MEMORY_PLUGIN_DISABLE=1 to force-skip the sidecar even with
+# cutover env set (e.g. running the plugin externally on a separate host).
+memory_plugin_wanted=""
+if [ "$MEMORY_V2_CUTOVER" = "true" ] || [ -n "$MEMORY_PLUGIN_URL" ]; then
+  memory_plugin_wanted=1
+fi
+if [ -z "$MEMORY_PLUGIN_DISABLE" ] && [ -n "$memory_plugin_wanted" ] && [ -n "$DATABASE_URL" ]; then
+  : "${MEMORY_PLUGIN_DATABASE_URL:=$DATABASE_URL}"
+  : "${MEMORY_PLUGIN_LISTEN_ADDR:=:9100}"
+  export MEMORY_PLUGIN_DATABASE_URL MEMORY_PLUGIN_LISTEN_ADDR
+  echo "memory-plugin: starting sidecar on $MEMORY_PLUGIN_LISTEN_ADDR" >&2
+  # Drop privs to the platform user — the plugin doesn't need root and
+  # runs unprivileged elsewhere (tenant image already starts as canvas).
+  su-exec platform /memory-plugin &
+  MEMORY_PLUGIN_PID=$!
+  # Wait up to 30s for the plugin's /v1/health to return 200. Boot
+  # failure here is fatal — better to crash-loop than to silently
+  # serve cutover traffic against a dead plugin.
+  health_port=${MEMORY_PLUGIN_LISTEN_ADDR#:}
+  ready=0
+  for _ in $(seq 1 30); do
+    if wget -qO- --timeout=2 "http://localhost:${health_port}/v1/health" >/dev/null 2>&1; then
+      ready=1
+      break
+    fi
+    sleep 1
+  done
+  if [ "$ready" != "1" ]; then
+    echo "memory-plugin: ❌ /v1/health never returned 200 after 30s — aborting boot. Check that DATABASE_URL is reachable, has the pgvector extension, and the plugin's migrations applied." >&2
+    kill "$MEMORY_PLUGIN_PID" 2>/dev/null || true
+    exit 1
+  fi
+  echo "memory-plugin: ✅ sidecar healthy on :$health_port" >&2
+fi
+
 exec su-exec platform /platform "$@"
 ENTRY
 RUN chmod +x /entrypoint.sh && apk add --no-cache su-exec

workspace-server/Dockerfile.tenant

@@ -34,6 +34,13 @@ ARG GIT_SHA=dev
 RUN CGO_ENABLED=0 GOOS=linux go build \
     -ldflags "-X github.com/Molecule-AI/molecule-monorepo/platform/internal/buildinfo.GitSHA=${GIT_SHA}" \
     -o /platform ./cmd/server
+# Memory v2 sidecar binary (Memory v2 #2728). Bundled so an operator
+# can activate cutover by flipping MEMORY_V2_CUTOVER=true without
+# provisioning a separate service. See entrypoint-tenant.sh for the
+# launch logic.
+RUN CGO_ENABLED=0 GOOS=linux go build \
+    -ldflags "-X github.com/Molecule-AI/molecule-monorepo/platform/internal/buildinfo.GitSHA=${GIT_SHA}" \
+    -o /memory-plugin ./cmd/memory-plugin-postgres
 
 # ── Stage 2: Canvas Next.js standalone ────────────────────────────────
 FROM node:20-alpine AS canvas-builder
@@ -74,8 +81,9 @@ RUN deluser --remove-home node 2>/dev/null || true; \
     delgroup node 2>/dev/null || true; \
     addgroup -g 1000 canvas && adduser -u 1000 -G canvas -s /bin/sh -D canvas
 
-# Go platform binary
+# Go platform binary + Memory v2 sidecar
 COPY --from=go-builder /platform /platform
+COPY --from=go-builder /memory-plugin /memory-plugin
 COPY workspace-server/migrations /migrations
 
 # Templates + plugins (cloned from GitHub in stage 3)
@@ -91,7 +99,7 @@ COPY --from=canvas-builder /canvas/public ./public
 
 COPY workspace-server/entrypoint-tenant.sh /entrypoint.sh
 RUN chmod +x /entrypoint.sh && \
-    chown -R canvas:canvas /canvas /platform /migrations
+    chown -R canvas:canvas /canvas /platform /memory-plugin /migrations
 
 EXPOSE 8080
 # entrypoint.sh starts as root to fix volume perms, then drops to

workspace-server/cmd/memory-plugin-postgres/config_test.go

@@ -0,0 +1,50 @@
+package main
+
+import (
+	"strings"
+	"testing"
+)
+
+// TestLoadConfig_DefaultListenAddrIsLoopback pins the default-bind contract.
+//
+// Why this matters: with the prior `:9100` default, the plugin listened on
+// every interface. Inside the container it didn't matter (no host port
+// mapping today), but a future change that publishes 9100 OR a cross-host
+// sidecar deploy would have exposed an unauth'd memory store. Loopback by
+// default is the least-privilege baseline; operators with a multi-host
+// topology override via MEMORY_PLUGIN_LISTEN_ADDR.
+func TestLoadConfig_DefaultListenAddrIsLoopback(t *testing.T) {
+	t.Setenv("MEMORY_PLUGIN_DATABASE_URL", "postgres://stub")
+	t.Setenv("MEMORY_PLUGIN_LISTEN_ADDR", "")
+
+	cfg, err := loadConfig()
+	if err != nil {
+		t.Fatalf("loadConfig: %v", err)
+	}
+	if !strings.HasPrefix(cfg.ListenAddr, "127.0.0.1:") {
+		t.Errorf("default ListenAddr must bind loopback-only, got %q "+
+			"(security regression — would expose plugin on every interface)",
+			cfg.ListenAddr)
+	}
+}
+
+func TestLoadConfig_ListenAddrEnvOverride(t *testing.T) {
+	t.Setenv("MEMORY_PLUGIN_DATABASE_URL", "postgres://stub")
+	t.Setenv("MEMORY_PLUGIN_LISTEN_ADDR", ":9100")
+
+	cfg, err := loadConfig()
+	if err != nil {
+		t.Fatalf("loadConfig: %v", err)
+	}
+	if cfg.ListenAddr != ":9100" {
+		t.Errorf("env override ignored: want :9100, got %q", cfg.ListenAddr)
+	}
+}
+
+func TestLoadConfig_MissingDatabaseURL(t *testing.T) {
+	t.Setenv("MEMORY_PLUGIN_DATABASE_URL", "")
+
+	if _, err := loadConfig(); err == nil {
+		t.Fatal("loadConfig must error when MEMORY_PLUGIN_DATABASE_URL is empty")
+	}
+}

workspace-server/cmd/memory-plugin-postgres/main.go

@@ -10,6 +10,7 @@ package main
 import (
 	"context"
 	"database/sql"
+	"embed"
 	"errors"
 	"fmt"
 	"log"
@@ -17,6 +18,7 @@ import (
 	"net/http"
 	"os"
 	"os/signal"
+	"sort"
 	"strings"
 	"syscall"
 	"time"
@@ -26,12 +28,28 @@ import (
 	"github.com/Molecule-AI/molecule-monorepo/platform/internal/memory/pgplugin"
 )
 
+// migrationsFS bundles the .up.sql files into the binary at build time
+// so the prebuilt image doesn't need the source tree at runtime. The
+// prior `os.ReadDir("cmd/memory-plugin-postgres/migrations")` path
+// only resolved during `go test` from the repo root — in the published
+// image the path didn't exist and boot failed after the 30s health gate
+// (caught on staging redeploy 2026-05-05 after PR #2906).
+//
+//go:embed migrations/*.up.sql
+var migrationsFS embed.FS
+
 const (
 	envDatabaseURL = "MEMORY_PLUGIN_DATABASE_URL"
 	envListenAddr  = "MEMORY_PLUGIN_LISTEN_ADDR"
 	envSkipMigrate = "MEMORY_PLUGIN_SKIP_MIGRATE"
 
-	defaultListenAddr = ":9100"
+	// Loopback-only by default (defense in depth). The platform talks to
+	// the plugin over `http://localhost:9100` from the same container, so
+	// binding to all interfaces would only widen the reachable surface
+	// without enabling any in-design caller. Operators running the plugin
+	// on a separate host override via MEMORY_PLUGIN_LISTEN_ADDR=:9100 (or
+	// some other interface).
+	defaultListenAddr = "127.0.0.1:9100"
 )
 
 func main() {
@@ -143,32 +161,71 @@ func openDB(databaseURL string) (*sql.DB, error) {
 	return db, nil
 }
 
-// runMigrations applies the schema migrations bundled at
-// cmd/memory-plugin-postgres/migrations/. Idempotent on repeat boot.
+// runMigrations applies the schema migrations bundled into the binary
+// via go:embed (see migrationsFS at the top of this file). Idempotent
+// on repeat boot — every migration file uses CREATE … IF NOT EXISTS.
 //
-// Implementation note: rather than embedding the full migrate engine,
-// we read the migration files at boot from a known relative path. The
-// down migrations are deliberately NOT applied here — that's a manual
-// operator action. This keeps the binary tiny and avoids dragging in
-// golang-migrate's drivers.
+// The down migrations are deliberately NOT applied here — that's a
+// manual operator action. This keeps the binary tiny and avoids
+// dragging in golang-migrate's drivers.
+//
+// MEMORY_PLUGIN_MIGRATIONS_DIR (filesystem path) is honored as an
+// override for operators who need to ship custom migrations alongside
+// the binary without rebuilding. When unset (the common case) we read
+// from the embedded FS.
 func runMigrations(db *sql.DB) error {
-	// Find the migrations directory. In `go run` mode it's relative
-	// to the cmd dir; in the prebuilt binary case it's expected next
-	// to the binary OR via env var override.
-	dir := os.Getenv("MEMORY_PLUGIN_MIGRATIONS_DIR")
-	if dir == "" {
-		// Best-effort: try the cwd-relative path that works for `go test`.
-		dir = "cmd/memory-plugin-postgres/migrations"
+	if dir := strings.TrimSpace(os.Getenv("MEMORY_PLUGIN_MIGRATIONS_DIR")); dir != "" {
+		return runMigrationsFromDisk(db, dir)
 	}
-	entries, err := os.ReadDir(dir)
+	return runMigrationsFromEmbed(db)
+}
+
+// runMigrationsFromEmbed applies the *.up.sql files bundled into the
+// binary at build time. Order is alphabetical (matches the on-disk
+// behavior of os.ReadDir on Linux for the same set of names).
+func runMigrationsFromEmbed(db *sql.DB) error {
+	entries, err := migrationsFS.ReadDir("migrations")
 	if err != nil {
-		return fmt.Errorf("read migrations dir %q: %w", dir, err)
+		return fmt.Errorf("read embedded migrations: %w", err)
 	}
+	names := make([]string, 0, len(entries))
 	for _, e := range entries {
 		if e.IsDir() || !strings.HasSuffix(e.Name(), ".up.sql") {
 			continue
 		}
-		path := dir + "/" + e.Name()
+		names = append(names, e.Name())
+	}
+	sort.Strings(names)
+	for _, name := range names {
+		data, err := migrationsFS.ReadFile("migrations/" + name)
+		if err != nil {
+			return fmt.Errorf("read embedded %q: %w", name, err)
+		}
+		if _, err := db.Exec(string(data)); err != nil {
+			return fmt.Errorf("apply %q: %w", name, err)
+		}
+		log.Printf("applied embedded migration %s", name)
+	}
+	return nil
+}
+
+// runMigrationsFromDisk preserves the legacy filesystem-path mode for
+// operator-supplied custom migrations.
+func runMigrationsFromDisk(db *sql.DB, dir string) error {
+	entries, err := os.ReadDir(dir)
+	if err != nil {
+		return fmt.Errorf("read migrations dir %q: %w", dir, err)
+	}
+	names := make([]string, 0, len(entries))
+	for _, e := range entries {
+		if e.IsDir() || !strings.HasSuffix(e.Name(), ".up.sql") {
+			continue
+		}
+		names = append(names, e.Name())
+	}
+	sort.Strings(names)
+	for _, name := range names {
+		path := dir + "/" + name
 		data, err := os.ReadFile(path)
 		if err != nil {
 			return fmt.Errorf("read %q: %w", path, err)
@@ -176,7 +233,7 @@ func runMigrations(db *sql.DB) error {
 		if _, err := db.Exec(string(data)); err != nil {
 			return fmt.Errorf("apply %q: %w", path, err)
 		}
-		log.Printf("applied migration %s", e.Name())
+		log.Printf("applied disk migration %s (from %s)", name, dir)
 	}
 	return nil
 }

workspace-server/cmd/memory-plugin-postgres/migrations_embed_test.go

@@ -0,0 +1,72 @@
+package main
+
+import (
+	"strings"
+	"testing"
+)
+
+// TestMigrationsEmbedded_ContainsCreateTable pins that the migrations
+// are bundled into the binary at build time, NOT loaded from a
+// filesystem path that doesn't exist at runtime in the published image.
+//
+// Pre-fix: PR #2906 shipped the binary without the migrations dir;
+// `os.ReadDir("cmd/memory-plugin-postgres/migrations")` errored on every
+// tenant boot, the 30s health gate aborted the container, and the
+// staging redeploy fleet job marked all tenants as failed. Embedding
+// the migrations into the binary removes the runtime path entirely.
+func TestMigrationsEmbedded_ContainsCreateTable(t *testing.T) {
+	entries, err := migrationsFS.ReadDir("migrations")
+	if err != nil {
+		t.Fatalf("embedded migrations dir unreadable: %v", err)
+	}
+	if len(entries) == 0 {
+		t.Fatal("embedded migrations dir is empty — go:embed pattern matched no files")
+	}
+
+	var seenUp bool
+	for _, e := range entries {
+		if e.IsDir() || !strings.HasSuffix(e.Name(), ".up.sql") {
+			continue
+		}
+		seenUp = true
+		data, err := migrationsFS.ReadFile("migrations/" + e.Name())
+		if err != nil {
+			t.Errorf("read embedded %q: %v", e.Name(), err)
+			continue
+		}
+		if !strings.Contains(string(data), "CREATE TABLE") {
+			t.Errorf("embedded %q has no CREATE TABLE — wrong file embedded?", e.Name())
+		}
+	}
+	if !seenUp {
+		t.Fatal("no *.up.sql in embedded migrations — runtime would have no schema to apply")
+	}
+}
+
+// TestRunMigrationsFromEmbed_OrderingIsAlphabetic pins that we apply
+// migrations in deterministic alphabetical order, not in whatever
+// arbitrary order migrationsFS.ReadDir happens to return. With one
+// migration today this is moot, but a future second migration ('002_…')
+// MUST run after '001_…' or the schema is broken.
+//
+// We can't easily exercise db.Exec here (no test DB); instead pin the
+// sort step on the directory listing itself.
+func TestRunMigrationsFromEmbed_OrderingIsAlphabetic(t *testing.T) {
+	entries, err := migrationsFS.ReadDir("migrations")
+	if err != nil {
+		t.Fatalf("embedded migrations dir unreadable: %v", err)
+	}
+	var names []string
+	for _, e := range entries {
+		if e.IsDir() || !strings.HasSuffix(e.Name(), ".up.sql") {
+			continue
+		}
+		names = append(names, e.Name())
+	}
+	for i := 1; i < len(names); i++ {
+		if names[i-1] > names[i] {
+			t.Errorf("ReadDir returned non-sorted names; runMigrationsFromEmbed must sort. "+
+				"Got %q before %q", names[i-1], names[i])
+		}
+	}
+}

workspace-server/entrypoint-tenant.sh

@@ -20,6 +20,51 @@ cd /canvas
 PORT=3000 HOSTNAME=0.0.0.0 node server.js &
 CANVAS_PID=$!
 
+# Memory v2 sidecar (built-in postgres plugin). See Dockerfile entrypoint
+# comment for rationale.
+#
+# Spawn-gating: only start the sidecar when the operator has indicated
+# they want it (MEMORY_V2_CUTOVER=true OR MEMORY_PLUGIN_URL set).
+# Without that signal, the sidecar adds zero value and risks aborting
+# tenant boot via the 30s health gate when the tenant Postgres lacks
+# pgvector. Caught on staging redeploy 2026-05-05:
+#   pq: extension "vector" is not available
+#
+# Defaults (when sidecar IS spawned): MEMORY_PLUGIN_DATABASE_URL
+# falls back to the tenant's DATABASE_URL.
+MEMORY_PLUGIN_PID=""
+memory_plugin_wanted=""
+if [ "$MEMORY_V2_CUTOVER" = "true" ] || [ -n "$MEMORY_PLUGIN_URL" ]; then
+  memory_plugin_wanted=1
+fi
+if [ -z "$MEMORY_PLUGIN_DISABLE" ] && [ -n "$memory_plugin_wanted" ] && [ -n "$DATABASE_URL" ]; then
+  : "${MEMORY_PLUGIN_DATABASE_URL:=$DATABASE_URL}"
+  : "${MEMORY_PLUGIN_LISTEN_ADDR:=:9100}"
+  export MEMORY_PLUGIN_DATABASE_URL MEMORY_PLUGIN_LISTEN_ADDR
+  echo "memory-plugin: starting sidecar on $MEMORY_PLUGIN_LISTEN_ADDR" >&2
+  /memory-plugin &
+  MEMORY_PLUGIN_PID=$!
+  # Wait up to 30s for /v1/health. Boot failure is fatal so a misconfigured
+  # tenant crash-loops instead of silently serving cutover traffic against
+  # a dead plugin.
+  health_port=${MEMORY_PLUGIN_LISTEN_ADDR#:}
+  ready=0
+  for _ in $(seq 1 30); do
+    if wget -qO- --timeout=2 "http://localhost:${health_port}/v1/health" >/dev/null 2>&1; then
+      ready=1
+      break
+    fi
+    sleep 1
+  done
+  if [ "$ready" != "1" ]; then
+    echo "memory-plugin: ❌ /v1/health never returned 200 after 30s — aborting boot. Check DATABASE_URL reachability + pgvector extension + migrations." >&2
+    kill "$MEMORY_PLUGIN_PID" 2>/dev/null || true
+    kill "$CANVAS_PID" 2>/dev/null || true
+    exit 1
+  fi
+  echo "memory-plugin: ✅ sidecar healthy on :$health_port" >&2
+fi
+
 # Start Go platform in foreground-ish (we trap signals)
 # CANVAS_PROXY_URL tells the platform to proxy unmatched routes to Canvas.
 # CONTAINER_BACKEND: empty = Docker (default for self-hosted/local).
@@ -29,15 +74,20 @@ cd /
 /platform &
 PLATFORM_PID=$!
 
-# If either process exits, kill the other
+# If any process exits, kill the others
 cleanup() {
   kill $CANVAS_PID 2>/dev/null || true
   kill $PLATFORM_PID 2>/dev/null || true
+  [ -n "$MEMORY_PLUGIN_PID" ] && kill $MEMORY_PLUGIN_PID 2>/dev/null || true
 }
 trap cleanup EXIT SIGTERM SIGINT
 
-# Wait for either to exit — whichever exits first triggers cleanup
-wait -n $CANVAS_PID $PLATFORM_PID
+# Wait for any to exit — whichever exits first triggers cleanup
+if [ -n "$MEMORY_PLUGIN_PID" ]; then
+  wait -n $CANVAS_PID $PLATFORM_PID $MEMORY_PLUGIN_PID
+else
+  wait -n $CANVAS_PID $PLATFORM_PID
+fi
 EXIT_CODE=$?
 cleanup
 exit $EXIT_CODE

workspace-server/internal/handlers/chat_files.go

@@ -600,14 +600,21 @@ func (h *ChatFilesHandler) uploadPollMode(c *gin.Context, ctx context.Context, w
 		return
 	}
 
-	out := make([]uploadedFile, 0, len(headers))
+	// Phase 1: pre-validate + read every part BEFORE any DB write.
+	// A multi-file upload must commit all-or-nothing; a per-file
+	// failure halfway through used to leave rows 1..K-1 in the table
+	// while the client got a 500 and retried the whole batch — duplicate
+	// rows, orphan activity rows. Validating up-front + atomic PutBatch
+	// closes that gap.
+	type prepped struct {
+		Sanitized string
+		Mimetype  string
+		Content   []byte
+		Original  string // original (unsanitized) filename for error messages
+	}
+	prepReady := make([]prepped, 0, len(headers))
+	items := make([]pendinguploads.PutItem, 0, len(headers))
 	for _, fh := range headers {
-		// Read full content. Per-file cap enforced post-read so an
-		// oversized file fails with a clean 413 rather than a torn
-		// stream. The +1 byte ReadAll trick that the Python side
-		// uses isn't easy through multipart.FileHeader; instead we
-		// rely on the multipart layer's ContentLength header and
-		// short-circuit before opening the part.
 		if fh.Size > pendinguploads.MaxFileBytes {
 			log.Printf("chat_files uploadPollMode: per-file cap exceeded for %s: %s (%d bytes)",
 				workspaceID, fh.Filename, fh.Size)
@@ -621,45 +628,67 @@ func (h *ChatFilesHandler) uploadPollMode(c *gin.Context, ctx context.Context, w
 		}
 		content, err := readMultipartFile(fh)
 		if err != nil {
-			log.Printf("chat_files uploadPollMode: read part failed for %s/%s: %v", workspaceID, fh.Filename, err)
+			log.Printf("chat_files uploadPollMode: read part failed for %s/%s: %v",
+				workspaceID, fh.Filename, err)
 			c.JSON(http.StatusBadRequest, gin.H{"error": "could not read file part"})
 			return
 		}
-
-		sanitized := SanitizeFilename(fh.Filename)
-		mimetype := fh.Header.Get("Content-Type")
-
-		fileID, err := h.pendingUploads.Put(ctx, wsUUID, content, sanitized, mimetype)
-		if err != nil {
-			if errors.Is(err, pendinguploads.ErrTooLarge) {
-				// Belt + suspenders: the size check above already
-				// caught this, but Storage.Put re-validates so a
-				// malformed FileHeader can't slip through. 413 with
-				// the same shape so the client sees one error class.
-				c.JSON(http.StatusRequestEntityTooLarge, gin.H{
-					"error":    "file exceeds per-file cap",
-					"filename": fh.Filename,
-					"size":     len(content),
-					"max":      pendinguploads.MaxFileBytes,
-				})
-				return
-			}
-			log.Printf("chat_files uploadPollMode: storage.Put failed for %s/%s: %v",
-				workspaceID, sanitized, err)
-			c.JSON(http.StatusInternalServerError, gin.H{"error": "could not stage file"})
+		// Belt-and-braces post-read cap (multipart.FileHeader.Size can lie
+		// on some clients that don't set Content-Length per part).
+		if len(content) > pendinguploads.MaxFileBytes {
+			log.Printf("chat_files uploadPollMode: per-file cap exceeded post-read for %s: %s (%d bytes)",
+				workspaceID, fh.Filename, len(content))
+			c.JSON(http.StatusRequestEntityTooLarge, gin.H{
+				"error":    "file exceeds per-file cap",
+				"filename": fh.Filename,
+				"size":     len(content),
+				"max":      pendinguploads.MaxFileBytes,
+			})
 			return
 		}
+		sanitized := SanitizeFilename(fh.Filename)
+		mimetype := safeMimetype(fh.Header.Get("Content-Type"))
+		prepReady = append(prepReady, prepped{
+			Sanitized: sanitized, Mimetype: mimetype, Content: content, Original: fh.Filename,
+		})
+		items = append(items, pendinguploads.PutItem{
+			Content: content, Filename: sanitized, Mimetype: mimetype,
+		})
+	}
 
-		// Activity row so the workspace's inbox poller picks this up
-		// on its next cycle. activity_type=a2a_receive (NOT a new
-		// type) so the existing poll filter
-		// `?type=a2a_receive` catches it without poll-side changes;
-		// method=chat_upload_receive is the discriminator the
-		// workspace's adapter (Phase 2) uses to route to the upload
-		// fetcher instead of the agent's message handler. Same
-		// shape as A2A's tasks/send vs message/send method split.
+	// Phase 2: atomic batch insert. On failure no rows commit.
+	fileIDs, err := h.pendingUploads.PutBatch(ctx, wsUUID, items)
+	if err != nil {
+		if errors.Is(err, pendinguploads.ErrTooLarge) {
+			// Belt + suspenders: pre-validation above already caught
+			// this; surface a clean 413 if a malformed FileHeader
+			// somehow slipped through.
+			c.JSON(http.StatusRequestEntityTooLarge, gin.H{
+				"error": "one or more files exceed per-file cap",
+				"max":   pendinguploads.MaxFileBytes,
+			})
+			return
+		}
+		log.Printf("chat_files uploadPollMode: storage.PutBatch failed for %s: %v",
+			workspaceID, err)
+		c.JSON(http.StatusInternalServerError, gin.H{"error": "could not stage files"})
+		return
+	}
+
+	// Phase 3: write per-file activity rows and build the response. Activity
+	// rows are written individually (not part of the same Tx as PutBatch)
+	// because LogActivity is shared across many handlers and threading the
+	// Tx through would be a bigger refactor. The trade-off: if an activity
+	// write fails after the PutBatch commits, the pending_uploads rows
+	// orphan until the 24h TTL — significantly better than the previous
+	// "every multi-file upload could orphan" behavior, and the workspace's
+	// fetcher handles soft-404 cleanly when activity rows reference a row
+	// the platform later expired.
+	out := make([]uploadedFile, 0, len(prepReady))
+	for i, p := range prepReady {
+		fileID := fileIDs[i]
 		uri := fmt.Sprintf("platform-pending:%s/%s", workspaceID, fileID)
-		summary := "chat_upload_receive: " + sanitized
+		summary := "chat_upload_receive: " + p.Sanitized
 		method := "chat_upload_receive"
 		LogActivity(ctx, h.broadcaster, ActivityParams{
 			WorkspaceID:  workspaceID,
@@ -669,28 +698,65 @@ func (h *ChatFilesHandler) uploadPollMode(c *gin.Context, ctx context.Context, w
 			Summary:      &summary,
 			RequestBody: map[string]interface{}{
 				"file_id":  fileID.String(),
-				"name":     sanitized,
-				"mimeType": mimetype,
-				"size":     len(content),
+				"name":     p.Sanitized,
+				"mimeType": p.Mimetype,
+				"size":     len(p.Content),
 				"uri":      uri,
 			},
 			Status: "ok",
 		})
 
 		log.Printf("chat_files uploadPollMode: staged %s/%s (file_id=%s size=%d mimetype=%q)",
-			workspaceID, sanitized, fileID, len(content), mimetype)
+			workspaceID, p.Sanitized, fileID, len(p.Content), p.Mimetype)
 
 		out = append(out, uploadedFile{
 			URI:      uri,
-			Name:     sanitized,
-			Mimetype: mimetype,
-			Size:     int64(len(content)),
+			Name:     p.Sanitized,
+			Mimetype: p.Mimetype,
+			Size:     int64(len(p.Content)),
 		})
 	}
 
 	c.JSON(http.StatusOK, gin.H{"files": out})
 }
 
+// safeMimetype validates a multipart-supplied Content-Type header and
+// returns a sanitized value safe to store + serve back unmodified.
+//
+// The platform's GET /content handler reflects the stored mimetype as
+// the response Content-Type. An attacker-controlled header that
+// embedded CR/LF could split the response (header injection); a value
+// containing semicolons could carry an unexpected charset parameter
+// that confuses a downstream renderer. Strip CR/LF/control chars +
+// keep only the type/subtype prefix; reject anything that doesn't
+// match a basic `type/subtype` regex by falling back to the safe
+// default (application/octet-stream — the workspace-side handler does
+// the same fallback).
+func safeMimetype(raw string) string {
+	const fallback = "application/octet-stream"
+	// Trim parameters (`text/html; charset=utf-8` → `text/html`).
+	if i := strings.IndexByte(raw, ';'); i >= 0 {
+		raw = raw[:i]
+	}
+	raw = strings.TrimSpace(raw)
+	if raw == "" {
+		return ""
+	}
+	// Reject if any control char or whitespace is present (header
+	// injection defense). RFC 7231 mimetype grammar forbids whitespace.
+	for _, r := range raw {
+		if r < 0x21 || r > 0x7e {
+			return fallback
+		}
+	}
+	// Require exactly one slash separating type and subtype.
+	parts := strings.Split(raw, "/")
+	if len(parts) != 2 || parts[0] == "" || parts[1] == "" {
+		return fallback
+	}
+	return raw
+}
+
 // readMultipartFile reads a multipart part fully into memory. Wraps
 // the open + io.ReadAll + close idiom so the call site stays clean,
 // and so a future change (chunked reads / hashing) has one place to

workspace-server/internal/handlers/chat_files_poll_test.go

@@ -67,6 +67,46 @@ func (s *inMemStorage) Put(_ context.Context, ws uuid.UUID, content []byte, file
 	return id, nil
 }
 
+// PutBatch mirrors the production atomic-batch contract: any per-item
+// failure leaves the in-memory state unchanged, simulating Tx rollback.
+// Pre-validation matches PostgresStorage.PutBatch; oversized items
+// return ErrTooLarge before any row is added.
+func (s *inMemStorage) PutBatch(_ context.Context, ws uuid.UUID, items []pendinguploads.PutItem) ([]uuid.UUID, error) {
+	s.mu.Lock()
+	defer s.mu.Unlock()
+	if s.putErr != nil {
+		return nil, s.putErr
+	}
+	// Pre-validate so an oversized item rejects the whole batch before
+	// any state mutation — matches the Tx-rollback semantics.
+	for _, it := range items {
+		if len(it.Content) > pendinguploads.MaxFileBytes {
+			return nil, pendinguploads.ErrTooLarge
+		}
+	}
+	ids := make([]uuid.UUID, 0, len(items))
+	stagedRows := make(map[uuid.UUID]pendinguploads.Record, len(items))
+	stagedPuts := make([]putCall, 0, len(items))
+	for _, it := range items {
+		id := uuid.New()
+		stagedRows[id] = pendinguploads.Record{
+			FileID: id, WorkspaceID: ws, Content: it.Content,
+			Filename: it.Filename, Mimetype: it.Mimetype,
+			SizeBytes: int64(len(it.Content)), CreatedAt: time.Now(),
+			ExpiresAt: time.Now().Add(24 * time.Hour),
+		}
+		stagedPuts = append(stagedPuts, putCall{
+			WorkspaceID: ws, Filename: it.Filename, Mimetype: it.Mimetype, Size: len(it.Content),
+		})
+		ids = append(ids, id)
+	}
+	for id, r := range stagedRows {
+		s.rows[id] = r
+	}
+	s.puts = append(s.puts, stagedPuts...)
+	return ids, nil
+}
+
 func (s *inMemStorage) Get(context.Context, uuid.UUID) (pendinguploads.Record, error) {
 	return pendinguploads.Record{}, pendinguploads.ErrNotFound
 }
@@ -161,7 +201,7 @@ func TestPollUpload_HappyPath_OneFile_StagesAndLogs(t *testing.T) {
 	expectActivityInsert(mock)
 
 	store := newInMemStorage()
-	h := NewChatFilesHandler(NewTemplatesHandler(t.TempDir(), nil)).
+	h := NewChatFilesHandler(NewTemplatesHandler(t.TempDir(), nil, nil)).
 		WithPendingUploads(store, nil)
 
 	body, ct := pollUploadFixture(t, map[string][]byte{"report.pdf": []byte("PDF-bytes")})
@@ -219,7 +259,7 @@ func TestPollUpload_MultipleFiles_AllStagedAndLogged(t *testing.T) {
 	expectActivityInsert(mock)
 
 	store := newInMemStorage()
-	h := NewChatFilesHandler(NewTemplatesHandler(t.TempDir(), nil)).
+	h := NewChatFilesHandler(NewTemplatesHandler(t.TempDir(), nil, nil)).
 		WithPendingUploads(store, nil)
 
 	body, ct := pollUploadFixture(t, map[string][]byte{
@@ -257,7 +297,7 @@ func TestPollUpload_PushModeFallsThroughToForward(t *testing.T) {
 	// URL empty + mode=push → 503 (no inbound secret check needed).
 
 	store := newInMemStorage()
-	h := NewChatFilesHandler(NewTemplatesHandler(t.TempDir(), nil)).
+	h := NewChatFilesHandler(NewTemplatesHandler(t.TempDir(), nil, nil)).
 		WithPendingUploads(store, nil)
 
 	body, ct := pollUploadFixture(t, map[string][]byte{"x": []byte("data")})
@@ -281,7 +321,7 @@ func TestPollUpload_NotConfigured_FallsThrough(t *testing.T) {
 	wsID := "33333333-2222-3333-4444-555555555555"
 	expectURLAndMode(mock, wsID, "", "poll") // resolveWorkspaceForwardCreds emits 422
 
-	h := NewChatFilesHandler(NewTemplatesHandler(t.TempDir(), nil))
+	h := NewChatFilesHandler(NewTemplatesHandler(t.TempDir(), nil, nil))
 	// No WithPendingUploads — pendingUploads is nil.
 
 	body, ct := pollUploadFixture(t, map[string][]byte{"x": []byte("data")})
@@ -302,7 +342,7 @@ func TestPollUpload_WorkspaceMissing_404(t *testing.T) {
 	wsID := "44444444-2222-3333-4444-555555555555"
 	expectPollDeliveryModeMissing(mock, wsID)
 
-	h := NewChatFilesHandler(NewTemplatesHandler(t.TempDir(), nil)).
+	h := NewChatFilesHandler(NewTemplatesHandler(t.TempDir(), nil, nil)).
 		WithPendingUploads(newInMemStorage(), nil)
 
 	body, ct := pollUploadFixture(t, map[string][]byte{"x": []byte("d")})
@@ -322,7 +362,7 @@ func TestPollUpload_DeliveryModeLookupDBError_500(t *testing.T) {
 	mock.ExpectQuery(`SELECT delivery_mode FROM workspaces WHERE id = \$1`).
 		WithArgs(wsID).WillReturnError(errors.New("connection lost"))
 
-	h := NewChatFilesHandler(NewTemplatesHandler(t.TempDir(), nil)).
+	h := NewChatFilesHandler(NewTemplatesHandler(t.TempDir(), nil, nil)).
 		WithPendingUploads(newInMemStorage(), nil)
 
 	body, ct := pollUploadFixture(t, map[string][]byte{"x": []byte("d")})
@@ -342,7 +382,7 @@ func TestPollUpload_NoFilesField_400(t *testing.T) {
 	expectPollDeliveryMode(mock, wsID, "poll")
 
 	store := newInMemStorage()
-	h := NewChatFilesHandler(NewTemplatesHandler(t.TempDir(), nil)).
+	h := NewChatFilesHandler(NewTemplatesHandler(t.TempDir(), nil, nil)).
 		WithPendingUploads(store, nil)
 
 	// Multipart with a non-files field — no actual files.
@@ -367,7 +407,7 @@ func TestPollUpload_MalformedMultipart_400(t *testing.T) {
 	expectPollDeliveryMode(mock, wsID, "poll")
 
 	store := newInMemStorage()
-	h := NewChatFilesHandler(NewTemplatesHandler(t.TempDir(), nil)).
+	h := NewChatFilesHandler(NewTemplatesHandler(t.TempDir(), nil, nil)).
 		WithPendingUploads(store, nil)
 
 	// Body that doesn't match the boundary in Content-Type.
@@ -388,7 +428,7 @@ func TestPollUpload_StorageError_500(t *testing.T) {
 
 	store := newInMemStorage()
 	store.putErr = errors.New("disk full")
-	h := NewChatFilesHandler(NewTemplatesHandler(t.TempDir(), nil)).
+	h := NewChatFilesHandler(NewTemplatesHandler(t.TempDir(), nil, nil)).
 		WithPendingUploads(store, nil)
 
 	body, ct := pollUploadFixture(t, map[string][]byte{"x.bin": []byte("data")})
@@ -409,7 +449,7 @@ func TestPollUpload_StorageTooLarge_413(t *testing.T) {
 
 	store := newInMemStorage()
 	store.putErr = pendinguploads.ErrTooLarge
-	h := NewChatFilesHandler(NewTemplatesHandler(t.TempDir(), nil)).
+	h := NewChatFilesHandler(NewTemplatesHandler(t.TempDir(), nil, nil)).
 		WithPendingUploads(store, nil)
 
 	body, ct := pollUploadFixture(t, map[string][]byte{"x.bin": []byte("data")})
@@ -429,7 +469,7 @@ func TestPollUpload_TooManyFiles_400(t *testing.T) {
 	expectPollDeliveryMode(mock, wsID, "poll")
 
 	store := newInMemStorage()
-	h := NewChatFilesHandler(NewTemplatesHandler(t.TempDir(), nil)).
+	h := NewChatFilesHandler(NewTemplatesHandler(t.TempDir(), nil, nil)).
 		WithPendingUploads(store, nil)
 
 	// 65 files — over the per-batch cap.
@@ -464,7 +504,7 @@ func TestPollUpload_NullDeliveryMode_TreatedAsPush(t *testing.T) {
 	expectURLAndMode(mock, wsID, "", "")
 
 	store := newInMemStorage()
-	h := NewChatFilesHandler(NewTemplatesHandler(t.TempDir(), nil)).
+	h := NewChatFilesHandler(NewTemplatesHandler(t.TempDir(), nil, nil)).
 		WithPendingUploads(store, nil)
 
 	body, ct := pollUploadFixture(t, map[string][]byte{"x.bin": []byte("data")})
@@ -497,7 +537,7 @@ func TestPollUpload_PerFileCapPreStorage_413(t *testing.T) {
 	expectPollDeliveryMode(mock, wsID, "poll")
 
 	store := newInMemStorage()
-	h := NewChatFilesHandler(NewTemplatesHandler(t.TempDir(), nil)).
+	h := NewChatFilesHandler(NewTemplatesHandler(t.TempDir(), nil, nil)).
 		WithPendingUploads(store, nil)
 
 	// 25 MB + 1 byte. Single file, large enough to trip the early
@@ -532,7 +572,7 @@ func TestPollUpload_SanitizesFilenameInResponse(t *testing.T) {
 	expectActivityInsert(mock)
 
 	store := newInMemStorage()
-	h := NewChatFilesHandler(NewTemplatesHandler(t.TempDir(), nil)).
+	h := NewChatFilesHandler(NewTemplatesHandler(t.TempDir(), nil, nil)).
 		WithPendingUploads(store, nil)
 
 	body, ct := pollUploadFixture(t, map[string][]byte{"hello world!.pdf": []byte("data")})
@@ -557,6 +597,120 @@ func TestPollUpload_SanitizesFilenameInResponse(t *testing.T) {
 	}
 }
 
+// TestPollUpload_AtomicRollbackOnSecondFileTooLarge pins the
+// transactional contract introduced in phase 5: when one file in a
+// multi-file batch fails pre-validation (oversize), NONE of the files
+// in the batch land in storage. Previously a per-file Put loop would
+// stage rows 1..K-1 before failing on row K, leaving orphan
+// pending_uploads + activity rows the client would re-create on retry.
+//
+// Pinned via inMemStorage's PutBatch (which mirrors PostgresStorage's
+// Tx-rollback behavior on a per-item validation failure) — but the
+// real atomicity guarantee is the integration test in
+// pending_uploads_integration_test.go.
+func TestPollUpload_AtomicRollbackOnSecondFileTooLarge(t *testing.T) {
+	mock := setupTestDB(t)
+	setupTestRedis(t)
+
+	wsID := "aaaaaaaa-3333-3333-4444-555555555555"
+	expectPollDeliveryMode(mock, wsID, "poll")
+
+	store := newInMemStorage()
+	h := NewChatFilesHandler(NewTemplatesHandler(t.TempDir(), nil, nil)).
+		WithPendingUploads(store, nil)
+
+	// Two files: first OK, second over the per-file cap. Pre-validation
+	// in uploadPollMode catches it BEFORE any Put — store.puts must
+	// stay empty. (If the test ever sees len=1, the regression is
+	// "first file slipped through into storage on a partial-failure
+	// batch.")
+	tooBig := bytes.Repeat([]byte{0x42}, pendinguploads.MaxFileBytes+1)
+	body, ct := pollUploadFixture(t, map[string][]byte{
+		"ok.txt":   []byte("small"),
+		"huge.bin": tooBig,
+	})
+	c, w := makeUploadRequest(t, wsID, body, ct)
+	h.Upload(c)
+
+	if w.Code != http.StatusRequestEntityTooLarge {
+		t.Errorf("status=%d body=%s, want 413", w.Code, w.Body.String())
+	}
+	if len(store.puts) != 0 {
+		t.Errorf("expected zero Puts on rollback, got %d: %+v", len(store.puts), store.puts)
+	}
+}
+
+// TestPollUpload_AtomicRollbackOnPutBatchError validates that an in-
+// flight PutBatch failure (e.g. simulated DB error) leaves zero rows
+// — same guarantee as the pre-validation path, but exercises the
+// "Tx-Rollback after BEGIN" branch via the fake.
+func TestPollUpload_AtomicRollbackOnPutBatchError(t *testing.T) {
+	mock := setupTestDB(t)
+	setupTestRedis(t)
+
+	wsID := "bbbbbbbb-3333-3333-4444-555555555555"
+	expectPollDeliveryMode(mock, wsID, "poll")
+
+	store := newInMemStorage()
+	store.putErr = errors.New("db down mid-batch")
+	h := NewChatFilesHandler(NewTemplatesHandler(t.TempDir(), nil, nil)).
+		WithPendingUploads(store, nil)
+
+	body, ct := pollUploadFixture(t, map[string][]byte{
+		"a.txt": []byte("aaa"),
+		"b.txt": []byte("bbb"),
+		"c.txt": []byte("ccc"),
+	})
+	c, w := makeUploadRequest(t, wsID, body, ct)
+	h.Upload(c)
+
+	if w.Code != http.StatusInternalServerError {
+		t.Errorf("status=%d, want 500", w.Code)
+	}
+	if len(store.puts) != 0 {
+		t.Errorf("expected zero Puts after PutBatch error, got %d", len(store.puts))
+	}
+}
+
+// TestPollUpload_MimetypeWithCRLFInjectionStripped pins the safeMimetype
+// hardening: a multipart-supplied Content-Type header with CR/LF is
+// rewritten to application/octet-stream so the eventual /content
+// response can't be header-split on the wire.
+func TestPollUpload_MimetypeWithCRLFInjectionStripped(t *testing.T) {
+	got := safeMimetype("text/html\r\nX-Injected: pwn")
+	if got != "application/octet-stream" {
+		t.Errorf("CRLF mimetype not stripped, got %q", got)
+	}
+	got = safeMimetype("image/png\x00")
+	if got != "application/octet-stream" {
+		t.Errorf("NUL byte mimetype not stripped, got %q", got)
+	}
+	got = safeMimetype("text/plain; charset=utf-8")
+	if got != "text/plain" {
+		t.Errorf("parameter not stripped, got %q", got)
+	}
+	got = safeMimetype("application/pdf")
+	if got != "application/pdf" {
+		t.Errorf("clean mime modified, got %q", got)
+	}
+	got = safeMimetype("")
+	if got != "" {
+		t.Errorf("empty input should pass through, got %q", got)
+	}
+	got = safeMimetype("notamime")
+	if got != "application/octet-stream" {
+		t.Errorf("non-type/subtype not coerced, got %q", got)
+	}
+	got = safeMimetype("/empty-type")
+	if got != "application/octet-stream" {
+		t.Errorf("missing type half not coerced, got %q", got)
+	}
+	got = safeMimetype("type/")
+	if got != "application/octet-stream" {
+		t.Errorf("missing subtype half not coerced, got %q", got)
+	}
+}
+
 // TestPollUpload_ActivityRowDiscriminator pins the
 // activity_type / method shape that the workspace inbox poller depends
 // on. The poller filters `GET /workspaces/:id/activity?type=a2a_receive`
@@ -580,7 +734,7 @@ func TestPollUpload_ActivityRowDiscriminator(t *testing.T) {
 	expectActivityInsertWithTypeAndMethod(mock, wsID, "a2a_receive", "chat_upload_receive")
 
 	store := newInMemStorage()
-	h := NewChatFilesHandler(NewTemplatesHandler(t.TempDir(), nil)).
+	h := NewChatFilesHandler(NewTemplatesHandler(t.TempDir(), nil, nil)).
 		WithPendingUploads(store, nil)
 
 	body, ct := pollUploadFixture(t, map[string][]byte{"x.pdf": []byte("xx")})

workspace-server/internal/handlers/chat_files_test.go

@@ -105,7 +105,7 @@ func TestChatUpload_InvalidWorkspaceID(t *testing.T) {
 	setupTestDB(t)
 	setupTestRedis(t)
 
-	h := NewChatFilesHandler(NewTemplatesHandler(t.TempDir(), nil))
+	h := NewChatFilesHandler(NewTemplatesHandler(t.TempDir(), nil, nil))
 
 	c, w := makeUploadRequest(t, "not-a-uuid", &bytes.Buffer{}, "")
 	h.Upload(c)
@@ -122,7 +122,7 @@ func TestChatUpload_WorkspaceNotInDB(t *testing.T) {
 	wsID := "00000000-0000-0000-0000-000000000099"
 	expectURLMissing(mock, wsID)
 
-	h := NewChatFilesHandler(NewTemplatesHandler(t.TempDir(), nil))
+	h := NewChatFilesHandler(NewTemplatesHandler(t.TempDir(), nil, nil))
 	body, ct := uploadFixture(t)
 	c, w := makeUploadRequest(t, wsID, body, ct)
 	h.Upload(c)
@@ -166,7 +166,7 @@ func TestChatUpload_NoInboundSecret_LazyHeal(t *testing.T) {
 		WithArgs(sqlmock.AnyArg(), wsID).
 		WillReturnResult(sqlmock.NewResult(0, 1))
 
-	h := NewChatFilesHandler(NewTemplatesHandler(t.TempDir(), nil))
+	h := NewChatFilesHandler(NewTemplatesHandler(t.TempDir(), nil, nil))
 	body, ct := uploadFixture(t)
 	c, w := makeUploadRequest(t, wsID, body, ct)
 	h.Upload(c)
@@ -203,7 +203,7 @@ func TestChatUpload_NoInboundSecret_LazyHealFailure(t *testing.T) {
 		WithArgs(sqlmock.AnyArg(), wsID).
 		WillReturnError(sql.ErrConnDone) // mint fails
 
-	h := NewChatFilesHandler(NewTemplatesHandler(t.TempDir(), nil))
+	h := NewChatFilesHandler(NewTemplatesHandler(t.TempDir(), nil, nil))
 	body, ct := uploadFixture(t)
 	c, w := makeUploadRequest(t, wsID, body, ct)
 	h.Upload(c)
@@ -231,7 +231,7 @@ func TestChatUpload_NoURL(t *testing.T) {
 	wsID := "00000000-0000-0000-0000-000000000042"
 	expectURLAndMode(mock, wsID, "", "push")
 
-	h := NewChatFilesHandler(NewTemplatesHandler(t.TempDir(), nil))
+	h := NewChatFilesHandler(NewTemplatesHandler(t.TempDir(), nil, nil))
 	body, ct := uploadFixture(t)
 	c, w := makeUploadRequest(t, wsID, body, ct)
 	h.Upload(c)
@@ -256,7 +256,7 @@ func TestChatUpload_PollModeEmptyURL(t *testing.T) {
 	wsID := "00000000-0000-0000-0000-000000000099"
 	expectURLAndMode(mock, wsID, "", "poll")
 
-	h := NewChatFilesHandler(NewTemplatesHandler(t.TempDir(), nil))
+	h := NewChatFilesHandler(NewTemplatesHandler(t.TempDir(), nil, nil))
 	body, ct := uploadFixture(t)
 	c, w := makeUploadRequest(t, wsID, body, ct)
 	h.Upload(c)
@@ -286,7 +286,7 @@ func TestChatUpload_NullModeEmptyURL(t *testing.T) {
 	wsID := "30ba7f0b-b303-4a20-aefe-3a4a675b8aa4" // user's "mac laptop"
 	expectURLNullMode(mock, wsID, "")
 
-	h := NewChatFilesHandler(NewTemplatesHandler(t.TempDir(), nil))
+	h := NewChatFilesHandler(NewTemplatesHandler(t.TempDir(), nil, nil))
 	body, ct := uploadFixture(t)
 	c, w := makeUploadRequest(t, wsID, body, ct)
 	h.Upload(c)
@@ -338,7 +338,7 @@ func TestChatUpload_ForwardsToWorkspace_HappyPath(t *testing.T) {
 	expectURL(mock, wsID, srv.URL)
 	expectInboundSecret(mock, wsID, "super-secret-123")
 
-	h := NewChatFilesHandler(NewTemplatesHandler(t.TempDir(), nil))
+	h := NewChatFilesHandler(NewTemplatesHandler(t.TempDir(), nil, nil))
 	body, ct := uploadFixture(t)
 	c, w := makeUploadRequest(t, wsID, body, ct)
 	h.Upload(c)
@@ -380,7 +380,7 @@ func TestChatUpload_ForwardsErrorStatusUnchanged(t *testing.T) {
 	expectURL(mock, wsID, srv.URL)
 	expectInboundSecret(mock, wsID, "tok")
 
-	h := NewChatFilesHandler(NewTemplatesHandler(t.TempDir(), nil))
+	h := NewChatFilesHandler(NewTemplatesHandler(t.TempDir(), nil, nil))
 	body, ct := uploadFixture(t)
 	c, w := makeUploadRequest(t, wsID, body, ct)
 	h.Upload(c)
@@ -402,7 +402,7 @@ func TestChatUpload_WorkspaceUnreachable(t *testing.T) {
 	expectURL(mock, wsID, "http://127.0.0.1:1")
 	expectInboundSecret(mock, wsID, "tok")
 
-	h := NewChatFilesHandler(NewTemplatesHandler(t.TempDir(), nil))
+	h := NewChatFilesHandler(NewTemplatesHandler(t.TempDir(), nil, nil))
 	body, ct := uploadFixture(t)
 	c, w := makeUploadRequest(t, wsID, body, ct)
 	h.Upload(c)
@@ -418,7 +418,7 @@ func TestChatDownload_InvalidPath(t *testing.T) {
 	setupTestDB(t)
 	setupTestRedis(t)
 
-	h := NewChatFilesHandler(NewTemplatesHandler(t.TempDir(), nil))
+	h := NewChatFilesHandler(NewTemplatesHandler(t.TempDir(), nil, nil))
 
 	cases := []struct {
 		name, path, wantSubstr string
@@ -507,7 +507,7 @@ func TestChatDownload_WorkspaceNotInDB(t *testing.T) {
 		WithArgs(wsID).
 		WillReturnError(sql.ErrNoRows)
 
-	h := NewChatFilesHandler(NewTemplatesHandler(t.TempDir(), nil))
+	h := NewChatFilesHandler(NewTemplatesHandler(t.TempDir(), nil, nil))
 	c, w := makeDownloadRequest(t, wsID, "/workspace/foo.txt")
 	h.Download(c)
 
@@ -533,7 +533,7 @@ func TestChatDownload_NoInboundSecret_LazyHeal(t *testing.T) {
 		WithArgs(sqlmock.AnyArg(), wsID).
 		WillReturnResult(sqlmock.NewResult(0, 1))
 
-	h := NewChatFilesHandler(NewTemplatesHandler(t.TempDir(), nil))
+	h := NewChatFilesHandler(NewTemplatesHandler(t.TempDir(), nil, nil))
 	c, w := makeDownloadRequest(t, wsID, "/workspace/foo.txt")
 	h.Download(c)
 
@@ -559,7 +559,7 @@ func TestChatDownload_NoInboundSecret_LazyHealFailure(t *testing.T) {
 		WithArgs(sqlmock.AnyArg(), wsID).
 		WillReturnError(sql.ErrConnDone)
 
-	h := NewChatFilesHandler(NewTemplatesHandler(t.TempDir(), nil))
+	h := NewChatFilesHandler(NewTemplatesHandler(t.TempDir(), nil, nil))
 	c, w := makeDownloadRequest(t, wsID, "/workspace/foo.txt")
 	h.Download(c)
 
@@ -592,7 +592,7 @@ func TestChatDownload_ForwardsToWorkspace_HappyPath(t *testing.T) {
 	expectURL(mock, wsID, srv.URL)
 	expectInboundSecret(mock, wsID, "the-secret")
 
-	h := NewChatFilesHandler(NewTemplatesHandler(t.TempDir(), nil))
+	h := NewChatFilesHandler(NewTemplatesHandler(t.TempDir(), nil, nil))
 	c, w := makeDownloadRequest(t, wsID, "/workspace/report.txt")
 	h.Download(c)
 
@@ -634,7 +634,7 @@ func TestChatDownload_404FromWorkspacePropagated(t *testing.T) {
 	expectURL(mock, wsID, srv.URL)
 	expectInboundSecret(mock, wsID, "tok")
 
-	h := NewChatFilesHandler(NewTemplatesHandler(t.TempDir(), nil))
+	h := NewChatFilesHandler(NewTemplatesHandler(t.TempDir(), nil, nil))
 	c, w := makeDownloadRequest(t, wsID, "/workspace/missing.txt")
 	h.Download(c)
 

workspace-server/internal/handlers/class1_ast_gate_test.go

@@ -0,0 +1,468 @@
+package handlers
+
+// class1_ast_gate_test.go — generic Class 1 leak gate per #2867 PR-A.
+//
+// What this gate prevents:
+//   The tenant-hongming leak class — a handler iterates a YAML-derived
+//   slice (ws.Children, sub_workspaces, etc.) and calls
+//   `INSERT INTO workspaces` inside the loop body without first
+//   checking whether a workspace with the same (parent_id, name) is
+//   already there. Each call to such a handler doubles the tree.
+//
+// Why this is broader than TestCreateWorkspaceTree_CallsLookupBeforeInsert:
+//   The existing gate is hard-coded to org_import.go's createWorkspaceTree.
+//   That catches the specific function that triggered the original
+//   incident — but a future handler written from scratch in a different
+//   file would not be covered. This gate walks every production handler
+//   .go file and applies a structural rule that does not depend on
+//   function or file names.
+//
+// The rule (verbatim from #2867 PR-A):
+//
+//   "No handler in handlers/ may iterate a slice (any RangeStmt) AND
+//   call INSERT INTO workspaces inside the loop body without a
+//   preceding SELECT id FROM workspaces WHERE name=$1 AND parent_id IS
+//   NOT DISTINCT FROM $2 in the same function (== a lookupExistingChild
+//   call, OR an ON CONFLICT clause baked into the same INSERT, OR an
+//   explicit allowlist annotation)."
+//
+// Allowlist mechanism: a function whose body contains the exact comment
+// string `// class1-gate: idempotent-by-design` is treated as safe.
+// Use this only after writing a unit test that pins WHY the function
+// is safe. The annotation is intentionally awkward to type — it should
+// be rare.
+
+import (
+	"go/ast"
+	"go/parser"
+	"go/token"
+	"os"
+	"path/filepath"
+	"regexp"
+	"sort"
+	"strings"
+	"testing"
+)
+
+// reINSERTWorkspaces matches the exact statement shape we care about.
+// Tightened (vs bytes.Index "INSERT INTO workspaces") so the audit
+// table `workspaces_audit` literal — or any other lookalike — does not
+// false-positive trigger this gate. The same regex is used in the
+// existing createWorkspaceTree gate (workspaces_insert_allowlist_test.go)
+// — keep them in sync if either changes.
+var reINSERTWorkspaces = regexp.MustCompile(`(?m)^\s*INSERT INTO workspaces\s*\(`)
+
+// reONCONFLICT matches ON CONFLICT clauses anywhere in the same SQL
+// literal. An UPSERT (INSERT ... ON CONFLICT ... DO UPDATE) is
+// idempotent by definition, so the gate exempts it.
+var reONCONFLICT = regexp.MustCompile(`(?i)\bON CONFLICT\b`)
+
+// gateAllowlistComment is the magic comment a function author writes
+// to opt out of this gate. Forces an explicit decision.
+const gateAllowlistComment = "// class1-gate: idempotent-by-design"
+
+// preflightCallNames are function names whose presence in a function
+// body counts as "did a SELECT-by-(parent_id, name) preflight". Add
+// new names here as new preflight helpers are introduced. Keep the
+// list TIGHT — any sloppy addition weakens the gate.
+var preflightCallNames = map[string]bool{
+	"lookupExistingChild": true,
+}
+
+// TestClass1_NoUnpreflightedInsertInsideRange walks every production
+// .go file in this package, parses the AST, and fails the test if any
+// FuncDecl violates the rule above.
+//
+// Failure message must include: file path, function name, line of
+// the offending INSERT, line of the enclosing range, and a hint at
+// the three escape hatches (preflight call, ON CONFLICT, allowlist
+// comment).
+func TestClass1_NoUnpreflightedInsertInsideRange(t *testing.T) {
+	wd, err := os.Getwd()
+	if err != nil {
+		t.Fatalf("getwd: %v", err)
+	}
+
+	entries, err := os.ReadDir(wd)
+	if err != nil {
+		t.Fatalf("readdir %s: %v", wd, err)
+	}
+
+	type violation struct {
+		file       string
+		fn         string
+		insertLine int
+		rangeLine  int
+	}
+	var violations []violation
+	scanned := 0
+
+	for _, e := range entries {
+		name := e.Name()
+		if e.IsDir() || !strings.HasSuffix(name, ".go") {
+			continue
+		}
+		if strings.HasSuffix(name, "_test.go") {
+			continue
+		}
+		path := filepath.Join(wd, name)
+		src, err := os.ReadFile(path)
+		if err != nil {
+			t.Fatalf("read %s: %v", path, err)
+		}
+		fset := token.NewFileSet()
+		file, err := parser.ParseFile(fset, name, src, parser.ParseComments)
+		if err != nil {
+			t.Fatalf("parse %s: %v", path, err)
+		}
+		scanned++
+
+		// Walk every function declaration and apply the rule.
+		for _, decl := range file.Decls {
+			fd, ok := decl.(*ast.FuncDecl)
+			if !ok || fd.Body == nil {
+				continue
+			}
+
+			// Allowlist: skip if the function body contains the magic
+			// comment. We check via the source range of the function
+			// — comments inside the body are in file.Comments and
+			// must overlap the function's Pos/End range.
+			if functionHasAllowlistComment(file, fd) {
+				continue
+			}
+
+			// First pass: locate every INSERT INTO workspaces literal
+			// in this function. We treat each such literal as a
+			// candidate violation and try to clear it via the rules.
+			candidates := findInsertWorkspacesLiterals(fd, src, fset)
+			if len(candidates) == 0 {
+				continue
+			}
+
+			// Has the function called a preflight helper? Single
+			// pass — if any preflight name appears, every INSERT in
+			// the function is considered preflighted. This is more
+			// permissive than position-aware (preflight could be
+			// AFTER the INSERT and still satisfy the gate), but the
+			// existing org_import.go gate already pins the position
+			// invariant for createWorkspaceTree, and a function that
+			// preflights AFTER inserting would fail the position
+			// gate in a separate test.
+			hasPreflight := functionCallsAny(fd, preflightCallNames)
+
+			for _, c := range candidates {
+				if c.hasONCONFLICT {
+					continue
+				}
+				if hasPreflight {
+					continue
+				}
+				if c.enclosingRangeLine == 0 {
+					// INSERT not inside any RangeStmt — single-shot,
+					// not the bug pattern.
+					continue
+				}
+				violations = append(violations, violation{
+					file:       name,
+					fn:         fd.Name.Name,
+					insertLine: c.insertLine,
+					rangeLine:  c.enclosingRangeLine,
+				})
+			}
+		}
+	}
+
+	if scanned == 0 {
+		t.Fatal("scanned 0 .go files — wrong working directory? gate would always pass")
+	}
+
+	if len(violations) > 0 {
+		// Stable sort so the failure message is deterministic across
+		// reruns.
+		sort.Slice(violations, func(i, j int) bool {
+			if violations[i].file != violations[j].file {
+				return violations[i].file < violations[j].file
+			}
+			return violations[i].insertLine < violations[j].insertLine
+		})
+		var b strings.Builder
+		b.WriteString("Class 1 leak gate (#2867 PR-A) — these handler functions iterate a slice and INSERT INTO workspaces inside the loop body without a (parent_id, name) preflight.\n\n")
+		b.WriteString("This is the bug shape that triggered the tenant-hongming leak (TeamHandler.Expand re-inserting the entire sub_workspaces tree on every call). To fix any reported violation, choose ONE of:\n")
+		b.WriteString("  1. Call h.lookupExistingChild(ctx, name, parentID) before the INSERT and skip the INSERT when it returns existing=true. (preferred)\n")
+		b.WriteString("  2. Use INSERT ... ON CONFLICT ... DO ... (idempotent UPSERT, like registry.go).\n")
+		b.WriteString("  3. Annotate the function with a `// class1-gate: idempotent-by-design` comment AND a unit test that pins why the function is structurally idempotent. (rare; require code review)\n\n")
+		b.WriteString("Violations:\n")
+		for _, v := range violations {
+			b.WriteString("  - ")
+			b.WriteString(v.file)
+			b.WriteString(":")
+			b.WriteString(itoa(v.insertLine))
+			b.WriteString(" — function ")
+			b.WriteString(v.fn)
+			b.WriteString("() INSERTs inside RangeStmt at line ")
+			b.WriteString(itoa(v.rangeLine))
+			b.WriteString("\n")
+		}
+		t.Fatal(b.String())
+	}
+}
+
+func itoa(n int) string {
+	// Avoid strconv import for one call site — keeps the test focused.
+	if n == 0 {
+		return "0"
+	}
+	neg := n < 0
+	if neg {
+		n = -n
+	}
+	var buf [20]byte
+	i := len(buf)
+	for n > 0 {
+		i--
+		buf[i] = byte('0' + n%10)
+		n /= 10
+	}
+	if neg {
+		i--
+		buf[i] = '-'
+	}
+	return string(buf[i:])
+}
+
+// candidateInsert holds the per-INSERT facts needed to decide whether
+// the gate fires.
+type candidateInsert struct {
+	insertLine         int
+	hasONCONFLICT      bool
+	enclosingRangeLine int // 0 means not inside any range
+}
+
+// findInsertWorkspacesLiterals walks fd's body and returns one
+// candidateInsert per INSERT INTO workspaces string literal.
+//
+// Position-based detection: collect every RangeStmt's body span first,
+// then for each INSERT literal check if its position is inside any
+// span. ast.Inspect's nil-call ordering does NOT give per-node pop
+// semantics, so a stack-based approach against ast.Inspect would
+// silently miscount. Position spans are deterministic and easy to
+// reason about.
+func findInsertWorkspacesLiterals(fd *ast.FuncDecl, src []byte, fset *token.FileSet) []candidateInsert {
+	var out []candidateInsert
+
+	type span struct{ start, end token.Pos }
+	var ranges []span
+	ast.Inspect(fd.Body, func(n ast.Node) bool {
+		rs, ok := n.(*ast.RangeStmt)
+		if !ok || rs.Body == nil {
+			return true
+		}
+		ranges = append(ranges, span{rs.Body.Lbrace, rs.Body.Rbrace})
+		return true
+	})
+
+	enclosingRangeLineFor := func(p token.Pos) int {
+		// Pick the innermost enclosing range — i.e., the one with the
+		// largest start that still covers p. Innermost is the one
+		// whose body actually contains the INSERT, which is the line
+		// most useful in a violation message.
+		bestStart := token.NoPos
+		bestLine := 0
+		for _, s := range ranges {
+			if p > s.start && p < s.end && s.start > bestStart {
+				bestStart = s.start
+				bestLine = fset.Position(s.start).Line
+			}
+		}
+		return bestLine
+	}
+
+	ast.Inspect(fd.Body, func(n ast.Node) bool {
+		bl, ok := n.(*ast.BasicLit)
+		if !ok || bl.Kind != token.STRING {
+			return true
+		}
+		// Strip surrounding backticks/quotes — value includes them.
+		lit := bl.Value
+		if len(lit) >= 2 {
+			lit = lit[1 : len(lit)-1]
+		}
+		if !reINSERTWorkspaces.MatchString(lit) {
+			return true
+		}
+		out = append(out, candidateInsert{
+			insertLine:         fset.Position(bl.Pos()).Line,
+			hasONCONFLICT:      reONCONFLICT.MatchString(lit),
+			enclosingRangeLine: enclosingRangeLineFor(bl.Pos()),
+		})
+		return true
+	})
+	return out
+}
+
+// functionCallsAny returns true if any CallExpr in fd's body has a
+// function name (either a SelectorExpr Sel.Name or an Ident name)
+// matching a key in names.
+func functionCallsAny(fd *ast.FuncDecl, names map[string]bool) bool {
+	found := false
+	ast.Inspect(fd.Body, func(n ast.Node) bool {
+		if found {
+			return false
+		}
+		ce, ok := n.(*ast.CallExpr)
+		if !ok {
+			return true
+		}
+		switch fun := ce.Fun.(type) {
+		case *ast.Ident:
+			if names[fun.Name] {
+				found = true
+				return false
+			}
+		case *ast.SelectorExpr:
+			if names[fun.Sel.Name] {
+				found = true
+				return false
+			}
+		}
+		return true
+	})
+	return found
+}
+
+// functionHasAllowlistComment returns true if the function body
+// (between fd.Body.Lbrace and fd.Body.Rbrace) contains a comment
+// equal to gateAllowlistComment.
+func functionHasAllowlistComment(file *ast.File, fd *ast.FuncDecl) bool {
+	if fd.Body == nil {
+		return false
+	}
+	start := fd.Body.Lbrace
+	end := fd.Body.Rbrace
+	for _, cg := range file.Comments {
+		for _, c := range cg.List {
+			if c.Pos() < start || c.Pos() > end {
+				continue
+			}
+			if strings.TrimSpace(c.Text) == gateAllowlistComment {
+				return true
+			}
+		}
+	}
+	return false
+}
+
+// TestClass1_GateFiresOnSyntheticBuggySource — proves the gate actually
+// catches the bug shape it's named after. Without this, a regression
+// to "always pass" would not be noticed until the leak shipped again.
+// Per memory feedback_assert_exact_not_substring.md: tighten the test
+// + verify it FAILS on old-shape source before merging.
+func TestClass1_GateFiresOnSyntheticBuggySource(t *testing.T) {
+	const buggySrc = `package handlers
+
+import "context"
+
+type fakeDB struct{}
+func (fakeDB) ExecContext(ctx context.Context, sql string, args ...interface{}) {}
+
+func buggyExpand(db fakeDB, ctx context.Context, children []string) {
+	for _, child := range children {
+		// Bug shape: INSERT inside the range body, no preflight.
+		db.ExecContext(ctx, ` + "`INSERT INTO workspaces (id, name) VALUES ($1, $2)`" + `, "x", child)
+	}
+}
+`
+	fset := token.NewFileSet()
+	file, err := parser.ParseFile(fset, "buggy.go", buggySrc, parser.ParseComments)
+	if err != nil {
+		t.Fatalf("parse synthetic source: %v", err)
+	}
+	for _, decl := range file.Decls {
+		fd, ok := decl.(*ast.FuncDecl)
+		if !ok || fd.Name.Name != "buggyExpand" {
+			continue
+		}
+		candidates := findInsertWorkspacesLiterals(fd, []byte(buggySrc), fset)
+		if len(candidates) != 1 {
+			t.Fatalf("expected 1 INSERT literal, got %d", len(candidates))
+		}
+		c := candidates[0]
+		if c.enclosingRangeLine == 0 {
+			t.Errorf("synthetic INSERT inside `for _, child := range` should be detected as enclosed by range, got enclosingRangeLine=0 — gate would miss the bug shape")
+		}
+		if c.hasONCONFLICT {
+			t.Errorf("synthetic INSERT has no ON CONFLICT, gate falsely treated it as idempotent")
+		}
+		if functionCallsAny(fd, preflightCallNames) {
+			t.Errorf("synthetic function does not call lookupExistingChild — gate falsely treated it as preflighted")
+		}
+		// All three guards say the gate WOULD fire. Pass.
+		return
+	}
+	t.Fatal("buggyExpand FuncDecl not found in synthetic source")
+}
+
+// TestClass1_GateAllowsONCONFLICT — pins that an INSERT with ON
+// CONFLICT inside a range body is NOT flagged. registry.go's
+// upsert pattern is the prod example.
+func TestClass1_GateAllowsONCONFLICT(t *testing.T) {
+	const safeSrc = `package handlers
+
+import "context"
+
+type fakeDB struct{}
+func (fakeDB) ExecContext(ctx context.Context, sql string, args ...interface{}) {}
+
+func upsertLoop(db fakeDB, ctx context.Context, children []string) {
+	for _, child := range children {
+		db.ExecContext(ctx, ` + "`INSERT INTO workspaces (id, name) VALUES ($1, $2) ON CONFLICT (id) DO UPDATE SET name = $2`" + `, "x", child)
+	}
+}
+`
+	fset := token.NewFileSet()
+	file, _ := parser.ParseFile(fset, "safe.go", safeSrc, parser.ParseComments)
+	for _, decl := range file.Decls {
+		fd, ok := decl.(*ast.FuncDecl)
+		if !ok || fd.Name.Name != "upsertLoop" {
+			continue
+		}
+		candidates := findInsertWorkspacesLiterals(fd, []byte(safeSrc), fset)
+		if len(candidates) != 1 {
+			t.Fatalf("expected 1 candidate, got %d", len(candidates))
+		}
+		if !candidates[0].hasONCONFLICT {
+			t.Errorf("ON CONFLICT clause should be detected, was missed — gate would falsely flag idempotent UPSERTs")
+		}
+	}
+}
+
+// TestClass1_GateAllowsAllowlistAnnotation — pins the escape hatch
+// works. Annotated functions are skipped at the FuncDecl level.
+func TestClass1_GateAllowsAllowlistAnnotation(t *testing.T) {
+	const annotatedSrc = `package handlers
+
+import "context"
+
+type fakeDB struct{}
+func (fakeDB) ExecContext(ctx context.Context, sql string, args ...interface{}) {}
+
+func intentionallyUnpreflighted(db fakeDB, ctx context.Context, children []string) {
+	// class1-gate: idempotent-by-design
+	for _, child := range children {
+		db.ExecContext(ctx, ` + "`INSERT INTO workspaces (id, name) VALUES ($1, $2)`" + `, "x", child)
+	}
+}
+`
+	fset := token.NewFileSet()
+	file, _ := parser.ParseFile(fset, "annotated.go", annotatedSrc, parser.ParseComments)
+	for _, decl := range file.Decls {
+		fd, ok := decl.(*ast.FuncDecl)
+		if !ok || fd.Name.Name != "intentionallyUnpreflighted" {
+			continue
+		}
+		if !functionHasAllowlistComment(file, fd) {
+			t.Error("allowlist comment should be detected for the intentionallyUnpreflighted function — escape hatch not working")
+		}
+	}
+}

workspace-server/internal/handlers/external_connection.go

@@ -198,6 +198,13 @@ const externalUniversalMcpTemplate = `# Universal MCP — standalone register +
 # Pair with the Claude Code or Python SDK tab if your runtime needs
 # inbound A2A delivery (canvas messages → agent conversation turns).
 
+# Requires Python >= 3.11. On 3.10 or older pip says
+# "Could not find a version that satisfies the requirement
+# (from versions: none)" — the wheel's requires_python pin filters
+# the only available artifact before pip even attempts install.
+# Upgrade the interpreter (brew install python@3.12 / apt install
+# python3.12 / etc.) or use a 3.11+ venv.
+
 # 1. Install the workspace runtime wheel:
 pip install molecule-ai-workspace-runtime
 

workspace-server/internal/handlers/org_import.go

@@ -7,6 +7,7 @@ import (
 	"context"
 	"database/sql"
 	"encoding/json"
+	"errors"
 	"fmt"
 	"log"
 	"os"
@@ -21,6 +22,7 @@ import (
 	"github.com/Molecule-AI/molecule-monorepo/platform/internal/db"
 	"github.com/Molecule-AI/molecule-monorepo/platform/internal/models"
 	"github.com/Molecule-AI/molecule-monorepo/platform/internal/provisioner"
+	"github.com/Molecule-AI/molecule-monorepo/platform/internal/provlog"
 	"github.com/Molecule-AI/molecule-monorepo/platform/internal/scheduler"
 	"github.com/google/uuid"
 )
@@ -61,10 +63,33 @@ func (h *OrgHandler) createWorkspaceTree(ws OrgWorkspace, parentID *string, absX
 		tier = defaults.Tier
 	}
 	if tier == 0 {
-		tier = 2
+		// Resolved via the same DefaultTier helper Create + Templates
+		// use (#2910 PR-E). SaaS → T4 (one container per sibling EC2,
+		// no neighbour to protect from), self-hosted → T3. Pre-#2910
+		// this path returned T2 on self-hosted, asymmetric with
+		// workspace.go's T3 — undocumented drift. Lifting to
+		// DefaultTier collapses both call sites onto one source of
+		// truth so a future tier-default change sweeps every entry
+		// point at once. Templates that want a different floor still
+		// declare `tier:` in config.yaml or `defaults.tier` in
+		// org.yaml.
+		if h.workspace != nil {
+			tier = h.workspace.DefaultTier()
+		} else {
+			tier = 3
+		}
 	}
 
-	ctxLookup := context.Background()
+	// 5s timeout bounds the lookup independently of any HTTP request
+	// context. createWorkspaceTree runs in goroutines spawned from the
+	// /org/import handler, so plumbing the request context here would
+	// cascade-cancel into provisionWorkspaceAuto and abort in-flight
+	// EC2 provisioning if the client disconnected mid-import — that's
+	// the wrong behaviour. A short bounded timeout protects the
+	// per-row SELECT against a wedged DB without taking the
+	// drop-everything-on-disconnect tradeoff.
+	ctxLookup, cancelLookup := context.WithTimeout(context.Background(), 5*time.Second)
+	defer cancelLookup()
 	// Idempotency: if a workspace with the same (parent_id, name) already
 	// exists, skip the INSERT + canvas_layouts + broadcast + provisioning.
 	// This is what makes /org/import safe to call multiple times — the
@@ -76,12 +101,31 @@ func (h *OrgHandler) createWorkspaceTree(ws OrgWorkspace, parentID *string, absX
 	// (parent exists, some children missing) backfill the missing children
 	// instead of either no-op'ing the whole subtree or duplicating the
 	// existing children.
+	//
+	// /org/import is ADDITIVE-ONLY, never destructive. Children present
+	// in the existing tree but absent from the new template are
+	// preserved (no DELETE on diff). Skip-path also does NOT propagate
+	// updates to existing nodes — a re-import that adds an
+	// initial_memory or schedule to an existing workspace is silently
+	// dropped (the function bypasses seedInitialMemories, schedule SQL,
+	// channel config for skipped rows). To force-update an existing
+	// tree, delete and re-import or use a future /org/sync route.
 	existingID, existing, lookupErr := h.lookupExistingChild(ctxLookup, ws.Name, parentID)
 	if lookupErr != nil {
 		return fmt.Errorf("idempotency check for %s: %w", ws.Name, lookupErr)
 	}
 	if existing {
 		log.Printf("Org import: %q already exists (id=%s) — skipping create+provision, recursing into children for partial-match", ws.Name, existingID)
+		parentRef := ""
+		if parentID != nil {
+			parentRef = *parentID
+		}
+		provlog.Event("provision.skip_existing", map[string]any{
+			"name":        ws.Name,
+			"existing_id": existingID,
+			"parent_id":   parentRef,
+			"tier":        tier,
+		})
 		*results = append(*results, map[string]interface{}{
 			"id":      existingID,
 			"name":    ws.Name,
@@ -580,6 +624,12 @@ func (h *OrgHandler) createWorkspaceTree(ws OrgWorkspace, parentID *string, absX
 //
 // On sql.ErrNoRows: returns ("", false, nil) — caller should INSERT.
 // On a real DB error: returns ("", false, err) — caller propagates.
+//
+// errors.Is is wrap-safe — a future caller wrapping the error
+// (database/sql can wrap driver errors with %w in some setups) would
+// silently break a `err == sql.ErrNoRows` equality check, causing the
+// no-rows path to fall through to the "real DB error" branch and
+// abort the import. errors.Is unwraps.
 func (h *OrgHandler) lookupExistingChild(ctx context.Context, name string, parentID *string) (string, bool, error) {
 	var existingID string
 	err := db.DB.QueryRowContext(ctx, `
@@ -589,7 +639,7 @@ func (h *OrgHandler) lookupExistingChild(ctx context.Context, name string, paren
 		  AND status != 'removed'
 		LIMIT 1
 	`, name, parentID).Scan(&existingID)
-	if err == sql.ErrNoRows {
+	if errors.Is(err, sql.ErrNoRows) {
 		return "", false, nil
 	}
 	if err != nil {

workspace-server/internal/handlers/org_import_idempotency_test.go

@@ -2,7 +2,9 @@ package handlers
 
 import (
 	"context"
+	"database/sql"
 	"errors"
+	"fmt"
 	"go/ast"
 	"go/parser"
 	"go/token"
@@ -123,6 +125,36 @@ func TestLookupExistingChild_DBError_Propagates(t *testing.T) {
 	}
 }
 
+// TestLookupExistingChild_WrappedNoRows_TreatedAsNotFound — pins the
+// wrap-safety of the errors.Is(err, sql.ErrNoRows) check. The previous
+// `err == sql.ErrNoRows` equality would fall through to the
+// "real DB error" branch on a wrapped no-rows error, aborting the
+// import for what is in fact the no-rows happy path. driver/sql
+// wrapping is currently a non-issue but a future driver change or a
+// caller that wraps the result via fmt.Errorf("…: %w", err) would
+// silently break the equality check. errors.Is unwraps.
+func TestLookupExistingChild_WrappedNoRows_TreatedAsNotFound(t *testing.T) {
+	mock := setupTestDB(t)
+	parent := "parent-1"
+	wrapped := fmt.Errorf("driver-wrapped: %w", sql.ErrNoRows)
+	mock.ExpectQuery(`SELECT id FROM workspaces`).
+		WithArgs("Alpha", &parent).
+		WillReturnError(wrapped)
+
+	h := &OrgHandler{}
+	id, found, err := h.lookupExistingChild(context.Background(), "Alpha", &parent)
+
+	if err != nil {
+		t.Fatalf("expected wrapped no-rows to be treated as not-found (err=nil), got: %v", err)
+	}
+	if found {
+		t.Errorf("expected found=false on wrapped no-rows, got found=true")
+	}
+	if id != "" {
+		t.Errorf("expected empty id on wrapped no-rows, got %q", id)
+	}
+}
+
 // workspacesInsertRE matches a SQL literal that begins (after optional
 // leading whitespace) with `INSERT INTO workspaces` followed by `(` —
 // requiring the open-paren rules out lookalikes like

workspace-server/internal/handlers/pending_uploads_integration_test.go

@@ -44,6 +44,7 @@ import (
 	"context"
 	"database/sql"
 	"os"
+	"strings"
 	"testing"
 	"time"
 
@@ -273,6 +274,183 @@ func TestIntegration_PendingUploads_PutEnforcesSizeCap(t *testing.T) {
 	}
 }
 
+// TestIntegration_PendingUploads_PutBatch_HappyPath_AllRowsCommit pins the
+// "all rows commit" leg of the PutBatch atomicity contract against a real
+// Postgres. sqlmock can't catch a regression where the Go-side Tx machinery
+// silently no-ops the inserts (e.g., wrong driver options on BeginTx); only
+// COUNT(*) on the real table can.
+func TestIntegration_PendingUploads_PutBatch_HappyPath_AllRowsCommit(t *testing.T) {
+	conn := integrationDB_PendingUploads(t)
+	store := pendinguploads.NewPostgres(conn)
+	ctx := context.Background()
+
+	wsID := uuid.New()
+
+	// Pre-existing row so the COUNT(*) baseline is non-zero — proves
+	// PutBatch adds rows incrementally rather than overwriting.
+	if _, err := store.Put(ctx, wsID, []byte("seed"), "seed.txt", "text/plain"); err != nil {
+		t.Fatalf("seed Put: %v", err)
+	}
+
+	items := []pendinguploads.PutItem{
+		{Content: []byte("alpha"), Filename: "alpha.txt", Mimetype: "text/plain"},
+		{Content: []byte("beta"), Filename: "beta.bin", Mimetype: "application/octet-stream"},
+		{Content: []byte("gamma"), Filename: "gamma.pdf", Mimetype: "application/pdf"},
+	}
+	ids, err := store.PutBatch(ctx, wsID, items)
+	if err != nil {
+		t.Fatalf("PutBatch: %v", err)
+	}
+	if len(ids) != len(items) {
+		t.Fatalf("ids length %d, want %d", len(ids), len(items))
+	}
+
+	// Each returned id round-trips through Get with the right content.
+	for i, id := range ids {
+		rec, err := store.Get(ctx, id)
+		if err != nil {
+			t.Fatalf("Get item %d (%s): %v", i, id, err)
+		}
+		if string(rec.Content) != string(items[i].Content) {
+			t.Errorf("item %d content = %q, want %q", i, rec.Content, items[i].Content)
+		}
+		if rec.Filename != items[i].Filename {
+			t.Errorf("item %d filename = %q, want %q", i, rec.Filename, items[i].Filename)
+		}
+	}
+
+	var n int
+	if err := conn.QueryRowContext(ctx, `SELECT COUNT(*) FROM pending_uploads WHERE workspace_id = $1`, wsID).Scan(&n); err != nil {
+		t.Fatalf("count: %v", err)
+	}
+	if n != 4 {
+		t.Errorf("workspace row count = %d, want 4 (1 seed + 3 batch)", n)
+	}
+}
+
+// TestIntegration_PendingUploads_PutBatch_AtomicRollback_NoLeakOnFailure
+// proves the all-or-nothing contract end-to-end against real Postgres MVCC.
+//
+// Strategy: build a 3-item batch where item index 1 carries a filename with
+// an embedded NUL byte. lib/pq rejects NULs in TEXT columns at the protocol
+// layer (`pq: invalid byte sequence for encoding "UTF8": 0x00`), which
+// triggers the per-row INSERT error path in PutBatch. The first item's
+// INSERT…RETURNING already wrote a row to the Tx's snapshot, so a buggy
+// rollback would leave that row visible after PutBatch returns.
+//
+// Postgrest semantics: ROLLBACK is the only way a real DB can guarantee the
+// "no leak" contract; a unit test with sqlmock can prove the Go function
+// CALLED Rollback, but only this integration test proves Postgres actually
+// HONORED it.
+func TestIntegration_PendingUploads_PutBatch_AtomicRollback_NoLeakOnFailure(t *testing.T) {
+	conn := integrationDB_PendingUploads(t)
+	store := pendinguploads.NewPostgres(conn)
+	ctx := context.Background()
+
+	wsID := uuid.New()
+
+	// Baseline COUNT(*) for this workspace — must remain 0 after a failed batch.
+	var before int
+	if err := conn.QueryRowContext(ctx, `SELECT COUNT(*) FROM pending_uploads WHERE workspace_id = $1`, wsID).Scan(&before); err != nil {
+		t.Fatalf("baseline count: %v", err)
+	}
+	if before != 0 {
+		t.Fatalf("workspace not isolated: baseline = %d, want 0", before)
+	}
+
+	// Item 1 has a NUL byte in the filename — Go-side pre-validation
+	// (which only checks empty/length) lets it through, so the INSERT
+	// reaches lib/pq, which rejects it at the protocol level. That's the
+	// canonical "DB-side error mid-batch" we want to exercise.
+	items := []pendinguploads.PutItem{
+		{Content: []byte("ok"), Filename: "ok.txt", Mimetype: "text/plain"},
+		{Content: []byte("bad"), Filename: "bad\x00name.txt", Mimetype: "text/plain"},
+		{Content: []byte("never"), Filename: "never.txt", Mimetype: "text/plain"},
+	}
+	_, err := store.PutBatch(ctx, wsID, items)
+	if err == nil {
+		t.Fatalf("expected error from NUL-byte filename, got nil")
+	}
+
+	// THE assertion this whole test exists for: even though item 0's
+	// INSERT…RETURNING succeeded inside the Tx, the rollback unwound
+	// it — zero rows for this workspace, not one (let alone three).
+	var after int
+	if err := conn.QueryRowContext(ctx, `SELECT COUNT(*) FROM pending_uploads WHERE workspace_id = $1`, wsID).Scan(&after); err != nil {
+		t.Fatalf("post-failure count: %v", err)
+	}
+	if after != 0 {
+		t.Errorf("Tx rollback leaked rows: workspace count = %d, want 0", after)
+	}
+}
+
+// TestIntegration_PendingUploads_PutBatch_Oversize_NoTxOpened verifies the
+// pre-validation short-circuit: an oversized item rejects with ErrTooLarge
+// BEFORE any Tx opens, so the table is untouched. The unit test (sqlmock
+// with zero expectations) catches the Go-side path; this test sanity-checks
+// no real DB I/O happens by confirming COUNT(*) doesn't move.
+func TestIntegration_PendingUploads_PutBatch_Oversize_NoTxOpened(t *testing.T) {
+	conn := integrationDB_PendingUploads(t)
+	store := pendinguploads.NewPostgres(conn)
+	ctx := context.Background()
+
+	wsID := uuid.New()
+	tooBig := make([]byte, pendinguploads.MaxFileBytes+1)
+	_, err := store.PutBatch(ctx, wsID, []pendinguploads.PutItem{
+		{Content: []byte("ok"), Filename: "ok.txt"},
+		{Content: tooBig, Filename: "too-big.bin"},
+	})
+	if err != pendinguploads.ErrTooLarge {
+		t.Fatalf("expected ErrTooLarge, got %v", err)
+	}
+	var n int
+	if err := conn.QueryRowContext(ctx, `SELECT COUNT(*) FROM pending_uploads WHERE workspace_id = $1`, wsID).Scan(&n); err != nil {
+		t.Fatalf("count: %v", err)
+	}
+	if n != 0 {
+		t.Errorf("pre-validation did NOT short-circuit: count = %d, want 0", n)
+	}
+}
+
+// TestIntegration_PendingUploads_AckedIndexExists verifies the Phase 5a
+// migration (20260505200000_pending_uploads_acked_index.up.sql) actually
+// created idx_pending_uploads_acked with the right partial-index predicate.
+//
+// Why pg_indexes and not EXPLAIN: the planner prefers Seq Scan on tiny
+// tables regardless of available indexes — a plan-shape check would be
+// flaky under real test loads. The contract we care about is "the index
+// exists with the predicate we wrote in the migration"; pg_indexes is
+// the canonical source for that, robust to row count and planner version.
+func TestIntegration_PendingUploads_AckedIndexExists(t *testing.T) {
+	conn := integrationDB_PendingUploads(t)
+	ctx := context.Background()
+
+	var indexdef string
+	err := conn.QueryRowContext(ctx, `
+		SELECT indexdef FROM pg_indexes
+		WHERE schemaname = 'public'
+		  AND tablename = 'pending_uploads'
+		  AND indexname = 'idx_pending_uploads_acked'
+	`).Scan(&indexdef)
+	if err == sql.ErrNoRows {
+		t.Fatal("idx_pending_uploads_acked is missing — migration 20260505200000 not applied")
+	}
+	if err != nil {
+		t.Fatalf("pg_indexes query: %v", err)
+	}
+
+	// Pin the partial-index predicate. Without "WHERE acked_at IS NOT NULL"
+	// we'd be indexing the entire table (defeats the point — most rows are
+	// unacked), and the existing idx_pending_uploads_unacked already covers
+	// the inverse predicate.
+	if !strings.Contains(indexdef, "(acked_at)") {
+		t.Errorf("index missing acked_at column: %s", indexdef)
+	}
+	if !strings.Contains(indexdef, "WHERE (acked_at IS NOT NULL)") {
+		t.Errorf("index missing partial predicate: %s", indexdef)
+	}
+}
+
 func TestIntegration_PendingUploads_GetIgnoresExpiredAndAcked(t *testing.T) {
 	conn := integrationDB_PendingUploads(t)
 	store := pendinguploads.NewPostgres(conn)

workspace-server/internal/handlers/pending_uploads_test.go

@@ -77,6 +77,14 @@ func (f *fakeStorage) Sweep(_ context.Context, _ time.Duration) (pendinguploads.
 	return pendinguploads.SweepResult{}, nil
 }
 
+// PutBatch is required by the Storage interface; the upload handler
+// tests live in chat_files_poll_test.go and use a separate fake
+// (inMemStorage). Stubbed here because the Get/Ack tests don't drive
+// PutBatch, but the interface must be satisfied.
+func (f *fakeStorage) PutBatch(_ context.Context, _ uuid.UUID, _ []pendinguploads.PutItem) ([]uuid.UUID, error) {
+	return nil, nil
+}
+
 func newRouter(handler *handlers.PendingUploadsHandler) *gin.Engine {
 	gin.SetMode(gin.TestMode)
 	r := gin.New()

workspace-server/internal/handlers/provlog_emit_test.go

@@ -0,0 +1,112 @@
+package handlers
+
+// provlog_emit_test.go — pins that the structured-logging emit sites
+// added for #2867 PR-D actually fire when their boundary is crossed.
+//
+// These are call-site contract tests, not provlog package tests (those
+// live next to the helper). The assertion is "this dispatcher path
+// emits this event name" — if a refactor moves the call out of the
+// boundary helper, the gate fails. Fields are NOT pinned here on
+// purpose; the field set is convenience for ops, not contract for the
+// emit point. Pinning fields would block additive evolution of the
+// payload (see also feedback_behavior_based_ast_gates.md).
+
+import (
+	"bytes"
+	"context"
+	"log"
+	"strings"
+	"sync"
+	"testing"
+
+	"github.com/Molecule-AI/molecule-monorepo/platform/internal/models"
+)
+
+// captureProvLog redirects the global logger to a buffer for the test
+// duration. provlog.Event uses log.Printf, so this is the only seam.
+// Returned mutex protects against concurrent reads from the goroutine
+// fired by provisionWorkspaceAuto (the goroutine never returns in
+// these tests because Start() is stubbed, but the buffer can still be
+// touched by it racing the assertion).
+func captureProvLog(t *testing.T) (read func() string) {
+	t.Helper()
+	var buf bytes.Buffer
+	var mu sync.Mutex
+	prevWriter := log.Writer()
+	prevFlags := log.Flags()
+	log.SetFlags(0)
+	log.SetOutput(&safeWriter{buf: &buf, mu: &mu})
+	t.Cleanup(func() {
+		log.SetOutput(prevWriter)
+		log.SetFlags(prevFlags)
+	})
+	return func() string {
+		mu.Lock()
+		defer mu.Unlock()
+		return buf.String()
+	}
+}
+
+// TestProvisionWorkspaceAutoSync_EmitsProvisionStart — sync variant is
+// chosen for the assertion path because it returns once the (stubbed)
+// Start() has been called, so we know the emit has flushed. The async
+// variant would race a goroutine.
+func TestProvisionWorkspaceAutoSync_EmitsProvisionStart(t *testing.T) {
+	read := captureProvLog(t)
+	h := &WorkspaceHandler{cpProv: &trackingCPProv{}}
+	// Best-effort: the body will hit DB code under provisionWorkspaceCP
+	// — we only need the emit at the entry, which fires unconditionally
+	// before the dispatch. Recovering from any later panic keeps the
+	// test focused.
+	defer func() { _ = recover() }()
+	h.provisionWorkspaceAutoSync("ws-test-1", "tmpl", nil, models.CreateWorkspacePayload{
+		Name: "n", Tier: 4, Runtime: "claude-code",
+	})
+	got := read()
+	if !strings.Contains(got, "evt: provision.start ") {
+		t.Fatalf("expected provision.start emit, got log:\n%s", got)
+	}
+	if !strings.Contains(got, `"workspace_id":"ws-test-1"`) {
+		t.Errorf("workspace_id not in payload: %s", got)
+	}
+	if !strings.Contains(got, `"sync":true`) {
+		t.Errorf("sync flag not pinned for sync dispatcher: %s", got)
+	}
+}
+
+// TestStopForRestart_EmitsRestartPreStop — emit fires before the actual
+// Stop call, so the trackingCPProv stub doesn't need to be wired for
+// real Stop semantics. Backend label "cp" pinned because that's the
+// SaaS path; we don't pin "docker" or "none" branches here (separate
+// tests would only re-test the trivial branch label switch).
+func TestStopForRestart_EmitsRestartPreStop(t *testing.T) {
+	read := captureProvLog(t)
+	h := &WorkspaceHandler{cpProv: &trackingCPProv{}}
+	defer func() { _ = recover() }()
+	h.stopForRestart(context.Background(), "ws-restart-1")
+	got := read()
+	if !strings.Contains(got, "evt: restart.pre_stop ") {
+		t.Fatalf("expected restart.pre_stop emit, got log:\n%s", got)
+	}
+	if !strings.Contains(got, `"workspace_id":"ws-restart-1"`) {
+		t.Errorf("workspace_id not in payload: %s", got)
+	}
+	if !strings.Contains(got, `"backend":"cp"`) {
+		t.Errorf("backend label missing or wrong: %s", got)
+	}
+}
+
+// TestStopForRestart_EmitsBackendNoneWhenUnwired — pin the no-backend
+// branch so a future refactor that drops the label switch is caught.
+// This is the silent-Stop case (workspace_dispatchers.go:StopWorkspaceAuto
+// returns nil for unwired backends); the emit ensures the operator can
+// still see the boundary in the log.
+func TestStopForRestart_EmitsBackendNoneWhenUnwired(t *testing.T) {
+	read := captureProvLog(t)
+	h := &WorkspaceHandler{} // both nil
+	h.stopForRestart(context.Background(), "ws-restart-2")
+	got := read()
+	if !strings.Contains(got, `"backend":"none"`) {
+		t.Fatalf("expected backend=none for unwired handler: %s", got)
+	}
+}

workspace-server/internal/handlers/saas_default_tier_test.go

@@ -0,0 +1,99 @@
+package handlers
+
+import (
+	"strings"
+	"testing"
+
+	"github.com/Molecule-AI/molecule-monorepo/platform/internal/provisioner"
+)
+
+// Tests for the SaaS-aware default-tier resolution introduced in #2901
+// and hardened in #2910 (multi-model review of #2901 found the original
+// claim of "all green" was passing because no SaaS-mode test existed).
+//
+// These tests pin three invariants:
+//
+//   1. WorkspaceHandler.IsSaaS() returns true when cpProv is wired,
+//      false otherwise.
+//   2. WorkspaceHandler.DefaultTier() returns 4 on SaaS, 3 self-hosted.
+//   3. generateDefaultConfig (TemplatesHandler.Import path) writes the
+//      passed-in tier into the generated config.yaml — pre-#2910 it
+//      was hardcoded to 3 and silently disagreed with the create-
+//      handler default on SaaS.
+
+// stubCPProv is a minimal stand-in for the CP provisioner — only
+// exercises the IsSaaS / HasProvisioner contract, never invoked in
+// these tests.
+type stubCPProv struct{}
+
+func (stubCPProv) Start(_ interface{}, _ provisioner.WorkspaceConfig) (string, error) {
+	return "", nil
+}
+func (stubCPProv) Stop(_ interface{}, _ string) error { return nil }
+func (stubCPProv) Restart(_ interface{}, _ provisioner.WorkspaceConfig) (string, error) {
+	return "", nil
+}
+
+func TestIsSaaS_TrueWhenCPProvWired(t *testing.T) {
+	h := &WorkspaceHandler{cpProv: &trackingCPProv{}}
+	if !h.IsSaaS() {
+		t.Errorf("IsSaaS()=false with cpProv wired; expected true")
+	}
+}
+
+func TestIsSaaS_FalseWhenOnlyDocker(t *testing.T) {
+	// provisioner field set, cpProv nil — the self-hosted path.
+	// Use a non-nil sentinel so the check actually has something to
+	// disagree with. trackingCPProv lives in workspace_provision_auto_test.go
+	// and is the established stub for these handler-level tests.
+	h := &WorkspaceHandler{provisioner: nil, cpProv: nil}
+	if h.IsSaaS() {
+		t.Errorf("IsSaaS()=true with both backends nil; expected false")
+	}
+}
+
+func TestDefaultTier_SaaS_IsT4(t *testing.T) {
+	h := &WorkspaceHandler{cpProv: &trackingCPProv{}}
+	if got := h.DefaultTier(); got != 4 {
+		t.Errorf("SaaS DefaultTier()=%d; expected 4", got)
+	}
+}
+
+func TestDefaultTier_SelfHosted_IsT3(t *testing.T) {
+	h := &WorkspaceHandler{}
+	if got := h.DefaultTier(); got != 3 {
+		t.Errorf("self-hosted DefaultTier()=%d; expected 3", got)
+	}
+}
+
+// generateDefaultConfig — pin that the tier param flows into the
+// emitted config.yaml verbatim. Pre-#2910 this was hardcoded "tier: 3"
+// regardless of caller intent.
+func TestGenerateDefaultConfig_RespectsTierParam(t *testing.T) {
+	cfg := generateDefaultConfig("Test Agent", map[string]string{"system-prompt.md": ""}, 4)
+	if !strings.Contains(cfg, "tier: 4\n") {
+		t.Errorf("expected `tier: 4` in generated config, got:\n%s", cfg)
+	}
+	// The pre-#2910 hardcoded `tier: 3` line must NOT appear.
+	if strings.Contains(cfg, "tier: 3\n") {
+		t.Errorf("config should not contain `tier: 3` when caller passed 4, got:\n%s", cfg)
+	}
+}
+
+func TestGenerateDefaultConfig_SelfHostedTierT3(t *testing.T) {
+	cfg := generateDefaultConfig("Test Agent", map[string]string{"system-prompt.md": ""}, 3)
+	if !strings.Contains(cfg, "tier: 3\n") {
+		t.Errorf("expected `tier: 3` in generated config, got:\n%s", cfg)
+	}
+}
+
+// Bounds check — caller passes 0 or out-of-range, helper falls back
+// to T3 (the safer-of-the-two when deployment mode can't be resolved).
+func TestGenerateDefaultConfig_OutOfRangeFallsBackToT3(t *testing.T) {
+	for _, tier := range []int{0, -1, 99} {
+		cfg := generateDefaultConfig("X", map[string]string{}, tier)
+		if !strings.Contains(cfg, "tier: 3\n") {
+			t.Errorf("invalid tier %d should fall back to T3, got:\n%s", tier, cfg)
+		}
+	}
+}

workspace-server/internal/handlers/security_regression_685_686_687_688_test.go

@@ -71,7 +71,7 @@ func TestSecurity_GetTemplates_NoAuth_Returns401(t *testing.T) {
 	authDB, authMock := newEnrolledAuthDB(t)
 
 	tmpDir := t.TempDir()
-	tmplh := NewTemplatesHandler(tmpDir, nil)
+	tmplh := NewTemplatesHandler(tmpDir, nil, nil)
 
 	r := gin.New()
 	r.GET("/templates", middleware.AdminAuth(authDB), tmplh.List)
@@ -98,7 +98,7 @@ func TestSecurity_GetTemplates_FreshInstall_FailsOpen(t *testing.T) {
 	authDB, authMock := newFreshInstallAuthDB(t)
 
 	tmpDir := t.TempDir()
-	tmplh := NewTemplatesHandler(tmpDir, nil)
+	tmplh := NewTemplatesHandler(tmpDir, nil, nil)
 
 	r := gin.New()
 	r.GET("/templates", middleware.AdminAuth(authDB), tmplh.List)

workspace-server/internal/handlers/team.go

@@ -1,132 +0,0 @@
-package handlers
-
-import (
-	"encoding/json"
-	"log"
-	"net/http"
-	"os"
-	"path/filepath"
-
-	"github.com/Molecule-AI/molecule-monorepo/platform/internal/db"
-	"github.com/Molecule-AI/molecule-monorepo/platform/internal/events"
-	"github.com/Molecule-AI/molecule-monorepo/platform/internal/models"
-	"github.com/gin-gonic/gin"
-	"gopkg.in/yaml.v3"
-)
-
-// TeamHandler now hosts only Collapse — the visual "expand" action is
-// canvas-side and creating children goes through the regular
-// WorkspaceHandler.Create path with parent_id set, like any other
-// workspace. Every workspace can have children; "team" is just the
-// state of having children. The old Expand handler bulk-created
-// children by reading sub_workspaces from a parent's config and was
-// non-idempotent — calling it N times leaked N×children EC2s, which
-// is how tenant-hongming accumulated 72 stale workspaces.
-type TeamHandler struct {
-	wh *WorkspaceHandler
-	b  *events.Broadcaster
-}
-
-// NewTeamHandler constructs a TeamHandler. wh is used by Collapse to
-// route StopWorkspaceAuto through the backend dispatcher.
-func NewTeamHandler(b *events.Broadcaster, wh *WorkspaceHandler, platformURL, configsDir string) *TeamHandler {
-	return &TeamHandler{wh: wh, b: b}
-}
-
-// Collapse handles POST /workspaces/:id/collapse
-// Stops and removes all child workspaces.
-func (h *TeamHandler) Collapse(c *gin.Context) {
-	parentID := c.Param("id")
-	ctx := c.Request.Context()
-
-	// Find children
-	rows, err := db.DB.QueryContext(ctx,
-		`SELECT id, name FROM workspaces WHERE parent_id = $1 AND status != 'removed'`, parentID)
-	if err != nil {
-		c.JSON(http.StatusInternalServerError, gin.H{"error": "failed to query children"})
-		return
-	}
-	defer rows.Close()
-
-	removed := make([]string, 0)
-	for rows.Next() {
-		var childID, childName string
-		if rows.Scan(&childID, &childName) != nil {
-			continue
-		}
-
-		// Stop the workload via the backend dispatcher (CP for SaaS,
-		// Docker for self-hosted). Pre-2026-05-05 this was
-		// `if h.provisioner != nil { h.provisioner.Stop(...) }`, which
-		// silently skipped on every SaaS tenant — child EC2s kept running
-		// after team-collapse until the orphan sweeper caught them
-		// (issue #2813).
-		if err := h.wh.StopWorkspaceAuto(ctx, childID); err != nil {
-			log.Printf("Team collapse: stop %s failed: %v — orphan sweeper will reconcile", childID, err)
-		}
-
-		// Mark as removed
-		if _, err := db.DB.ExecContext(ctx,
-			`UPDATE workspaces SET status = $1, updated_at = now() WHERE id = $2`, models.StatusRemoved, childID); err != nil {
-			log.Printf("Team collapse: failed to remove workspace %s: %v", childID, err)
-		}
-		if _, err := db.DB.ExecContext(ctx,
-			`DELETE FROM canvas_layouts WHERE workspace_id = $1`, childID); err != nil {
-			log.Printf("Team collapse: failed to delete layout for %s: %v", childID, err)
-		}
-
-		h.b.RecordAndBroadcast(ctx, "WORKSPACE_REMOVED", childID, map[string]interface{}{})
-
-		removed = append(removed, childName)
-	}
-
-	h.b.RecordAndBroadcast(ctx, "WORKSPACE_COLLAPSED", parentID, map[string]interface{}{
-		"removed_children": removed,
-	})
-
-	c.JSON(http.StatusOK, gin.H{
-		"status":  "collapsed",
-		"removed": removed,
-	})
-}
-
-// findTemplateDirByName resolves a workspace name to its template
-// directory. Kept here because callers outside this package may use
-// it, even though the in-package consumer (Expand) is gone.
-//
-// TODO: relocate alongside the templates handler if no other callers
-// surface, or delete entirely after a deprecation cycle.
-func findTemplateDirByName(configsDir, name string) string {
-	normalized := normalizeName(name)
-
-	candidate := filepath.Join(configsDir, normalized)
-	if _, err := os.Stat(filepath.Join(candidate, "config.yaml")); err == nil {
-		return candidate
-	}
-
-	// Fall back to scanning all dirs
-	entries, err := os.ReadDir(configsDir)
-	if err != nil {
-		return ""
-	}
-	for _, e := range entries {
-		if !e.IsDir() {
-			continue
-		}
-		cfgPath := filepath.Join(configsDir, e.Name(), "config.yaml")
-		data, err := os.ReadFile(cfgPath)
-		if err != nil {
-			continue
-		}
-		var cfg struct {
-			Name string `yaml:"name"`
-		}
-		if json.Unmarshal(data, &cfg) == nil && cfg.Name == name {
-			return filepath.Join(configsDir, e.Name())
-		}
-		if yaml.Unmarshal(data, &cfg) == nil && cfg.Name == name {
-			return filepath.Join(configsDir, e.Name())
-		}
-	}
-	return ""
-}

workspace-server/internal/handlers/team_test.go

@@ -1,130 +0,0 @@
-package handlers
-
-import (
-	"encoding/json"
-	"net/http"
-	"net/http/httptest"
-	"os"
-	"path/filepath"
-	"testing"
-
-	"github.com/DATA-DOG/go-sqlmock"
-	"github.com/gin-gonic/gin"
-)
-
-// ---------- TeamHandler: Collapse ----------
-
-func TestTeamCollapse_NoChildren(t *testing.T) {
-	mock := setupTestDB(t)
-	setupTestRedis(t)
-	broadcaster := newTestBroadcaster()
-	handler := NewTeamHandler(broadcaster, NewWorkspaceHandler(broadcaster, nil, "http://localhost:8080", t.TempDir()), "http://localhost:8080", "/tmp/configs")
-
-	// No children
-	mock.ExpectQuery("SELECT id, name FROM workspaces WHERE parent_id").
-		WithArgs("ws-parent").
-		WillReturnRows(sqlmock.NewRows([]string{"id", "name"}))
-
-	// WORKSPACE_COLLAPSED broadcast
-	mock.ExpectExec("INSERT INTO structure_events").
-		WillReturnResult(sqlmock.NewResult(0, 1))
-
-	w := httptest.NewRecorder()
-	c, _ := gin.CreateTestContext(w)
-	c.Params = gin.Params{{Key: "id", Value: "ws-parent"}}
-	c.Request = httptest.NewRequest("POST", "/", nil)
-
-	handler.Collapse(c)
-
-	if w.Code != http.StatusOK {
-		t.Errorf("expected 200, got %d: %s", w.Code, w.Body.String())
-	}
-	var resp map[string]interface{}
-	json.Unmarshal(w.Body.Bytes(), &resp)
-	if resp["status"] != "collapsed" {
-		t.Errorf("expected status 'collapsed', got %v", resp["status"])
-	}
-}
-
-func TestTeamCollapse_WithChildren(t *testing.T) {
-	mock := setupTestDB(t)
-	setupTestRedis(t)
-	broadcaster := newTestBroadcaster()
-	handler := NewTeamHandler(broadcaster, NewWorkspaceHandler(broadcaster, nil, "http://localhost:8080", t.TempDir()), "http://localhost:8080", "/tmp/configs")
-
-	// Two children
-	mock.ExpectQuery("SELECT id, name FROM workspaces WHERE parent_id").
-		WithArgs("ws-parent").
-		WillReturnRows(sqlmock.NewRows([]string{"id", "name"}).
-			AddRow("child-1", "Worker A").
-			AddRow("child-2", "Worker B"))
-
-	// UPDATE + DELETE + broadcast for child-1
-	mock.ExpectExec("UPDATE workspaces SET status =").
-		WithArgs("child-1").
-		WillReturnResult(sqlmock.NewResult(0, 1))
-	mock.ExpectExec("DELETE FROM canvas_layouts").
-		WithArgs("child-1").
-		WillReturnResult(sqlmock.NewResult(0, 1))
-	mock.ExpectExec("INSERT INTO structure_events").
-		WillReturnResult(sqlmock.NewResult(0, 1))
-
-	// UPDATE + DELETE + broadcast for child-2
-	mock.ExpectExec("UPDATE workspaces SET status =").
-		WithArgs("child-2").
-		WillReturnResult(sqlmock.NewResult(0, 1))
-	mock.ExpectExec("DELETE FROM canvas_layouts").
-		WithArgs("child-2").
-		WillReturnResult(sqlmock.NewResult(0, 1))
-	mock.ExpectExec("INSERT INTO structure_events").
-		WillReturnResult(sqlmock.NewResult(0, 1))
-
-	// WORKSPACE_COLLAPSED broadcast for parent
-	mock.ExpectExec("INSERT INTO structure_events").
-		WillReturnResult(sqlmock.NewResult(0, 1))
-
-	w := httptest.NewRecorder()
-	c, _ := gin.CreateTestContext(w)
-	c.Params = gin.Params{{Key: "id", Value: "ws-parent"}}
-	c.Request = httptest.NewRequest("POST", "/", nil)
-
-	handler.Collapse(c)
-
-	if w.Code != http.StatusOK {
-		t.Errorf("expected 200, got %d: %s", w.Code, w.Body.String())
-	}
-	var resp map[string]interface{}
-	json.Unmarshal(w.Body.Bytes(), &resp)
-	removed, ok := resp["removed"].([]interface{})
-	if !ok || len(removed) != 2 {
-		t.Errorf("expected 2 removed children, got %v", resp["removed"])
-	}
-}
-// ---------- findTemplateDirByName helper ----------
-
-func TestFindTemplateDirByName_DirectMatch(t *testing.T) {
-	dir := t.TempDir()
-	subDir := filepath.Join(dir, "mybot")
-	os.MkdirAll(subDir, 0755)
-	os.WriteFile(filepath.Join(subDir, "config.yaml"), []byte("name: MyBot"), 0644)
-
-	result := findTemplateDirByName(dir, "mybot")
-	if result != subDir {
-		t.Errorf("expected %s, got %s", subDir, result)
-	}
-}
-
-func TestFindTemplateDirByName_NotFound(t *testing.T) {
-	dir := t.TempDir()
-	result := findTemplateDirByName(dir, "nonexistent")
-	if result != "" {
-		t.Errorf("expected empty string, got %s", result)
-	}
-}
-
-func TestFindTemplateDirByName_InvalidConfigsDir(t *testing.T) {
-	result := findTemplateDirByName("/nonexistent/path", "anything")
-	if result != "" {
-		t.Errorf("expected empty string for invalid dir, got %s", result)
-	}
-}

workspace-server/internal/handlers/template_import.go

@@ -36,8 +36,14 @@ func normalizeName(name string) string {
 	return result
 }
 
-// generateDefaultConfig creates a config.yaml from detected prompt files and skills.
-func generateDefaultConfig(name string, files map[string]string) string {
+// generateDefaultConfig creates a config.yaml from detected prompt files
+// and skills. tier is the deployment-aware default (caller passes
+// h.wh.DefaultTier() — T4 on SaaS, T3 on self-hosted) so the generated
+// file matches what POST /workspaces would default to. Pre-#2910 this
+// was hardcoded to 3, which split-brained with the create-handler
+// default on SaaS (T4) and pinned newly-imported templates at T3 even
+// when downstream Create paths picked T4.
+func generateDefaultConfig(name string, files map[string]string, tier int) string {
 	promptFiles := []string{}
 	skillSet := map[string]bool{}
 
@@ -74,9 +80,15 @@ func generateDefaultConfig(name string, files map[string]string) string {
 	var cfg strings.Builder
 	cfg.WriteString(`name: "` + escaped + `"` + "\n")
 	cfg.WriteString("description: Imported agent\n")
-	// Default to tier 3 ("Privileged") — matches the workspace.go
-	// create handler default. See its comment for rationale.
-	cfg.WriteString("version: 1.0.0\ntier: 3\n")
+	// Tier is SaaS-aware via the caller's DefaultTier (#2910 PR-B).
+	// Bounds-checked: invalid input falls back to T3 (the historical
+	// default + the safer-of-the-two when the deployment mode can't
+	// be resolved).
+	if tier < 1 || tier > 4 {
+		tier = 3
+	}
+	cfg.WriteString("version: 1.0.0\n")
+	cfg.WriteString(fmt.Sprintf("tier: %d\n", tier))
 	cfg.WriteString("model: anthropic:claude-haiku-4-5-20251001\n")
 	cfg.WriteString("\nprompt_files:\n")
 	if len(promptFiles) > 0 {
@@ -148,7 +160,11 @@ func (h *TemplatesHandler) Import(c *gin.Context) {
 
 	// Auto-generate config.yaml if not provided
 	if _, exists := body.Files["config.yaml"]; !exists {
-		cfg := generateDefaultConfig(body.Name, body.Files)
+		tier := 3
+		if h.wh != nil {
+			tier = h.wh.DefaultTier()
+		}
+		cfg := generateDefaultConfig(body.Name, body.Files, tier)
 		if err := os.WriteFile(filepath.Join(destDir, "config.yaml"), []byte(cfg), 0600); err != nil {
 			c.JSON(http.StatusInternalServerError, gin.H{"error": "failed to write config.yaml"})
 			return
@@ -227,7 +243,11 @@ func (h *TemplatesHandler) ReplaceFiles(c *gin.Context) {
 		if _, exists := body.Files["config.yaml"]; !exists {
 			// Check if config.yaml exists in container
 			if _, err := h.execInContainer(ctx, containerName, []string{"test", "-f", "/configs/config.yaml"}); err != nil {
-				cfg := generateDefaultConfig(wsName, body.Files)
+				tier := 3
+				if h.wh != nil {
+					tier = h.wh.DefaultTier()
+				}
+				cfg := generateDefaultConfig(wsName, body.Files, tier)
 				singleFile := map[string]string{"config.yaml": cfg}
 				h.copyFilesToContainer(ctx, containerName, "/configs", singleFile)
 			}

workspace-server/internal/handlers/template_import_test.go

@@ -55,7 +55,7 @@ func TestGenerateDefaultConfig_WithFiles(t *testing.T) {
 		"skills/review/templates.md": "Templates",
 	}
 
-	cfg := generateDefaultConfig("Test Agent", files)
+	cfg := generateDefaultConfig("Test Agent", files, 3)
 
 	// Name is emitted as a double-quoted scalar (#221 sanitizer).
 	if !strings.Contains(cfg, `name: "Test Agent"`) {
@@ -85,7 +85,7 @@ func TestGenerateDefaultConfig_Empty(t *testing.T) {
 		"data/something.json": `{"key": "value"}`,
 	}
 
-	cfg := generateDefaultConfig("Empty Agent", files)
+	cfg := generateDefaultConfig("Empty Agent", files, 3)
 
 	if !strings.Contains(cfg, `name: "Empty Agent"`) {
 		t.Errorf("config should contain quoted agent name, got:\n%s", cfg)
@@ -134,7 +134,7 @@ func TestGenerateDefaultConfig_YAMLInjection(t *testing.T) {
 
 	for _, tc := range adversarialCases {
 		t.Run(tc.desc, func(t *testing.T) {
-			cfg := generateDefaultConfig(tc.name, map[string]string{})
+			cfg := generateDefaultConfig(tc.name, map[string]string{}, 3)
 			var parsed map[string]interface{}
 			if err := yaml.Unmarshal([]byte(cfg), &parsed); err != nil {
 				t.Fatalf("sanitized config does not parse as YAML: %v\n--- config ---\n%s", err, cfg)
@@ -205,7 +205,7 @@ func TestImport_Success(t *testing.T) {
 	setupTestRedis(t)
 
 	tmpDir := t.TempDir()
-	handler := NewTemplatesHandler(tmpDir, nil)
+	handler := NewTemplatesHandler(tmpDir, nil, nil)
 
 	body := `{
 		"name": "New Agent",
@@ -245,7 +245,7 @@ func TestImport_MissingName(t *testing.T) {
 	setupTestDB(t)
 	setupTestRedis(t)
 
-	handler := NewTemplatesHandler(t.TempDir(), nil)
+	handler := NewTemplatesHandler(t.TempDir(), nil, nil)
 
 	body := `{"files": {"test.md": "content"}}`
 
@@ -265,7 +265,7 @@ func TestImport_TooManyFiles(t *testing.T) {
 	setupTestDB(t)
 	setupTestRedis(t)
 
-	handler := NewTemplatesHandler(t.TempDir(), nil)
+	handler := NewTemplatesHandler(t.TempDir(), nil, nil)
 
 	files := make(map[string]string)
 	for i := 0; i <= maxUploadFiles; i++ {
@@ -296,7 +296,7 @@ func TestImport_AlreadyExists(t *testing.T) {
 	tmpDir := t.TempDir()
 	os.MkdirAll(filepath.Join(tmpDir, "existing-agent"), 0755)
 
-	handler := NewTemplatesHandler(tmpDir, nil)
+	handler := NewTemplatesHandler(tmpDir, nil, nil)
 
 	body := `{"name": "Existing Agent", "files": {"test.md": "content"}}`
 
@@ -317,7 +317,7 @@ func TestImport_WithConfigYaml(t *testing.T) {
 	setupTestRedis(t)
 
 	tmpDir := t.TempDir()
-	handler := NewTemplatesHandler(tmpDir, nil)
+	handler := NewTemplatesHandler(tmpDir, nil, nil)
 
 	body := `{
 		"name": "Custom Agent",
@@ -354,7 +354,7 @@ func TestReplaceFiles_MissingBody(t *testing.T) {
 	setupTestDB(t)
 	setupTestRedis(t)
 
-	handler := NewTemplatesHandler(t.TempDir(), nil)
+	handler := NewTemplatesHandler(t.TempDir(), nil, nil)
 
 	w := httptest.NewRecorder()
 	c, _ := gin.CreateTestContext(w)
@@ -373,7 +373,7 @@ func TestReplaceFiles_TooManyFiles(t *testing.T) {
 	setupTestDB(t)
 	setupTestRedis(t)
 
-	handler := NewTemplatesHandler(t.TempDir(), nil)
+	handler := NewTemplatesHandler(t.TempDir(), nil, nil)
 
 	files := make(map[string]string)
 	for i := 0; i <= maxUploadFiles; i++ {
@@ -398,7 +398,7 @@ func TestReplaceFiles_WorkspaceNotFound(t *testing.T) {
 	mock := setupTestDB(t)
 	setupTestRedis(t)
 
-	handler := NewTemplatesHandler(t.TempDir(), nil)
+	handler := NewTemplatesHandler(t.TempDir(), nil, nil)
 
 	// ReplaceFiles now selects (name, instance_id, runtime) for the
 	// restart-cascade. Match the full column list rather than just the
@@ -429,7 +429,7 @@ func TestReplaceFiles_PathTraversal(t *testing.T) {
 	mock := setupTestDB(t)
 	setupTestRedis(t)
 
-	handler := NewTemplatesHandler(t.TempDir(), nil)
+	handler := NewTemplatesHandler(t.TempDir(), nil, nil)
 
 	mock.ExpectQuery(`SELECT name, COALESCE\(instance_id, ''\), COALESCE\(runtime, ''\) FROM workspaces WHERE id =`).
 		WithArgs("ws-rf-pt").

workspace-server/internal/handlers/templates.go

@@ -31,10 +31,20 @@ const maxUploadFiles = 200
 type TemplatesHandler struct {
 	configsDir string
 	docker     *client.Client
+	// wh is used by Import and ReplaceFiles to call DefaultTier() so a
+	// generated config.yaml's tier matches the SaaS-vs-self-hosted
+	// boundary (#2910 PR-B). nil-tolerant — the field is unused when
+	// the caller doesn't import templates that need a fresh config
+	// generated.
+	wh *WorkspaceHandler
 }
 
-func NewTemplatesHandler(configsDir string, dockerCli *client.Client) *TemplatesHandler {
-	return &TemplatesHandler{configsDir: configsDir, docker: dockerCli}
+// NewTemplatesHandler constructs a TemplatesHandler. wh may be nil for
+// callers that only use the read-only template surfaces (List,
+// ReadFile, ListFiles). Import + ReplaceFiles need wh non-nil so the
+// generated config.yaml picks the SaaS-aware default tier.
+func NewTemplatesHandler(configsDir string, dockerCli *client.Client, wh *WorkspaceHandler) *TemplatesHandler {
+	return &TemplatesHandler{configsDir: configsDir, docker: dockerCli, wh: wh}
 }
 
 // modelSpec describes a single supported model on a template: its id (sent

workspace-server/internal/handlers/templates_test.go

@@ -53,7 +53,7 @@ func TestTemplatesList_EmptyDir(t *testing.T) {
 	setupTestRedis(t)
 
 	tmpDir := t.TempDir()
-	handler := NewTemplatesHandler(tmpDir, nil)
+	handler := NewTemplatesHandler(tmpDir, nil, nil)
 
 	w := httptest.NewRecorder()
 	c, _ := gin.CreateTestContext(w)
@@ -99,7 +99,7 @@ skills:
 	// Create a directory without config.yaml (should be skipped)
 	os.MkdirAll(filepath.Join(tmpDir, "no-config"), 0755)
 
-	handler := NewTemplatesHandler(tmpDir, nil)
+	handler := NewTemplatesHandler(tmpDir, nil, nil)
 
 	w := httptest.NewRecorder()
 	c, _ := gin.CreateTestContext(w)
@@ -160,7 +160,7 @@ skills: []
 		t.Fatalf("write: %v", err)
 	}
 
-	handler := NewTemplatesHandler(tmpDir, nil)
+	handler := NewTemplatesHandler(tmpDir, nil, nil)
 	w := httptest.NewRecorder()
 	c, _ := gin.CreateTestContext(w)
 	c.Request = httptest.NewRequest("GET", "/templates", nil)
@@ -237,7 +237,7 @@ skills: []
 		t.Fatalf("write: %v", err)
 	}
 
-	handler := NewTemplatesHandler(tmpDir, nil)
+	handler := NewTemplatesHandler(tmpDir, nil, nil)
 	w := httptest.NewRecorder()
 	c, _ := gin.CreateTestContext(w)
 	c.Request = httptest.NewRequest("GET", "/templates", nil)
@@ -315,7 +315,7 @@ skills: []
 		t.Fatalf("write: %v", err)
 	}
 
-	handler := NewTemplatesHandler(tmpDir, nil)
+	handler := NewTemplatesHandler(tmpDir, nil, nil)
 	w := httptest.NewRecorder()
 	c, _ := gin.CreateTestContext(w)
 	c.Request = httptest.NewRequest("GET", "/templates", nil)
@@ -434,7 +434,7 @@ skills: []
 		t.Fatalf("write: %v", err)
 	}
 
-	handler := NewTemplatesHandler(tmpDir, nil)
+	handler := NewTemplatesHandler(tmpDir, nil, nil)
 	w := httptest.NewRecorder()
 	c, _ := gin.CreateTestContext(w)
 	c.Request = httptest.NewRequest("GET", "/templates", nil)
@@ -512,7 +512,7 @@ skills: []
 		t.Fatalf("write: %v", err)
 	}
 
-	handler := NewTemplatesHandler(tmpDir, nil)
+	handler := NewTemplatesHandler(tmpDir, nil, nil)
 	w := httptest.NewRecorder()
 	c, _ := gin.CreateTestContext(w)
 	c.Request = httptest.NewRequest("GET", "/templates", nil)
@@ -555,7 +555,7 @@ skills: []
 		t.Fatalf("write: %v", err)
 	}
 
-	handler := NewTemplatesHandler(tmpDir, nil)
+	handler := NewTemplatesHandler(tmpDir, nil, nil)
 	w := httptest.NewRecorder()
 	c, _ := gin.CreateTestContext(w)
 	c.Request = httptest.NewRequest("GET", "/templates", nil)
@@ -589,7 +589,7 @@ skills: []
 		t.Fatalf("write: %v", err)
 	}
 
-	handler := NewTemplatesHandler(tmpDir, nil)
+	handler := NewTemplatesHandler(tmpDir, nil, nil)
 	w := httptest.NewRecorder()
 	c, _ := gin.CreateTestContext(w)
 	c.Request = httptest.NewRequest("GET", "/templates", nil)
@@ -661,7 +661,7 @@ skills: []
 	log.SetOutput(&logBuf)
 	defer log.SetOutput(prevOutput)
 
-	handler := NewTemplatesHandler(tmpDir, nil)
+	handler := NewTemplatesHandler(tmpDir, nil, nil)
 	w := httptest.NewRecorder()
 	c, _ := gin.CreateTestContext(w)
 	c.Request = httptest.NewRequest("GET", "/templates", nil)
@@ -698,7 +698,7 @@ func TestTemplatesList_NonexistentDir(t *testing.T) {
 	setupTestDB(t)
 	setupTestRedis(t)
 
-	handler := NewTemplatesHandler("/nonexistent/path/to/templates", nil)
+	handler := NewTemplatesHandler("/nonexistent/path/to/templates", nil, nil)
 
 	w := httptest.NewRecorder()
 	c, _ := gin.CreateTestContext(w)
@@ -723,7 +723,7 @@ func TestListFiles_InvalidRoot(t *testing.T) {
 	mock := setupTestDB(t)
 	setupTestRedis(t)
 
-	handler := NewTemplatesHandler(t.TempDir(), nil)
+	handler := NewTemplatesHandler(t.TempDir(), nil, nil)
 
 	w := httptest.NewRecorder()
 	c, _ := gin.CreateTestContext(w)
@@ -748,7 +748,7 @@ func TestListFiles_WorkspaceNotFound(t *testing.T) {
 	mock := setupTestDB(t)
 	setupTestRedis(t)
 
-	handler := NewTemplatesHandler(t.TempDir(), nil)
+	handler := NewTemplatesHandler(t.TempDir(), nil, nil)
 
 	mock.ExpectQuery("SELECT name FROM workspaces WHERE id =").
 		WithArgs("ws-nonexist").
@@ -775,7 +775,7 @@ func TestListFiles_FallbackToHost_NoTemplate(t *testing.T) {
 	setupTestRedis(t)
 
 	tmpDir := t.TempDir()
-	handler := NewTemplatesHandler(tmpDir, nil) // nil docker = no container
+	handler := NewTemplatesHandler(tmpDir, nil, nil) // nil docker = no container
 
 	mock.ExpectQuery("SELECT name FROM workspaces WHERE id =").
 		WithArgs("ws-fallback").
@@ -815,7 +815,7 @@ func TestListFiles_FallbackToHost_WithTemplate(t *testing.T) {
 	os.WriteFile(filepath.Join(tmplDir, "config.yaml"), []byte("name: Test Agent\n"), 0644)
 	os.WriteFile(filepath.Join(tmplDir, "system-prompt.md"), []byte("# prompt"), 0644)
 
-	handler := NewTemplatesHandler(tmpDir, nil)
+	handler := NewTemplatesHandler(tmpDir, nil, nil)
 
 	mock.ExpectQuery("SELECT name FROM workspaces WHERE id =").
 		WithArgs("ws-tmpl").
@@ -849,7 +849,7 @@ func TestReadFile_PathTraversal(t *testing.T) {
 	setupTestDB(t)
 	setupTestRedis(t)
 
-	handler := NewTemplatesHandler(t.TempDir(), nil)
+	handler := NewTemplatesHandler(t.TempDir(), nil, nil)
 
 	w := httptest.NewRecorder()
 	c, _ := gin.CreateTestContext(w)
@@ -870,7 +870,7 @@ func TestReadFile_InvalidRoot(t *testing.T) {
 	setupTestDB(t)
 	setupTestRedis(t)
 
-	handler := NewTemplatesHandler(t.TempDir(), nil)
+	handler := NewTemplatesHandler(t.TempDir(), nil, nil)
 
 	w := httptest.NewRecorder()
 	c, _ := gin.CreateTestContext(w)
@@ -892,7 +892,7 @@ func TestReadFile_WorkspaceNotFound(t *testing.T) {
 	mock := setupTestDB(t)
 	setupTestRedis(t)
 
-	handler := NewTemplatesHandler(t.TempDir(), nil)
+	handler := NewTemplatesHandler(t.TempDir(), nil, nil)
 
 	mock.ExpectQuery(`SELECT name, COALESCE\(instance_id, ''\), COALESCE\(runtime, ''\) FROM workspaces WHERE id =`).
 		WithArgs("ws-nf").
@@ -926,7 +926,7 @@ func TestReadFile_FallbackToHost_Success(t *testing.T) {
 	os.MkdirAll(tmplDir, 0755)
 	os.WriteFile(filepath.Join(tmplDir, "config.yaml"), []byte("name: Reader Agent\ntier: 1\n"), 0644)
 
-	handler := NewTemplatesHandler(tmpDir, nil)
+	handler := NewTemplatesHandler(tmpDir, nil, nil)
 
 	// instance_id="" → SaaS branch skipped → falls through to local
 	// Docker / template-dir host fallback (the only path the test
@@ -967,7 +967,7 @@ func TestReadFile_FallbackToHost_NotFound(t *testing.T) {
 	setupTestRedis(t)
 
 	tmpDir := t.TempDir()
-	handler := NewTemplatesHandler(tmpDir, nil)
+	handler := NewTemplatesHandler(tmpDir, nil, nil)
 
 	mock.ExpectQuery(`SELECT name, COALESCE\(instance_id, ''\), COALESCE\(runtime, ''\) FROM workspaces WHERE id =`).
 		WithArgs("ws-nofile").
@@ -999,7 +999,7 @@ func TestWriteFile_PathTraversal(t *testing.T) {
 	setupTestDB(t)
 	setupTestRedis(t)
 
-	handler := NewTemplatesHandler(t.TempDir(), nil)
+	handler := NewTemplatesHandler(t.TempDir(), nil, nil)
 
 	w := httptest.NewRecorder()
 	c, _ := gin.CreateTestContext(w)
@@ -1023,7 +1023,7 @@ func TestWriteFile_InvalidBody(t *testing.T) {
 	setupTestDB(t)
 	setupTestRedis(t)
 
-	handler := NewTemplatesHandler(t.TempDir(), nil)
+	handler := NewTemplatesHandler(t.TempDir(), nil, nil)
 
 	w := httptest.NewRecorder()
 	c, _ := gin.CreateTestContext(w)
@@ -1046,7 +1046,7 @@ func TestWriteFile_WorkspaceNotFound(t *testing.T) {
 	mock := setupTestDB(t)
 	setupTestRedis(t)
 
-	handler := NewTemplatesHandler(t.TempDir(), nil)
+	handler := NewTemplatesHandler(t.TempDir(), nil, nil)
 
 	mock.ExpectQuery(`SELECT name, COALESCE\(instance_id, ''\), COALESCE\(runtime, ''\) FROM workspaces WHERE id =`).
 		WithArgs("ws-wf-nf").
@@ -1080,7 +1080,7 @@ func TestDeleteFile_PathTraversal(t *testing.T) {
 	setupTestDB(t)
 	setupTestRedis(t)
 
-	handler := NewTemplatesHandler(t.TempDir(), nil)
+	handler := NewTemplatesHandler(t.TempDir(), nil, nil)
 
 	w := httptest.NewRecorder()
 	c, _ := gin.CreateTestContext(w)
@@ -1101,7 +1101,7 @@ func TestDeleteFile_WorkspaceNotFound(t *testing.T) {
 	mock := setupTestDB(t)
 	setupTestRedis(t)
 
-	handler := NewTemplatesHandler(t.TempDir(), nil)
+	handler := NewTemplatesHandler(t.TempDir(), nil, nil)
 
 	mock.ExpectQuery("SELECT name FROM workspaces WHERE id =").
 		WithArgs("ws-del-nf").
@@ -1133,7 +1133,7 @@ func TestResolveTemplateDir_ByNormalizedName(t *testing.T) {
 	tmplDir := filepath.Join(tmpDir, "my-agent")
 	os.MkdirAll(tmplDir, 0755)
 
-	handler := NewTemplatesHandler(tmpDir, nil)
+	handler := NewTemplatesHandler(tmpDir, nil, nil)
 	result := handler.resolveTemplateDir("My Agent")
 
 	if result != tmplDir {
@@ -1143,7 +1143,7 @@ func TestResolveTemplateDir_ByNormalizedName(t *testing.T) {
 
 func TestResolveTemplateDir_NotFound(t *testing.T) {
 	tmpDir := t.TempDir()
-	handler := NewTemplatesHandler(tmpDir, nil)
+	handler := NewTemplatesHandler(tmpDir, nil, nil)
 	result := handler.resolveTemplateDir("Nonexistent Agent")
 
 	if result != "" {
@@ -1177,7 +1177,7 @@ func TestCWE78_DeleteFile_TraversalVariants(t *testing.T) {
 			setupTestDB(t)
 			setupTestRedis(t)
 
-			handler := NewTemplatesHandler(t.TempDir(), nil)
+			handler := NewTemplatesHandler(t.TempDir(), nil, nil)
 
 			w := httptest.NewRecorder()
 			c, _ := gin.CreateTestContext(w)

workspace-server/internal/handlers/workspace.go

@@ -148,15 +148,15 @@ func (h *WorkspaceHandler) Create(c *gin.Context) {
 	id := uuid.New().String()
 	awarenessNamespace := workspaceAwarenessNamespace(id)
 	if payload.Tier == 0 {
-		// Default to T3 ("Privileged"). T3 gives agents a read_write
-		// workspace mount + Docker daemon access — the level most
-		// templates need to do real work. Lower tiers (T1 sandboxed,
-		// T2 standard) stay available as explicit opt-ins for
-		// low-trust agents. Matches the Canvas CreateWorkspaceDialog
-		// default for self-hosted hosts (SaaS defaults to T4 via
-		// CreateWorkspaceDialog because each SaaS workspace runs on
-		// its own sibling EC2).
-		payload.Tier = 3
+		// SaaS-aware default. SaaS → T4 (full host access; each
+		// workspace runs on its own sibling EC2 so the tier boundary
+		// is a Docker resource limit on the only container present —
+		// no neighbour to protect from). Self-hosted → T3 (read-write
+		// workspace mount + Docker daemon access, most templates'
+		// baseline). Lower tiers (T1 sandboxed, T2 standard) remain
+		// explicit opt-ins for low-trust agents. Matches the canvas
+		// CreateWorkspaceDialog defaults so the API and the UI agree.
+		payload.Tier = h.DefaultTier()
 	}
 
 	// Detect runtime + default model from template config.yaml when the

workspace-server/internal/handlers/workspace_dispatchers.go

@@ -35,6 +35,7 @@ import (
 	"time"
 
 	"github.com/Molecule-AI/molecule-monorepo/platform/internal/models"
+	"github.com/Molecule-AI/molecule-monorepo/platform/internal/provlog"
 )
 
 // HasProvisioner reports whether either backend (CP or local Docker) is
@@ -49,6 +50,32 @@ func (h *WorkspaceHandler) HasProvisioner() bool {
 	return h.cpProv != nil || h.provisioner != nil
 }
 
+// IsSaaS reports whether the CP (EC2) provisioner is wired. Each SaaS
+// workspace runs on its own sibling EC2, so the per-workspace tier
+// boundary is a Docker resource limit applied to the only container
+// on that EC2 — there's no neighbour to protect from. Self-hosted
+// runs many workspaces in one Docker daemon on a single host, so
+// the tier-2-by-default safe-neighbour-share posture stays.
+//
+// Tier defaults across Create / OrgImport / canvas EmptyState branch
+// on IsSaaS so SaaS users get T4 (full host access) by default and
+// self-hosted users keep the lower-trust caps.
+func (h *WorkspaceHandler) IsSaaS() bool {
+	return h.cpProv != nil
+}
+
+// DefaultTier is the SaaS-aware default tier. T4 on SaaS (single
+// container per EC2 — full host access matches the boundary), T3 on
+// self-hosted (read-write workspace mount + Docker daemon access,
+// most templates' baseline). Callers default to this when the user
+// hasn't explicitly picked a tier.
+func (h *WorkspaceHandler) DefaultTier() int {
+	if h.IsSaaS() {
+		return 4
+	}
+	return 3
+}
+
 // provisionWorkspaceAuto picks the backend (CP for SaaS, local Docker
 // for self-hosted) and starts provisioning in a goroutine. Returns true
 // when a backend was kicked off, false when neither is wired.
@@ -75,6 +102,14 @@ func (h *WorkspaceHandler) HasProvisioner() bool {
 // lives in prepareProvisionContext (shared by both per-backend
 // goroutines).
 func (h *WorkspaceHandler) provisionWorkspaceAuto(workspaceID, templatePath string, configFiles map[string][]byte, payload models.CreateWorkspacePayload) bool {
+	provlog.Event("provision.start", map[string]any{
+		"workspace_id": workspaceID,
+		"name":         payload.Name,
+		"tier":         payload.Tier,
+		"runtime":      payload.Runtime,
+		"template":     payload.Template,
+		"sync":         false,
+	})
 	if h.cpProv != nil {
 		go h.provisionWorkspaceCP(workspaceID, templatePath, configFiles, payload)
 		return true
@@ -110,6 +145,14 @@ func (h *WorkspaceHandler) provisionWorkspaceAuto(workspaceID, templatePath stri
 // Keep these two helpers in sync — when one grows a new arm (third
 // backend, retry semantics), the other should too.
 func (h *WorkspaceHandler) provisionWorkspaceAutoSync(workspaceID, templatePath string, configFiles map[string][]byte, payload models.CreateWorkspacePayload) bool {
+	provlog.Event("provision.start", map[string]any{
+		"workspace_id": workspaceID,
+		"name":         payload.Name,
+		"tier":         payload.Tier,
+		"runtime":      payload.Runtime,
+		"template":     payload.Template,
+		"sync":         true,
+	})
 	if h.cpProv != nil {
 		h.provisionWorkspaceCP(workspaceID, templatePath, configFiles, payload)
 		return true

workspace-server/internal/handlers/workspace_restart.go

@@ -12,6 +12,7 @@ import (
 
 	"github.com/Molecule-AI/molecule-monorepo/platform/internal/db"
 	"github.com/Molecule-AI/molecule-monorepo/platform/internal/models"
+	"github.com/Molecule-AI/molecule-monorepo/platform/internal/provlog"
 	"github.com/gin-gonic/gin"
 )
 
@@ -431,6 +432,16 @@ func coalesceRestart(workspaceID string, cycle func()) {
 // NPE'd before reaching the reprovision step — which is why every SaaS dead-
 // agent incident pre-this-fix required manual restart from canvas.
 func (h *WorkspaceHandler) stopForRestart(ctx context.Context, workspaceID string) {
+	backend := "none"
+	if h.provisioner != nil {
+		backend = "docker"
+	} else if h.cpProv != nil {
+		backend = "cp"
+	}
+	provlog.Event("restart.pre_stop", map[string]any{
+		"workspace_id": workspaceID,
+		"backend":      backend,
+	})
 	if h.provisioner != nil {
 		h.provisioner.Stop(ctx, workspaceID)
 		return

workspace-server/internal/handlers/workspaces_insert_allowlist_test.go

@@ -0,0 +1,159 @@
+package handlers
+
+import (
+	"go/ast"
+	"go/parser"
+	"go/token"
+	"os"
+	"path/filepath"
+	"sort"
+	"strconv"
+	"strings"
+	"testing"
+)
+
+// TestINSERTworkspacesAllowlist enumerates every function in this
+// package that emits an `INSERT INTO workspaces (` SQL literal, and
+// pins the result against an explicit allowlist. New entries fail the
+// build until a reviewer adds them — forcing the question "what
+// makes this INSERT idempotent?" at PR-review time, not after the
+// next bulk-create leak.
+//
+// Pairs with TestCreateWorkspaceTree_CallsLookupBeforeInsert (the
+// behavior pin for the one bulk path). Together they close the
+// regression class: this test catches "did a new function start
+// inserting workspaces?", that test catches "did the existing bulk
+// path drop its idempotency check?". Either fires immediately when
+// drift happens.
+//
+// Why allowlist rather than pure behavior gate (per memory
+// feedback_behavior_based_ast_gates.md): the bulk-create leak class
+// is small + stable (1 path today), and a behavior gate would have
+// to disambiguate "iterating a YAML array of workspaces" from the
+// many other `for ... range` patterns in a Create handler (config
+// lines, secrets map, channels). Type-info-aware AST analysis would
+// catch the YAML-iteration shape but is heavy. Allowlisting is the
+// minimum-viable pin: any PR that adds a new INSERT site is forced
+// to pause, add an entry here, and document the safety mechanism in
+// the comment alongside.
+//
+// RFC #2867 class 1.
+func TestINSERTworkspacesAllowlist(t *testing.T) {
+	// expected[key] = safety mechanism. Keep the comment pinned to
+	// what makes that function safe — if the safety changes, the
+	// allowlist must be re-reviewed.
+	expected := map[string]string{
+		// org_import.createWorkspaceTree: lookupExistingChild
+		// before INSERT (#2868 phase 3). Also pinned by
+		// TestCreateWorkspaceTree_CallsLookupBeforeInsert.
+		"org_import.go:createWorkspaceTree": "lookup-then-insert via lookupExistingChild",
+		// registry.Register: external workspace registers itself with
+		// its known UUID; INSERT is idempotent via ON CONFLICT (id)
+		// DO UPDATE — re-registration upserts, never duplicates.
+		"registry.go:Register": "ON CONFLICT (id) DO UPDATE",
+		// workspace.Create: single-workspace POST /workspaces from a
+		// human or automation. No iteration; payload describes one
+		// workspace; UUID is server-generated. Caller intent IS to
+		// create, so no idempotency check is needed.
+		"workspace.go:Create": "single-workspace POST, server-generated UUID",
+	}
+
+	actual := map[string]string{}
+
+	wd, err := os.Getwd()
+	if err != nil {
+		t.Fatalf("getwd: %v", err)
+	}
+
+	entries, err := os.ReadDir(wd)
+	if err != nil {
+		t.Fatalf("readdir %s: %v", wd, err)
+	}
+	for _, ent := range entries {
+		name := ent.Name()
+		if ent.IsDir() {
+			continue
+		}
+		if !strings.HasSuffix(name, ".go") {
+			continue
+		}
+		if strings.HasSuffix(name, "_test.go") {
+			continue
+		}
+		path := filepath.Join(wd, name)
+		fset := token.NewFileSet()
+		file, err := parser.ParseFile(fset, path, nil, parser.ParseComments)
+		if err != nil {
+			t.Fatalf("parse %s: %v", path, err)
+		}
+		// For each top-level FuncDecl, walk its body and check for an
+		// `INSERT INTO workspaces (` SQL literal in any CallExpr arg.
+		for _, decl := range file.Decls {
+			fn, ok := decl.(*ast.FuncDecl)
+			if !ok || fn.Body == nil {
+				continue
+			}
+			var foundInsert bool
+			ast.Inspect(fn.Body, func(n ast.Node) bool {
+				lit, ok := n.(*ast.BasicLit)
+				if !ok || lit.Kind != token.STRING {
+					return true
+				}
+				raw := lit.Value
+				if unq, err := strconv.Unquote(raw); err == nil {
+					raw = unq
+				}
+				if workspacesInsertRE.MatchString(raw) {
+					foundInsert = true
+					return false
+				}
+				return true
+			})
+			if foundInsert {
+				key := name + ":" + fn.Name.Name
+				actual[key] = "(observed via AST walk)"
+			}
+		}
+	}
+
+	// Compute set diffs so failures point at the specific drift.
+	missing := []string{}
+	unexpected := []string{}
+	for k := range expected {
+		if _, ok := actual[k]; !ok {
+			missing = append(missing, k)
+		}
+	}
+	for k := range actual {
+		if _, ok := expected[k]; !ok {
+			unexpected = append(unexpected, k)
+		}
+	}
+	sort.Strings(missing)
+	sort.Strings(unexpected)
+
+	if len(unexpected) > 0 {
+		t.Errorf(`new function(s) emit `+"`INSERT INTO workspaces (`"+` and aren't in the allowlist:
+  %s
+
+If this is a legitimate addition, add an entry to expected[] in this test
+with the safety mechanism pinned in the comment alongside (lookup-then-
+insert / ON CONFLICT / single-workspace path / etc.). The bulk-create
+regression class needs explicit per-handler review, not silent drift.
+
+Reference: RFC #2867 class 1, sibling test
+TestCreateWorkspaceTree_CallsLookupBeforeInsert.`,
+			strings.Join(unexpected, "\n  "))
+	}
+	if len(missing) > 0 {
+		t.Errorf(`expected function(s) no longer emit `+"`INSERT INTO workspaces (`"+`:
+  %s
+
+Either the function was renamed/deleted (update the allowlist) or the
+INSERT was moved out (verify the new home is also covered). Don't just
+delete the entry — confirm the safety mechanism is still in place
+elsewhere or that the workspace-create path was intentionally
+restructured.`,
+			strings.Join(missing, "\n  "))
+	}
+}

workspace-server/internal/pendinguploads/export_test.go

@@ -0,0 +1,17 @@
+package pendinguploads
+
+import (
+	"context"
+	"time"
+)
+
+// StartSweeperWithIntervalForTest exposes startSweeperWithInterval to
+// the external test package. The production code uses StartSweeper
+// (which pins the canonical SweepInterval); tests pin a short interval
+// to exercise the ticker-driven cycle without burning real wall-clock
+// time. The Go convention `export_test.go` keeps this seam OUT of the
+// production binary — files ending in _test.go are stripped at build
+// time, so this re-export only exists during `go test`.
+func StartSweeperWithIntervalForTest(ctx context.Context, storage Storage, ackRetention, interval time.Duration) {
+	startSweeperWithInterval(ctx, storage, ackRetention, interval)
+}

workspace-server/internal/pendinguploads/storage.go

@@ -85,6 +85,15 @@ type SweepResult struct {
 // Total returns the sum of Acked + Expired — convenient for log lines.
 func (r SweepResult) Total() int { return r.Acked + r.Expired }
 
+// PutItem is one file in a PutBatch call. Same per-field rules as Put —
+// empty content, missing filename, or content > MaxFileBytes is rejected
+// up-front so a bad item in the batch doesn't poison the transaction.
+type PutItem struct {
+	Content  []byte
+	Filename string
+	Mimetype string
+}
+
 // Storage is the platform-side persistence boundary for poll-mode chat
 // uploads. The Postgres implementation backs all callers today; an S3-
 // backed implementation can drop in once RFC #2789 lands by making
@@ -99,6 +108,17 @@ type Storage interface {
 	// content > MaxFileBytes return errors before any DB write.
 	Put(ctx context.Context, workspaceID uuid.UUID, content []byte, filename, mimetype string) (uuid.UUID, error)
 
+	// PutBatch inserts N uploads atomically — either all rows commit or
+	// none do. Returns assigned file_ids in input order on success;
+	// returns an error and does NOT insert any row on failure.
+	//
+	// Use this from multi-file upload handlers so a per-row failure on
+	// row K doesn't leave rows 1..K-1 orphaned in the table (a client
+	// retry would then double-insert them on success). All-or-nothing
+	// semantics match the multipart request the canvas sends — either
+	// the whole batch succeeds or the user re-uploads.
+	PutBatch(ctx context.Context, workspaceID uuid.UUID, items []PutItem) ([]uuid.UUID, error)
+
 	// Get returns the full row including content. Returns ErrNotFound
 	// when the row is absent, acked, or past expires_at. Caller should
 	// not differentiate the three cases in the response — from the
@@ -174,6 +194,64 @@ func (p *PostgresStorage) Put(ctx context.Context, workspaceID uuid.UUID, conten
 	return fileID, nil
 }
 
+// PutBatch inserts every item atomically inside a single Tx. On any
+// per-item validation or per-row INSERT error the Tx is rolled back and
+// the caller sees the error without any rows committed — no partial
+// orphans for a multi-file upload that fails mid-batch.
+//
+// Validation runs BEFORE BEGIN so a bad input shape (empty content,
+// over-cap size) doesn't even open a Tx. Once we're in the Tx, the only
+// failures expected are DB-side (broken connection, statement timeout)
+// — those abort cleanly via Rollback.
+func (p *PostgresStorage) PutBatch(ctx context.Context, workspaceID uuid.UUID, items []PutItem) ([]uuid.UUID, error) {
+	if len(items) == 0 {
+		return nil, nil
+	}
+	for i, it := range items {
+		if len(it.Content) == 0 {
+			return nil, fmt.Errorf("pendinguploads: item %d: empty content", i)
+		}
+		if len(it.Content) > MaxFileBytes {
+			return nil, ErrTooLarge
+		}
+		if it.Filename == "" {
+			return nil, fmt.Errorf("pendinguploads: item %d: empty filename", i)
+		}
+		if len(it.Filename) > 100 {
+			return nil, fmt.Errorf("pendinguploads: item %d: filename exceeds 100 chars", i)
+		}
+	}
+
+	tx, err := p.db.BeginTx(ctx, nil)
+	if err != nil {
+		return nil, fmt.Errorf("pendinguploads: begin tx: %w", err)
+	}
+	// Defer-rollback is safe even after a successful Commit — the second
+	// Rollback is a no-op (database/sql tracks tx state).
+	defer func() {
+		_ = tx.Rollback()
+	}()
+
+	out := make([]uuid.UUID, 0, len(items))
+	for i, it := range items {
+		var fid uuid.UUID
+		err := tx.QueryRowContext(ctx, `
+			INSERT INTO pending_uploads (workspace_id, content, size_bytes, filename, mimetype)
+			VALUES ($1, $2, $3, $4, $5)
+			RETURNING file_id
+		`, workspaceID, it.Content, int64(len(it.Content)), it.Filename, it.Mimetype).Scan(&fid)
+		if err != nil {
+			return nil, fmt.Errorf("pendinguploads: batch insert item %d: %w", i, err)
+		}
+		out = append(out, fid)
+	}
+
+	if err := tx.Commit(); err != nil {
+		return nil, fmt.Errorf("pendinguploads: commit batch: %w", err)
+	}
+	return out, nil
+}
+
 func (p *PostgresStorage) Get(ctx context.Context, fileID uuid.UUID) (Record, error) {
 	// The expires_at + acked_at filter in the WHERE clause means a
 	// caller sees ErrNotFound for absent / acked / expired without

workspace-server/internal/pendinguploads/storage_test.go

@@ -511,3 +511,223 @@ func TestSweepResult_TotalSumsCounts(t *testing.T) {
 		t.Errorf("zero Total = %d, want 0", z.Total())
 	}
 }
+
+// ----- PutBatch -------------------------------------------------------------
+//
+// PutBatch is the multi-file atomic insert path used by uploadPollMode in
+// chat_files.go. The contract that callers rely on:
+//
+//   - Either ALL rows commit, or NONE do — a per-row INSERT failure must
+//     leave the table unchanged (no orphaned rows from a half-applied batch).
+//   - Per-item validation runs BEFORE the Tx opens so a bad input shape
+//     never wastes a BEGIN round-trip.
+//   - Returned []uuid.UUID is in input order — handler maps response back
+//     to the multipart Files[i].
+//
+// sqlmock's ExpectBegin / ExpectQuery / ExpectCommit / ExpectRollback let us
+// pin the exact tx-lifecycle shape; if a future refactor swaps Begin for
+// BeginTx-with-options, the test fails until we re-pin.
+
+func TestPutBatch_HappyPath_AllCommitInOrder(t *testing.T) {
+	db, mock := newMockDB(t)
+	store := pendinguploads.NewPostgres(db)
+
+	wsID := uuid.New()
+	id1, id2, id3 := uuid.New(), uuid.New(), uuid.New()
+
+	mock.ExpectBegin()
+	mock.ExpectQuery(insertSQL).
+		WithArgs(wsID, []byte("aaa"), int64(3), "a.txt", "text/plain").
+		WillReturnRows(sqlmock.NewRows([]string{"file_id"}).AddRow(id1))
+	mock.ExpectQuery(insertSQL).
+		WithArgs(wsID, []byte("bbbb"), int64(4), "b.bin", "application/octet-stream").
+		WillReturnRows(sqlmock.NewRows([]string{"file_id"}).AddRow(id2))
+	mock.ExpectQuery(insertSQL).
+		WithArgs(wsID, []byte("ccccc"), int64(5), "c.pdf", "application/pdf").
+		WillReturnRows(sqlmock.NewRows([]string{"file_id"}).AddRow(id3))
+	mock.ExpectCommit()
+	// Rollback after Commit is a no-op in database/sql; sqlmock allows it
+	// when ExpectCommit was already matched, so we don't need to expect it.
+
+	got, err := store.PutBatch(context.Background(), wsID, []pendinguploads.PutItem{
+		{Content: []byte("aaa"), Filename: "a.txt", Mimetype: "text/plain"},
+		{Content: []byte("bbbb"), Filename: "b.bin", Mimetype: "application/octet-stream"},
+		{Content: []byte("ccccc"), Filename: "c.pdf", Mimetype: "application/pdf"},
+	})
+	if err != nil {
+		t.Fatalf("PutBatch: %v", err)
+	}
+	if len(got) != 3 || got[0] != id1 || got[1] != id2 || got[2] != id3 {
+		t.Errorf("ids out of order or missing: got %v want [%s %s %s]", got, id1, id2, id3)
+	}
+	if err := mock.ExpectationsWereMet(); err != nil {
+		t.Errorf("expectations: %v", err)
+	}
+}
+
+func TestPutBatch_EmptyItems_NoTxNoError(t *testing.T) {
+	db, _ := newMockDB(t) // zero expectations — must NOT round-trip
+	store := pendinguploads.NewPostgres(db)
+
+	got, err := store.PutBatch(context.Background(), uuid.New(), nil)
+	if err != nil {
+		t.Fatalf("expected nil error on empty batch, got %v", err)
+	}
+	if got != nil {
+		t.Errorf("expected nil ids on empty batch, got %v", got)
+	}
+}
+
+func TestPutBatch_RejectsEmptyContent_NoTx(t *testing.T) {
+	db, _ := newMockDB(t)
+	store := pendinguploads.NewPostgres(db)
+
+	_, err := store.PutBatch(context.Background(), uuid.New(), []pendinguploads.PutItem{
+		{Content: []byte("ok"), Filename: "a.txt"},
+		{Content: nil, Filename: "b.txt"},
+	})
+	if err == nil || !strings.Contains(err.Error(), "item 1") || !strings.Contains(err.Error(), "empty content") {
+		t.Fatalf("expected item-1 empty-content error, got %v", err)
+	}
+}
+
+func TestPutBatch_RejectsOversize_ReturnsErrTooLarge(t *testing.T) {
+	db, _ := newMockDB(t)
+	store := pendinguploads.NewPostgres(db)
+
+	too := make([]byte, pendinguploads.MaxFileBytes+1)
+	_, err := store.PutBatch(context.Background(), uuid.New(), []pendinguploads.PutItem{
+		{Content: []byte("ok"), Filename: "small.txt"},
+		{Content: too, Filename: "huge.bin"},
+	})
+	if !errors.Is(err, pendinguploads.ErrTooLarge) {
+		t.Fatalf("expected ErrTooLarge, got %v", err)
+	}
+}
+
+func TestPutBatch_RejectsEmptyFilename_NoTx(t *testing.T) {
+	db, _ := newMockDB(t)
+	store := pendinguploads.NewPostgres(db)
+
+	_, err := store.PutBatch(context.Background(), uuid.New(), []pendinguploads.PutItem{
+		{Content: []byte("hi"), Filename: ""},
+	})
+	if err == nil || !strings.Contains(err.Error(), "item 0") || !strings.Contains(err.Error(), "empty filename") {
+		t.Fatalf("expected item-0 empty-filename error, got %v", err)
+	}
+}
+
+func TestPutBatch_RejectsLongFilename_NoTx(t *testing.T) {
+	db, _ := newMockDB(t)
+	store := pendinguploads.NewPostgres(db)
+
+	long := strings.Repeat("z", 101)
+	_, err := store.PutBatch(context.Background(), uuid.New(), []pendinguploads.PutItem{
+		{Content: []byte("hi"), Filename: "ok.txt"},
+		{Content: []byte("hi"), Filename: long},
+	})
+	if err == nil || !strings.Contains(err.Error(), "item 1") || !strings.Contains(err.Error(), "exceeds 100 chars") {
+		t.Fatalf("expected item-1 too-long-filename error, got %v", err)
+	}
+}
+
+func TestPutBatch_BeginTxError_Wrapped(t *testing.T) {
+	db, mock := newMockDB(t)
+	store := pendinguploads.NewPostgres(db)
+
+	mock.ExpectBegin().WillReturnError(errors.New("conn refused"))
+
+	_, err := store.PutBatch(context.Background(), uuid.New(), []pendinguploads.PutItem{
+		{Content: []byte("hi"), Filename: "a.txt"},
+	})
+	if err == nil || !strings.Contains(err.Error(), "begin tx") {
+		t.Fatalf("expected wrapped begin-tx error, got %v", err)
+	}
+	if err := mock.ExpectationsWereMet(); err != nil {
+		t.Errorf("expectations: %v", err)
+	}
+}
+
+func TestPutBatch_RollsBackOnPerRowError_NoCommit(t *testing.T) {
+	// First INSERT succeeds, second errors. PutBatch MUST NOT issue
+	// Commit; the deferred Rollback unwinds row 1 so neither row commits.
+	// This is the contract that prevents orphan rows on a failed batch.
+	db, mock := newMockDB(t)
+	store := pendinguploads.NewPostgres(db)
+
+	wsID := uuid.New()
+	id1 := uuid.New()
+
+	mock.ExpectBegin()
+	mock.ExpectQuery(insertSQL).
+		WithArgs(wsID, []byte("aaa"), int64(3), "a.txt", "").
+		WillReturnRows(sqlmock.NewRows([]string{"file_id"}).AddRow(id1))
+	mock.ExpectQuery(insertSQL).
+		WithArgs(wsID, []byte("bb"), int64(2), "b.txt", "").
+		WillReturnError(errors.New("statement timeout"))
+	// Critical: Rollback expected, NOT Commit. If a future refactor
+	// accidentally swallows the per-row error and Commits anyway, this
+	// test fails because the unmet ExpectCommit-vs-Rollback shape diverges.
+	mock.ExpectRollback()
+
+	_, err := store.PutBatch(context.Background(), wsID, []pendinguploads.PutItem{
+		{Content: []byte("aaa"), Filename: "a.txt"},
+		{Content: []byte("bb"), Filename: "b.txt"},
+	})
+	if err == nil || !strings.Contains(err.Error(), "batch insert item 1") {
+		t.Fatalf("expected wrapped per-row insert error, got %v", err)
+	}
+	if err := mock.ExpectationsWereMet(); err != nil {
+		t.Errorf("expectations (must rollback, no commit): %v", err)
+	}
+}
+
+func TestPutBatch_RollsBackOnFirstRowError(t *testing.T) {
+	// Edge case: very first INSERT fails. No rows ever staged — but the
+	// Tx still needs to roll back to release the snapshot.
+	db, mock := newMockDB(t)
+	store := pendinguploads.NewPostgres(db)
+
+	wsID := uuid.New()
+	mock.ExpectBegin()
+	mock.ExpectQuery(insertSQL).
+		WithArgs(wsID, []byte("oops"), int64(4), "a.txt", "").
+		WillReturnError(errors.New("constraint violation"))
+	mock.ExpectRollback()
+
+	_, err := store.PutBatch(context.Background(), wsID, []pendinguploads.PutItem{
+		{Content: []byte("oops"), Filename: "a.txt"},
+	})
+	if err == nil || !strings.Contains(err.Error(), "batch insert item 0") {
+		t.Fatalf("expected wrapped item-0 insert error, got %v", err)
+	}
+	if err := mock.ExpectationsWereMet(); err != nil {
+		t.Errorf("expectations: %v", err)
+	}
+}
+
+func TestPutBatch_CommitError_Wrapped(t *testing.T) {
+	// Commit fails after every INSERT succeeded. Postgres has already
+	// rolled back the Tx by this point; we surface the error so the
+	// handler returns 500 and the client retries.
+	db, mock := newMockDB(t)
+	store := pendinguploads.NewPostgres(db)
+
+	wsID := uuid.New()
+	id1 := uuid.New()
+	mock.ExpectBegin()
+	mock.ExpectQuery(insertSQL).
+		WithArgs(wsID, []byte("hi"), int64(2), "a.txt", "").
+		WillReturnRows(sqlmock.NewRows([]string{"file_id"}).AddRow(id1))
+	mock.ExpectCommit().WillReturnError(errors.New("commit broken"))
+
+	_, err := store.PutBatch(context.Background(), wsID, []pendinguploads.PutItem{
+		{Content: []byte("hi"), Filename: "a.txt"},
+	})
+	if err == nil || !strings.Contains(err.Error(), "commit batch") {
+		t.Fatalf("expected wrapped commit error, got %v", err)
+	}
+	if err := mock.ExpectationsWereMet(); err != nil {
+		t.Errorf("expectations: %v", err)
+	}
+}

workspace-server/internal/pendinguploads/sweeper.go

@@ -66,13 +66,13 @@ const sweepDeadline = 30 * time.Second
 // to exercise the ticker-driven sweep path without burning real wall-
 // clock time.
 func StartSweeper(ctx context.Context, storage Storage, ackRetention time.Duration) {
-	StartSweeperWithInterval(ctx, storage, ackRetention, SweepInterval)
+	startSweeperWithInterval(ctx, storage, ackRetention, SweepInterval)
 }
 
-// StartSweeperWithInterval is the test-friendly variant of StartSweeper
+// startSweeperWithInterval is the test-friendly variant of StartSweeper
 // — same loop, but the cadence is caller-specified. Production code
 // should use StartSweeper to keep the SweepInterval constant pinned.
-func StartSweeperWithInterval(ctx context.Context, storage Storage, ackRetention, interval time.Duration) {
+func startSweeperWithInterval(ctx context.Context, storage Storage, ackRetention, interval time.Duration) {
 	if storage == nil {
 		log.Println("pendinguploads sweeper: storage is nil — sweeper disabled")
 		return

workspace-server/internal/pendinguploads/sweeper_test.go

@@ -44,6 +44,9 @@ func (f *fakeSweepStorage) MarkFetched(_ context.Context, _ uuid.UUID) error {
 func (f *fakeSweepStorage) Ack(_ context.Context, _ uuid.UUID) error {
 	return errors.New("not used")
 }
+func (f *fakeSweepStorage) PutBatch(_ context.Context, _ uuid.UUID, _ []pendinguploads.PutItem) ([]uuid.UUID, error) {
+	return nil, errors.New("not used")
+}
 func (f *fakeSweepStorage) Sweep(_ context.Context, ackRetention time.Duration) (pendinguploads.SweepResult, error) {
 	idx := int(f.calls.Load())
 	f.calls.Add(1)
@@ -65,6 +68,15 @@ func (f *fakeSweepStorage) Sweep(_ context.Context, ackRetention time.Duration)
 
 // waitForCycle blocks until at least one Sweep completes, with a deadline.
 // Tests use this instead of time.Sleep to avoid flakes on slow CI hosts.
+//
+// CAVEAT: cycleDone fires from inside fakeSweepStorage.Sweep's defer,
+// which runs as Sweep returns its result — BEFORE the StartSweeper
+// loop has processed the (result, error) tuple and called the
+// metric recorders. Tests that assert on metric counters must NOT
+// rely on this wait alone; use waitForMetricDelta instead so the
+// metric increment race (Sweep returns → cycleDone fires → test
+// reads counter → only then does StartSweeper's loop call
+// metrics.PendingUploadsSweepError) doesn't produce a flake.
 func (f *fakeSweepStorage) waitForCycle(t *testing.T, n int, timeout time.Duration) {
 	t.Helper()
 	deadline := time.NewTimer(timeout)
@@ -78,6 +90,33 @@ func (f *fakeSweepStorage) waitForCycle(t *testing.T, n int, timeout time.Durati
 	}
 }
 
+// waitForMetricDelta polls the supplied delta function until it returns
+// `want` or the timeout elapses. Use after waitForCycle when the test
+// asserts on a metric counter — closes the race between cycleDone
+// (signalled inside fakeSweepStorage.Sweep's defer, BEFORE Sweep
+// returns to StartSweeper) and the metric recording (which happens in
+// StartSweeper's loop AFTER Sweep returns). On a slow CI host the test
+// goroutine wins the read before StartSweeper's goroutine writes the
+// counter; the polling assert preserves the determinism of "the metric
+// MUST be N" without timing-based flakes.
+//
+// Per memory feedback_question_test_when_unexpected.md: the failure
+// mode "delta=0, want=1" looked like a real bug at first glance —
+// "metric never incremented" — but instrumented analysis showed the
+// metric DID increment, just AFTER the test's read. The fix is the
+// test's wait shape, not the production code.
+func waitForMetricDelta(t *testing.T, delta func() int64, want int64, timeout time.Duration) {
+	t.Helper()
+	deadline := time.Now().Add(timeout)
+	for time.Now().Before(deadline) {
+		if delta() == want {
+			return
+		}
+		time.Sleep(5 * time.Millisecond)
+	}
+	t.Fatalf("waited %s for metric delta=%d, last seen %d", timeout, want, delta())
+}
+
 func TestStartSweeper_NilStorageDoesNotPanic(t *testing.T) {
 	ctx, cancel := context.WithCancel(context.Background())
 	defer cancel()
@@ -144,7 +183,7 @@ func TestStartSweeperWithInterval_TickerFiresAdditionalCycles(t *testing.T) {
 	ctx, cancel := context.WithCancel(context.Background())
 	defer cancel()
 
-	go pendinguploads.StartSweeperWithInterval(ctx, store, time.Hour, 30*time.Millisecond)
+	go pendinguploads.StartSweeperWithIntervalForTest(ctx, store, time.Hour, 30*time.Millisecond)
 
 	// Immediate cycle + at least one tick-driven cycle.
 	store.waitForCycle(t, 2, 2*time.Second)
@@ -220,12 +259,13 @@ func TestStartSweeper_RecordsMetricsOnSuccess(t *testing.T) {
 	go pendinguploads.StartSweeper(ctx, store, time.Hour)
 	store.waitForCycle(t, 1, 2*time.Second)
 
-	if got := deltaAcked(); got != 3 {
-		t.Errorf("acked counter delta = %d, want 3", got)
-	}
-	if got := deltaExpired(); got != 5 {
-		t.Errorf("expired counter delta = %d, want 5", got)
-	}
+	// Poll for the success counters to settle — closes the cycleDone-
+	// vs-metric-record race (see waitForMetricDelta comment).
+	waitForMetricDelta(t, deltaAcked, 3, 2*time.Second)
+	waitForMetricDelta(t, deltaExpired, 5, 2*time.Second)
+	// Error counter MUST stay at zero on the success path. Read after
+	// the success counters have settled — once those are correct,
+	// StartSweeper has fully processed this cycle's result.
 	if got := deltaError(); got != 0 {
 		t.Errorf("error counter delta = %d, want 0", got)
 	}
@@ -244,7 +284,11 @@ func TestStartSweeper_RecordsMetricsOnError(t *testing.T) {
 	go pendinguploads.StartSweeper(ctx, store, time.Hour)
 	store.waitForCycle(t, 1, 2*time.Second)
 
-	if got := deltaError(); got != 1 {
-		t.Errorf("error counter delta = %d, want 1", got)
-	}
+	// Poll for the error counter to settle — cycleDone fires inside
+	// the fake's Sweep defer, BEFORE StartSweeper's loop receives the
+	// returned error and calls metrics.PendingUploadsSweepError. On
+	// slow CI hosts a direct deltaError() read here returns 0 even
+	// though the metric WILL be 1 a few ms later. See
+	// waitForMetricDelta comment.
+	waitForMetricDelta(t, deltaError, 1, 2*time.Second)
 }

workspace-server/internal/provisioner/cp_provisioner.go

@@ -14,6 +14,7 @@ import (
 	"time"
 
 	"github.com/Molecule-AI/molecule-monorepo/platform/internal/db"
+	"github.com/Molecule-AI/molecule-monorepo/platform/internal/provlog"
 )
 
 // CPProvisionerAPI is the contract WorkspaceHandler uses to talk to the
@@ -214,6 +215,13 @@ func (p *CPProvisioner) Start(ctx context.Context, cfg WorkspaceConfig) (string,
 	}
 
 	log.Printf("CP provisioner: workspace %s → EC2 instance %s (%s)", cfg.WorkspaceID, result.InstanceID, result.State)
+	provlog.Event("provision.ec2_started", map[string]any{
+		"workspace_id": cfg.WorkspaceID,
+		"instance_id":  result.InstanceID,
+		"state":        result.State,
+		"tier":         cfg.Tier,
+		"runtime":      cfg.Runtime,
+	})
 	return result.InstanceID, nil
 }
 
@@ -273,6 +281,10 @@ func (p *CPProvisioner) Stop(ctx context.Context, workspaceID string) error {
 		return fmt.Errorf("cp provisioner: stop %s: unexpected %d: %s",
 			workspaceID, resp.StatusCode, strings.TrimSpace(string(body)))
 	}
+	provlog.Event("provision.ec2_stopped", map[string]any{
+		"workspace_id": workspaceID,
+		"instance_id":  instanceID,
+	})
 	return nil
 }
 

workspace-server/internal/provlog/provlog.go

@@ -0,0 +1,48 @@
+// Package provlog emits structured, single-line JSON log records for
+// provisioning-lifecycle boundaries (workspace create, EC2 start/stop,
+// restart, idempotency skips). Records share a stable `evt:` prefix and
+// JSON payload so a future grep|jq pipeline (or a Loki/Datadog ingest)
+// can reconstruct the per-workspace timeline without parsing the
+// human-prose log lines that already exist.
+//
+// Existing log.Printf lines are intentionally NOT replaced — they
+// remain the operator-facing message. Event() emits a paired structured
+// record alongside, additive only.
+//
+// Event taxonomy (extend by appending; never rename):
+//
+//	provision.start         — workspace row inserted, EC2 about to launch
+//	provision.skip_existing — idempotency hit, no new EC2
+//	provision.ec2_started   — RunInstances returned an instance id
+//	provision.ec2_stopped   — TerminateInstances acknowledged
+//	restart.pre_stop        — Restart handler about to call Stop
+//
+// Required fields per event are documented at each call site.
+package provlog
+
+import (
+	"encoding/json"
+	"log"
+)
+
+// Event writes a single line of the form:
+//
+//	evt: <name> {"k":"v",...}
+//
+// to the standard logger. JSON encoding errors are silently swallowed —
+// a logging helper must never panic the request path. fields may be
+// nil; the empty payload `{}` is still useful to mark an event boundary.
+func Event(name string, fields map[string]any) {
+	if fields == nil {
+		fields = map[string]any{}
+	}
+	payload, err := json.Marshal(fields)
+	if err != nil {
+		// Fall back to a static payload so the event boundary still
+		// appears in the log. The marshal error itself is recorded
+		// on a best-effort basis.
+		log.Printf("evt: %s {\"_marshal_err\":%q}", name, err.Error())
+		return
+	}
+	log.Printf("evt: %s %s", name, payload)
+}

workspace-server/internal/provlog/provlog_test.go

@@ -0,0 +1,97 @@
+package provlog
+
+import (
+	"bytes"
+	"encoding/json"
+	"log"
+	"strings"
+	"testing"
+)
+
+// captureLog redirects the default logger to a buffer for the duration
+// of fn and returns whatever was written.
+func captureLog(t *testing.T, fn func()) string {
+	t.Helper()
+	var buf bytes.Buffer
+	prevWriter := log.Writer()
+	prevFlags := log.Flags()
+	log.SetOutput(&buf)
+	log.SetFlags(0) // strip date/time so assertions stay deterministic
+	t.Cleanup(func() {
+		log.SetOutput(prevWriter)
+		log.SetFlags(prevFlags)
+	})
+	fn()
+	return buf.String()
+}
+
+func TestEvent_EmitsEvtPrefixAndJSONPayload(t *testing.T) {
+	out := captureLog(t, func() {
+		Event("provision.start", map[string]any{
+			"workspace_id": "ws-123",
+			"tier":         4,
+			"runtime":      "claude-code",
+		})
+	})
+	out = strings.TrimSpace(out)
+	if !strings.HasPrefix(out, "evt: provision.start ") {
+		t.Fatalf("expected evt-prefixed line, got %q", out)
+	}
+	jsonPart := strings.TrimPrefix(out, "evt: provision.start ")
+	var got map[string]any
+	if err := json.Unmarshal([]byte(jsonPart), &got); err != nil {
+		t.Fatalf("payload not valid JSON: %v (raw=%q)", err, jsonPart)
+	}
+	if got["workspace_id"] != "ws-123" {
+		t.Errorf("workspace_id field lost: %+v", got)
+	}
+	// JSON unmarshal turns numbers into float64 — exact-equal compare.
+	if got["tier"].(float64) != 4 {
+		t.Errorf("tier field lost: %+v", got)
+	}
+	if got["runtime"] != "claude-code" {
+		t.Errorf("runtime field lost: %+v", got)
+	}
+}
+
+func TestEvent_NilFieldsEmitsEmptyObject(t *testing.T) {
+	out := captureLog(t, func() {
+		Event("restart.pre_stop", nil)
+	})
+	if !strings.Contains(out, "evt: restart.pre_stop {}") {
+		t.Fatalf("nil fields should emit empty object, got %q", out)
+	}
+}
+
+func TestEvent_PreservesEventBoundaryOnUnmarshalableValue(t *testing.T) {
+	// A channel cannot be marshaled by encoding/json — verify we still
+	// emit the event boundary with a recorded marshal error. This is
+	// the structural guarantee: the call site never sees a panic, and
+	// the event name is always present in the log.
+	out := captureLog(t, func() {
+		Event("provision.ec2_started", map[string]any{
+			"chan": make(chan int),
+		})
+	})
+	if !strings.Contains(out, "evt: provision.ec2_started ") {
+		t.Fatalf("event boundary missing on marshal error: %q", out)
+	}
+	if !strings.Contains(out, "_marshal_err") {
+		t.Fatalf("expected _marshal_err sentinel, got %q", out)
+	}
+}
+
+func TestEvent_SingleLineOutput(t *testing.T) {
+	// Log aggregators line-split on \n. A multi-line emit would silently
+	// fragment the JSON across two records — pin single-line shape.
+	out := captureLog(t, func() {
+		Event("provision.skip_existing", map[string]any{
+			"existing_id": "ws-abc",
+			"name":        "child-1",
+		})
+	})
+	trimmed := strings.TrimRight(out, "\n")
+	if strings.Contains(trimmed, "\n") {
+		t.Fatalf("event line must be single-line, got %q", out)
+	}
+}

workspace-server/internal/router/router.go

@@ -243,13 +243,15 @@ func Setup(hub *ws.Hub, broadcaster *events.Broadcaster, prov *provisioner.Provi
 		// entire platform. Gated behind AdminAuth (issue #180).
 		r.GET("/approvals/pending", middleware.AdminAuth(db.DB), apph.ListAll)
 
-		// Team handlers — Collapse only. The bulk-Expand path is gone:
-		// every workspace can have children via the regular CreateWorkspace
-		// flow with parent_id set, so a separate handler that bulk-creates
-		// from sub_workspaces (and was non-idempotent — calling it twice
-		// duplicated the team) earned its way out.
-		teamh := handlers.NewTeamHandler(broadcaster, wh, platformURL, configsDir)
-		wsAuth.POST("/collapse", teamh.Collapse)
+		// (TeamHandler is gone — #2864.) The visual canvas Collapse
+		// button calls PATCH /workspaces/:id { collapsed: true/false }
+		// (presentational toggle on canvas_layouts), NOT the destructive
+		// POST /collapse that stopped + removed children. The
+		// destructive route had zero UI callers (verified via grep
+		// across canvas/, scripts/, and the MCP tool registry — only
+		// docs referenced it). team.go + team_test.go + the route
+		// + helpers (findTemplateDirByName, NewTeamHandler) are
+		// deleted; visual collapse is unaffected.
 
 		// Agents
 		ah := handlers.NewAgentHandler(broadcaster)
@@ -519,8 +521,9 @@ func Setup(hub *ws.Hub, broadcaster *events.Broadcaster, prov *provisioner.Provi
 	r.GET("/canvas/viewport", vh.Get)
 	r.PUT("/canvas/viewport", middleware.CanvasOrBearer(db.DB), vh.Save)
 
-	// Templates
-	tmplh := handlers.NewTemplatesHandler(configsDir, dockerCli)
+	// Templates — wh threaded so generateDefaultConfig picks the
+	// SaaS-aware default tier in Import + ReplaceFiles (#2910 PR-B).
+	tmplh := handlers.NewTemplatesHandler(configsDir, dockerCli, wh)
 	// #686: GET /templates lists all template names+metadata from configsDir.
 	// Open access lets unauthenticated callers enumerate org configurations and
 	// installed plugins. AdminAuth-gate it alongside POST /templates/import.

workspace-server/migrations/20260505200000_pending_uploads_acked_index.down.sql

@@ -0,0 +1,2 @@
+-- Reversal of 20260505200000_pending_uploads_acked_index.up.sql.
+DROP INDEX IF EXISTS idx_pending_uploads_acked;

workspace-server/migrations/20260505200000_pending_uploads_acked_index.up.sql

@@ -0,0 +1,30 @@
+-- 20260505200000_pending_uploads_acked_index.up.sql
+--
+-- Adds the missing partial index for the acked-retention arm of the
+-- pendinguploads.Sweep query. The Phase 1 migration created two
+-- partial indexes both gated on `acked_at IS NULL` (workspace-fetch
+-- hot path + expires_at sweep arm); the third query path —
+-- `WHERE acked_at IS NOT NULL AND acked_at < now() - interval` — was
+-- left to a seq scan.
+--
+-- For a high-traffic deployment that's a real cost: the table
+-- accumulates one row per chat-attached file; the sweeper runs every
+-- 5 minutes and DELETEs rows past the 1-hour ack retention. A seq
+-- scan over 100K-1M acked rows holds an AccessShare lock for seconds
+-- on every cycle. Partial-indexing the inverse predicate reduces
+-- this to a btree range scan and lets the DELETE complete in
+-- low-millisecond range.
+--
+-- WHERE acked_at IS NOT NULL is intentionally inverse of the other
+-- two indexes — they cover the unacked working set; this covers the
+-- terminal-state set the sweeper visits. Disjoint subsets, so the
+-- two indexes don't overlap.
+--
+-- Caught in self-review on the parent RFC's Phase 4 PR; filed as
+-- a follow-up rather than a Phase 1 fix because the cost only
+-- materializes at a row count we don't expect to hit before the
+-- sweeper has had a chance to keep up.
+
+CREATE INDEX IF NOT EXISTS idx_pending_uploads_acked
+    ON pending_uploads (acked_at)
+    WHERE acked_at IS NOT NULL;

workspace/a2a_tools.py

@@ -115,324 +115,18 @@ async def report_activity(
         pass  # Best-effort — don't block delegation on activity reporting
 
 
-# RFC #2829 PR-5 cutover constants. The poll cadence + timeout are
-# intentionally generous: 3s gives the platform's executeDelegation
-# goroutine room to dispatch + the callee to respond + the result to
-# write to activity_logs without thrashing the platform with rapid
-# polls; the budget matches the legacy DELEGATION_TIMEOUT (300s) so
-# operators don't see behavior change beyond "no more 600s timeouts".
-_SYNC_POLL_INTERVAL_S = 3.0
-_SYNC_POLL_BUDGET_S = float(os.environ.get("DELEGATION_TIMEOUT", "300.0"))
-
-
-async def _delegate_sync_via_polling(
-    workspace_id: str,
-    task: str,
-    src: str,
-) -> str:
-    """RFC #2829 PR-5: durable async delegation + poll for terminal status.
-
-    Sidesteps the platform proxy's blocking `message/send` HTTP path that
-    hits a hard 600s ceiling. Instead:
-
-      1. POST /workspaces/<src>/delegate (async, returns 202 + delegation_id)
-         — platform's executeDelegation goroutine handles A2A dispatch in
-         the background. No client-side timeout dependency on the platform
-         holding a connection open.
-      2. Poll GET /workspaces/<src>/delegations every 3s for a row with
-         matching delegation_id reaching terminal status (completed/failed).
-      3. Return the response_preview text on completed; surface error_detail
-         on failed (with the same _A2A_ERROR_PREFIX wrapping the legacy
-         path uses, so caller error-detection logic is unchanged).
-
-    Both /delegate and /delegations are existing endpoints — this helper
-    just composes them into a polling synchronous facade. The result is
-    available the moment the platform writes the terminal status row;
-    no extra latency vs. the legacy proxy-blocked path on fast cases.
-    """
-    import asyncio
-    import time
-
-    idem_key = hashlib.sha256(f"{src}:{workspace_id}:{task}".encode()).hexdigest()[:32]
-
-    # 1. Dispatch via /delegate (the async, durable path).
-    try:
-        async with httpx.AsyncClient(timeout=10.0) as client:
-            resp = await client.post(
-                f"{PLATFORM_URL}/workspaces/{src}/delegate",
-                json={
-                    "target_id": workspace_id,
-                    "task": task,
-                    "idempotency_key": idem_key,
-                },
-                headers=_auth_headers_for_heartbeat(src),
-            )
-    except Exception as e:  # pylint: disable=broad-except
-        return f"{_A2A_ERROR_PREFIX}delegate dispatch failed: {e}"
-
-    if resp.status_code != 202 and resp.status_code != 200:
-        return f"{_A2A_ERROR_PREFIX}delegate dispatch failed: HTTP {resp.status_code} {resp.text[:200]}"
-
-    try:
-        dispatch = resp.json()
-    except Exception as e:  # pylint: disable=broad-except
-        return f"{_A2A_ERROR_PREFIX}delegate dispatch returned non-JSON: {e}"
-
-    delegation_id = dispatch.get("delegation_id", "")
-    if not delegation_id:
-        return f"{_A2A_ERROR_PREFIX}delegate dispatch missing delegation_id: {dispatch}"
-
-    # 2. Poll for terminal status with a deadline. Each poll is a cheap
-    # /delegations GET — bounded by the platform's existing rate limit.
-    deadline = time.monotonic() + _SYNC_POLL_BUDGET_S
-    last_status = "unknown"
-    while time.monotonic() < deadline:
-        try:
-            async with httpx.AsyncClient(timeout=10.0) as client:
-                poll = await client.get(
-                    f"{PLATFORM_URL}/workspaces/{src}/delegations",
-                    headers=_auth_headers_for_heartbeat(src),
-                )
-        except Exception as e:  # pylint: disable=broad-except
-            # Transient — keep polling. The platform IS holding the
-            # delegation row; we just lost a network request.
-            last_status = f"poll-error: {e}"
-            await asyncio.sleep(_SYNC_POLL_INTERVAL_S)
-            continue
-
-        if poll.status_code != 200:
-            last_status = f"poll HTTP {poll.status_code}"
-            await asyncio.sleep(_SYNC_POLL_INTERVAL_S)
-            continue
-
-        try:
-            rows = poll.json()
-        except Exception as e:  # pylint: disable=broad-except
-            last_status = f"poll non-JSON: {e}"
-            await asyncio.sleep(_SYNC_POLL_INTERVAL_S)
-            continue
-
-        # /delegations returns a flat list of delegation events. Filter to
-        # our delegation_id; pick the first terminal one. The list may
-        # have multiple rows per delegation_id (one for the original
-        # dispatch, one per status update); we want the latest terminal.
-        if not isinstance(rows, list):
-            await asyncio.sleep(_SYNC_POLL_INTERVAL_S)
-            continue
-        terminal = None
-        for r in rows:
-            if not isinstance(r, dict):
-                continue
-            if r.get("delegation_id") != delegation_id:
-                continue
-            status = (r.get("status") or "").lower()
-            last_status = status
-            if status in ("completed", "failed"):
-                terminal = r
-                break
-        if terminal:
-            if (terminal.get("status") or "").lower() == "completed":
-                return terminal.get("response_preview") or ""
-            err = (
-                terminal.get("error_detail")
-                or terminal.get("summary")
-                or "delegation failed"
-            )
-            return f"{_A2A_ERROR_PREFIX}{err}"
-
-        await asyncio.sleep(_SYNC_POLL_INTERVAL_S)
-
-    # Budget exhausted — the platform's row is still in flight (or queued).
-    # Surface as an error so the caller can decide to retry or fall back;
-    # the platform DOES still have the durable row, so the work isn't
-    # lost — it'll complete eventually and a future check_task_status
-    # will surface the result.
-    return (
-        f"{_A2A_ERROR_PREFIX}polling timeout after {_SYNC_POLL_BUDGET_S}s "
-        f"(delegation_id={delegation_id}, last_status={last_status}); "
-        f"the platform is still working on it — call check_task_status('{delegation_id}') to retrieve later"
-    )
-
-
-async def tool_delegate_task(
-    workspace_id: str,
-    task: str,
-    source_workspace_id: str | None = None,
-) -> str:
-    """Delegate a task to another workspace via A2A (synchronous — waits for response).
-
-    ``source_workspace_id`` selects which registered workspace this
-    delegation originates from — drives auth + the X-Workspace-ID source
-    header so the platform's a2a_proxy logs the correct sender. Single-
-    workspace operators leave it None and routing falls back to the
-    module-level WORKSPACE_ID.
-    """
-    if not workspace_id or not task:
-        return "Error: workspace_id and task are required"
-
-    # Auto-route: if source not specified, look up which registered
-    # workspace last saw this peer (populated by tool_list_peers). Falls
-    # back to the legacy WORKSPACE_ID for single-workspace operators.
-    src = source_workspace_id or _peer_to_source.get(workspace_id) or None
-
-    # Discover the target. discover_peer is the access-control gate +
-    # name/status lookup. The peer's reported ``url`` field is NOT used
-    # for routing — see send_a2a_message, which constructs the URL via
-    # the platform's A2A proxy.
-    peer = await discover_peer(workspace_id, source_workspace_id=src)
-    if not peer:
-        return f"Error: workspace {workspace_id} not found or not accessible (check access control)"
-
-    if (peer.get("status") or "").lower() == "offline":
-        return f"Error: workspace {workspace_id} is offline"
-
-    # Report delegation start — include the task text for traceability
-    peer_name = peer.get("name") or _peer_names.get(workspace_id) or workspace_id[:8]
-    _peer_names[workspace_id] = peer_name  # cache for future use
-    # Brief summary for canvas display — just the delegation target
-    await report_activity("a2a_send", workspace_id, f"Delegating to {peer_name}", task_text=task)
-
-    # RFC #2829 PR-5: agent-side cutover. When DELEGATION_SYNC_VIA_INBOX=1,
-    # use the platform's durable async delegation API (POST /delegate +
-    # poll /delegations) instead of the proxy-blocked message/send path.
-    # This sidesteps the 600s message/send timeout class that broke
-    # iteration-14/90-style long-running delegations on 2026-05-05.
-    #
-    # Default off — staging-canary first, flip default after PR-2's
-    # result-push flag (DELEGATION_RESULT_INBOX_PUSH) has been on for
-    # ≥1 week without incident.
-    if os.environ.get("DELEGATION_SYNC_VIA_INBOX") == "1":
-        result = await _delegate_sync_via_polling(workspace_id, task, src or WORKSPACE_ID)
-    else:
-        # send_a2a_message routes through ${PLATFORM_URL}/workspaces/{id}/a2a
-        # (the platform proxy) so the same code works for in-container and
-        # external (standalone molecule-mcp) callers.
-        result = await send_a2a_message(workspace_id, task, source_workspace_id=src)
-
-    # Detect delegation failures — wrap them clearly so the calling agent
-    # can decide to retry, use another peer, or handle the task itself.
-    is_error = result.startswith(_A2A_ERROR_PREFIX)
-    # Strip the sentinel prefix so error_detail is the human-readable
-    # cause directly. The Activity tab's red error chip surfaces this
-    # without the user having to scroll into the raw response JSON.
-    #
-    # Cap at 4096 chars before sending — the platform's
-    # activity_logs.error_detail column is unbounded TEXT and a
-    # malicious or buggy peer could otherwise stream an arbitrarily
-    # large error message into the caller's activity log. 4096 is
-    # comfortably above any real exception traceback we've seen and
-    # well below an obvious-DoS threshold.
-    error_detail = result[len(_A2A_ERROR_PREFIX):].strip()[:4096] if is_error else ""
-    await report_activity(
-        "a2a_receive", workspace_id,
-        f"{peer_name} responded ({len(result)} chars)" if not is_error else f"{peer_name} failed: {error_detail[:120]}",
-        task_text=task, response_text=result,
-        status="error" if is_error else "ok",
-        error_detail=error_detail,
-    )
-    if is_error:
-        return (
-            f"DELEGATION FAILED to {peer_name}: {result}\n"
-            f"You should either: (1) try a different peer, (2) handle this task yourself, "
-            f"or (3) inform the user that {peer_name} is unavailable and provide your best answer."
-        )
-    return result
-
-
-async def tool_delegate_task_async(
-    workspace_id: str,
-    task: str,
-    source_workspace_id: str | None = None,
-) -> str:
-    """Delegate a task via the platform's async delegation API (fire-and-forget).
-
-    Uses POST /workspaces/:id/delegate which runs the A2A request in the background.
-    Results are tracked in the platform DB and broadcast via WebSocket.
-    Use check_task_status to poll for results.
-
-    ``source_workspace_id`` selects the sending workspace (which one of
-    this agent's registered workspaces gets logged as the originator);
-    auto-routes via the peer→source cache when omitted.
-    """
-    if not workspace_id or not task:
-        return "Error: workspace_id and task are required"
-
-    src = source_workspace_id or _peer_to_source.get(workspace_id) or WORKSPACE_ID
-
-    # Idempotency key: SHA-256 of (source, target, task) so that a
-    # restarted agent firing the same delegation gets the same key and
-    # the platform returns the existing delegation_id instead of
-    # creating a duplicate. Fixes #1456. Source is in the key so the
-    # SAME task delegated from two different registered workspaces
-    # produces two distinct delegations (the right behavior — one per
-    # tenant audit trail).
-    idem_key = hashlib.sha256(f"{src}:{workspace_id}:{task}".encode()).hexdigest()[:32]
-
-    try:
-        async with httpx.AsyncClient(timeout=10.0) as client:
-            resp = await client.post(
-                f"{PLATFORM_URL}/workspaces/{src}/delegate",
-                json={"target_id": workspace_id, "task": task, "idempotency_key": idem_key},
-                headers=_auth_headers_for_heartbeat(src),
-            )
-            if resp.status_code == 202:
-                data = resp.json()
-                return json.dumps({
-                    "delegation_id": data.get("delegation_id", ""),
-                    "workspace_id": workspace_id,
-                    "status": "delegated",
-                    "note": "Task delegated. The platform runs it in the background. Use check_task_status to poll for results.",
-                })
-            else:
-                return f"Error: delegation failed with status {resp.status_code}: {resp.text[:200]}"
-    except Exception as e:
-        return f"Error: delegation failed — {e}"
-
-
-async def tool_check_task_status(
-    workspace_id: str,
-    task_id: str,
-    source_workspace_id: str | None = None,
-) -> str:
-    """Check delegations for this workspace via the platform API.
-
-    Args:
-        workspace_id: Ignored (kept for backward compat). Checks
-            ``source_workspace_id``'s delegations (the workspace that
-            FIRED the delegations), not the target's.
-        task_id: Optional delegation_id to filter. If empty, returns all recent delegations.
-        source_workspace_id: Which registered workspace's delegation log
-            to query. Defaults to the module-level WORKSPACE_ID.
-    """
-    src = source_workspace_id or WORKSPACE_ID
-    try:
-        async with httpx.AsyncClient(timeout=10.0) as client:
-            resp = await client.get(
-                f"{PLATFORM_URL}/workspaces/{src}/delegations",
-                headers=_auth_headers_for_heartbeat(src),
-            )
-            if resp.status_code != 200:
-                return f"Error: failed to check delegations ({resp.status_code})"
-            delegations = resp.json()
-            if task_id:
-                # Filter by delegation_id
-                matching = [d for d in delegations if d.get("delegation_id") == task_id]
-                if matching:
-                    return json.dumps(matching[0])
-                return json.dumps({"status": "not_found", "delegation_id": task_id})
-            # Return all recent delegations
-            summary = []
-            for d in delegations[:10]:
-                summary.append({
-                    "delegation_id": d.get("delegation_id", ""),
-                    "target_id": d.get("target_id", ""),
-                    "status": d.get("status", ""),
-                    "summary": d.get("summary", ""),
-                    "response_preview": d.get("response_preview", ""),
-                })
-            return json.dumps({"delegations": summary, "count": len(delegations)})
-    except Exception as e:
-        return f"Error checking delegations: {e}"
+# Delegation tool handlers — extracted to a2a_tools_delegation
+# (RFC #2873 iter 4b). Re-imported here so call sites + tests that
+# reference ``a2a_tools.tool_delegate_task`` /
+# ``a2a_tools._delegate_sync_via_polling`` keep resolving identically.
+from a2a_tools_delegation import (  # noqa: E402  (import after the from-a2a_client block)
+    _SYNC_POLL_BUDGET_S,
+    _SYNC_POLL_INTERVAL_S,
+    _delegate_sync_via_polling,
+    tool_check_task_status,
+    tool_delegate_task,
+    tool_delegate_task_async,
+)
 
 
 async def _upload_chat_files(
@@ -631,115 +325,14 @@ async def tool_get_workspace_info(source_workspace_id: str | None = None) -> str
     return json.dumps(info, indent=2)
 
 
-async def tool_commit_memory(
-    content: str,
-    scope: str = "LOCAL",
-    source_workspace_id: str | None = None,
-) -> str:
-    """Save important information to persistent memory.
-
-    GLOBAL scope is writable only by root workspaces (tier == 0).
-    RBAC memory.write permission is required for all scope levels.
-    The source workspace_id is embedded in every record so the platform
-    can enforce cross-workspace isolation and audit trail.
-
-    ``source_workspace_id`` selects which registered workspace this
-    memory belongs to when the agent is registered into multiple
-    workspaces (PR-1 / multi-workspace mode). When unset, falls back
-    to the module-level WORKSPACE_ID — single-workspace operators see
-    no behaviour change.
-    """
-    if not content:
-        return "Error: content is required"
-    content = _redact_secrets(content)
-    scope = scope.upper()
-    if scope not in ("LOCAL", "TEAM", "GLOBAL"):
-        scope = "LOCAL"
-
-    # RBAC: require memory.write permission (mirrors builtin_tools/memory.py)
-    if not _check_memory_write_permission():
-        return (
-            "Error: RBAC — this workspace does not have the 'memory.write' "
-            "permission for this operation."
-        )
-
-    # Scope enforcement: only root workspaces (tier 0) can write GLOBAL memory.
-    # This prevents tenant workspaces from poisoning org-wide memory (GH#1610).
-    if scope == "GLOBAL" and not _is_root_workspace():
-        return (
-            "Error: RBAC — only root workspaces (tier 0) can write to GLOBAL scope. "
-            "Non-root workspaces may use LOCAL or TEAM scope."
-        )
-
-    src = source_workspace_id or WORKSPACE_ID
-    try:
-        async with httpx.AsyncClient(timeout=10.0) as client:
-            resp = await client.post(
-                f"{PLATFORM_URL}/workspaces/{src}/memories",
-                json={
-                    "content": content,
-                    "scope": scope,
-                    # Embed source workspace so the platform can namespace-isolate
-                    # and audit cross-workspace writes (GH#1610 fix).
-                    "workspace_id": src,
-                },
-                headers=_auth_headers_for_heartbeat(src),
-            )
-            data = resp.json()
-            if resp.status_code in (200, 201):
-                return json.dumps({"success": True, "id": data.get("id"), "scope": scope})
-            return f"Error: {data.get('error', resp.text)}"
-    except Exception as e:
-        return f"Error saving memory: {e}"
-
-
-async def tool_recall_memory(
-    query: str = "",
-    scope: str = "",
-    source_workspace_id: str | None = None,
-) -> str:
-    """Search persistent memory for previously saved information.
-
-    RBAC memory.read permission is required (mirrors builtin_tools/memory.py).
-    The workspace_id is sent as a query parameter so the platform can
-    cross-validate it against the auth token and defend against any future
-    path traversal / cross-tenant read bugs in the platform itself.
-
-    ``source_workspace_id`` selects which registered workspace's memories
-    to search when the agent is registered into multiple workspaces.
-    Unset → defaults to the module-level WORKSPACE_ID.
-    """
-    # RBAC: require memory.read permission (mirrors builtin_tools/memory.py)
-    if not _check_memory_read_permission():
-        return (
-            "Error: RBAC — this workspace does not have the 'memory.read' "
-            "permission for this operation."
-        )
-
-    src = source_workspace_id or WORKSPACE_ID
-    params: dict[str, str] = {"workspace_id": src}
-    if query:
-        params["q"] = query
-    if scope:
-        params["scope"] = scope.upper()
-    try:
-        async with httpx.AsyncClient(timeout=10.0) as client:
-            resp = await client.get(
-                f"{PLATFORM_URL}/workspaces/{src}/memories",
-                params=params,
-                headers=_auth_headers_for_heartbeat(src),
-            )
-            data = resp.json()
-            if isinstance(data, list):
-                if not data:
-                    return "No memories found."
-                lines = []
-                for m in data:
-                    lines.append(f"[{m.get('scope', '?')}] {m.get('content', '')}")
-                return "\n".join(lines)
-            return json.dumps(data)
-    except Exception as e:
-        return f"Error recalling memory: {e}"
+# Memory tool handlers — extracted to a2a_tools_memory (RFC #2873 iter 4c).
+# Re-imported here so call sites + tests that reference
+# ``a2a_tools.tool_commit_memory`` / ``tool_recall_memory`` keep
+# resolving identically.
+from a2a_tools_memory import (  # noqa: E402  (import after the top-of-module imports)
+    tool_commit_memory,
+    tool_recall_memory,
+)
 
 
 # ---------------------------------------------------------------------------
@@ -856,6 +449,52 @@ async def tool_chat_history(
     return json.dumps(rows)
 
 
+def _enrich_inbound_for_agent(d: dict) -> dict:
+    """Add peer_name / peer_role / agent_card_url to a poll-path message.
+
+    The PUSH path (a2a_mcp_server._build_channel_notification) already
+    enriches the meta dict with these fields, so a Claude Code host
+    with channel-push sees them. The POLL path goes through
+    InboxMessage.to_dict, which is intentionally identity-free (the
+    storage layer doesn't know about the registry cache). Without this
+    helper, every non-Claude-Code MCP client that uses inbox_peek /
+    wait_for_message gets a plain message and the receiving agent
+    can't tell who's writing — breaking the contract documented in
+    a2a_mcp_server.py:303-345 ("In both paths the same fields apply").
+
+    Cache-first non-blocking enrichment (same shape as push): on cache
+    miss the helper returns the bare message; the next call within the
+    5-min TTL hits the warm cache. Failure to enrich is non-fatal —
+    the agent still gets text + peer_id + kind + activity_id, just
+    without the friendly identity.
+    """
+    peer_id = d.get("peer_id") or ""
+    if not peer_id:
+        # canvas_user — no peer to enrich; helper returns the plain
+        # message unchanged so the canvas reply path still works.
+        return d
+    try:
+        from a2a_client import (  # local import — avoid module-load cycle
+            _agent_card_url_for,
+            enrich_peer_metadata_nonblocking,
+        )
+    except Exception:  # noqa: BLE001
+        # If a2a_client is unavailable (test harness, partial install),
+        # degrade gracefully — agent still gets the bare envelope.
+        return d
+    record = enrich_peer_metadata_nonblocking(peer_id)
+    if record is not None:
+        if name := record.get("name"):
+            d["peer_name"] = name
+        if role := record.get("role"):
+            d["peer_role"] = role
+    # agent_card_url is constructable from peer_id alone — surface it
+    # even when registry enrichment misses, so the receiving agent has
+    # a single endpoint to hit for the peer's full capability list.
+    d["agent_card_url"] = _agent_card_url_for(peer_id)
+    return d
+
+
 async def tool_inbox_peek(limit: int = 10) -> str:
     """Return up to ``limit`` pending inbound messages without removing them."""
     import inbox  # local import — avoids a circular dep at module load
@@ -864,7 +503,7 @@ async def tool_inbox_peek(limit: int = 10) -> str:
     if state is None:
         return _INBOX_NOT_ENABLED_MSG
     messages = state.peek(limit=limit if isinstance(limit, int) else 10)
-    return json.dumps([m.to_dict() for m in messages])
+    return json.dumps([_enrich_inbound_for_agent(m.to_dict()) for m in messages])
 
 
 async def tool_inbox_pop(activity_id: str) -> str:
@@ -912,4 +551,4 @@ async def tool_wait_for_message(timeout_secs: float = 60.0) -> str:
     message = await loop.run_in_executor(None, state.wait, timeout)
     if message is None:
         return json.dumps({"timeout": True, "timeout_secs": timeout})
-    return json.dumps(message.to_dict())
+    return json.dumps(_enrich_inbound_for_agent(message.to_dict()))

workspace/a2a_tools_delegation.py

@@ -0,0 +1,372 @@
+"""Delegation tool handlers — single-concern slice of the a2a_tools surface.
+
+Extracted from ``a2a_tools.py`` (RFC #2873 iter 4b). Owns the three
+delegation MCP tools + the RFC #2829 PR-5 sync-via-polling helper they
+share.
+
+Public surface:
+
+* ``tool_delegate_task`` — synchronous delegation, waits for response.
+* ``tool_delegate_task_async`` — fire-and-forget delegation; returns
+  ``{delegation_id, ...}``.
+* ``tool_check_task_status`` — poll the platform's ``/delegations`` log.
+
+Internal:
+
+* ``_delegate_sync_via_polling`` — durable async + poll for terminal
+  status (RFC #2829 PR-5 cutover path; toggled by
+  ``DELEGATION_SYNC_VIA_INBOX=1``).
+* ``_SYNC_POLL_INTERVAL_S`` / ``_SYNC_POLL_BUDGET_S`` constants.
+
+Circular-import note: this module calls ``report_activity`` from
+``a2a_tools`` to emit activity rows around the delegate dispatch.
+``a2a_tools`` imports the public symbols here at module-load time,
+so we use a LAZY import for ``report_activity`` inside the function
+that needs it. Without the lazy hop Python raises an ImportError
+on first ``a2a_tools`` import.
+"""
+from __future__ import annotations
+
+import hashlib
+import json
+import os
+
+import httpx
+
+from a2a_client import (
+    PLATFORM_URL,
+    WORKSPACE_ID,
+    _A2A_ERROR_PREFIX,
+    _peer_names,
+    _peer_to_source,
+    discover_peer,
+    send_a2a_message,
+)
+from a2a_tools_rbac import auth_headers_for_heartbeat as _auth_headers_for_heartbeat
+
+
+# RFC #2829 PR-5 cutover constants. The poll cadence + timeout are
+# intentionally generous: 3s gives the platform's executeDelegation
+# goroutine room to dispatch + the callee to respond + the result to
+# write to activity_logs without thrashing the platform with rapid
+# polls; the budget matches the legacy DELEGATION_TIMEOUT (300s) so
+# operators don't see behavior change beyond "no more 600s timeouts".
+_SYNC_POLL_INTERVAL_S = 3.0
+_SYNC_POLL_BUDGET_S = float(os.environ.get("DELEGATION_TIMEOUT", "300.0"))
+
+
+async def _delegate_sync_via_polling(
+    workspace_id: str,
+    task: str,
+    src: str,
+) -> str:
+    """RFC #2829 PR-5: durable async delegation + poll for terminal status.
+
+    Sidesteps the platform proxy's blocking `message/send` HTTP path that
+    hits a hard 600s ceiling. Instead:
+
+      1. POST /workspaces/<src>/delegate (async, returns 202 + delegation_id)
+         — platform's executeDelegation goroutine handles A2A dispatch in
+         the background. No client-side timeout dependency on the platform
+         holding a connection open.
+      2. Poll GET /workspaces/<src>/delegations every 3s for a row with
+         matching delegation_id reaching terminal status (completed/failed).
+      3. Return the response_preview text on completed; surface error_detail
+         on failed (with the same _A2A_ERROR_PREFIX wrapping the legacy
+         path uses, so caller error-detection logic is unchanged).
+
+    Both /delegate and /delegations are existing endpoints — this helper
+    just composes them into a polling synchronous facade. The result is
+    available the moment the platform writes the terminal status row;
+    no extra latency vs. the legacy proxy-blocked path on fast cases.
+    """
+    import asyncio
+    import time
+
+    idem_key = hashlib.sha256(f"{src}:{workspace_id}:{task}".encode()).hexdigest()[:32]
+
+    # 1. Dispatch via /delegate (the async, durable path).
+    try:
+        async with httpx.AsyncClient(timeout=10.0) as client:
+            resp = await client.post(
+                f"{PLATFORM_URL}/workspaces/{src}/delegate",
+                json={
+                    "target_id": workspace_id,
+                    "task": task,
+                    "idempotency_key": idem_key,
+                },
+                headers=_auth_headers_for_heartbeat(src),
+            )
+    except Exception as e:  # pylint: disable=broad-except
+        return f"{_A2A_ERROR_PREFIX}delegate dispatch failed: {e}"
+
+    if resp.status_code != 202 and resp.status_code != 200:
+        return f"{_A2A_ERROR_PREFIX}delegate dispatch failed: HTTP {resp.status_code} {resp.text[:200]}"
+
+    try:
+        dispatch = resp.json()
+    except Exception as e:  # pylint: disable=broad-except
+        return f"{_A2A_ERROR_PREFIX}delegate dispatch returned non-JSON: {e}"
+
+    delegation_id = dispatch.get("delegation_id", "")
+    if not delegation_id:
+        return f"{_A2A_ERROR_PREFIX}delegate dispatch missing delegation_id: {dispatch}"
+
+    # 2. Poll for terminal status with a deadline. Each poll is a cheap
+    # /delegations GET — bounded by the platform's existing rate limit.
+    deadline = time.monotonic() + _SYNC_POLL_BUDGET_S
+    last_status = "unknown"
+    while time.monotonic() < deadline:
+        try:
+            async with httpx.AsyncClient(timeout=10.0) as client:
+                poll = await client.get(
+                    f"{PLATFORM_URL}/workspaces/{src}/delegations",
+                    headers=_auth_headers_for_heartbeat(src),
+                )
+        except Exception as e:  # pylint: disable=broad-except
+            # Transient — keep polling. The platform IS holding the
+            # delegation row; we just lost a network request.
+            last_status = f"poll-error: {e}"
+            await asyncio.sleep(_SYNC_POLL_INTERVAL_S)
+            continue
+
+        if poll.status_code != 200:
+            last_status = f"poll HTTP {poll.status_code}"
+            await asyncio.sleep(_SYNC_POLL_INTERVAL_S)
+            continue
+
+        try:
+            rows = poll.json()
+        except Exception as e:  # pylint: disable=broad-except
+            last_status = f"poll non-JSON: {e}"
+            await asyncio.sleep(_SYNC_POLL_INTERVAL_S)
+            continue
+
+        # /delegations returns a flat list of delegation events. Filter to
+        # our delegation_id; pick the first terminal one. The list may
+        # have multiple rows per delegation_id (one for the original
+        # dispatch, one per status update); we want the latest terminal.
+        if not isinstance(rows, list):
+            await asyncio.sleep(_SYNC_POLL_INTERVAL_S)
+            continue
+        terminal = None
+        for r in rows:
+            if not isinstance(r, dict):
+                continue
+            if r.get("delegation_id") != delegation_id:
+                continue
+            status = (r.get("status") or "").lower()
+            last_status = status
+            if status in ("completed", "failed"):
+                terminal = r
+                break
+        if terminal:
+            if (terminal.get("status") or "").lower() == "completed":
+                return terminal.get("response_preview") or ""
+            err = (
+                terminal.get("error_detail")
+                or terminal.get("summary")
+                or "delegation failed"
+            )
+            return f"{_A2A_ERROR_PREFIX}{err}"
+
+        await asyncio.sleep(_SYNC_POLL_INTERVAL_S)
+
+    # Budget exhausted — the platform's row is still in flight (or queued).
+    # Surface as an error so the caller can decide to retry or fall back;
+    # the platform DOES still have the durable row, so the work isn't
+    # lost — it'll complete eventually and a future check_task_status
+    # will surface the result.
+    return (
+        f"{_A2A_ERROR_PREFIX}polling timeout after {_SYNC_POLL_BUDGET_S}s "
+        f"(delegation_id={delegation_id}, last_status={last_status}); "
+        f"the platform is still working on it — call check_task_status('{delegation_id}') to retrieve later"
+    )
+
+
+async def tool_delegate_task(
+    workspace_id: str,
+    task: str,
+    source_workspace_id: str | None = None,
+) -> str:
+    """Delegate a task to another workspace via A2A (synchronous — waits for response).
+
+    ``source_workspace_id`` selects which registered workspace this
+    delegation originates from — drives auth + the X-Workspace-ID source
+    header so the platform's a2a_proxy logs the correct sender. Single-
+    workspace operators leave it None and routing falls back to the
+    module-level WORKSPACE_ID.
+    """
+    if not workspace_id or not task:
+        return "Error: workspace_id and task are required"
+
+    # Auto-route: if source not specified, look up which registered
+    # workspace last saw this peer (populated by tool_list_peers). Falls
+    # back to the legacy WORKSPACE_ID for single-workspace operators.
+    src = source_workspace_id or _peer_to_source.get(workspace_id) or None
+
+    # Discover the target. discover_peer is the access-control gate +
+    # name/status lookup. The peer's reported ``url`` field is NOT used
+    # for routing — see send_a2a_message, which constructs the URL via
+    # the platform's A2A proxy.
+    peer = await discover_peer(workspace_id, source_workspace_id=src)
+    if not peer:
+        return f"Error: workspace {workspace_id} not found or not accessible (check access control)"
+
+    if (peer.get("status") or "").lower() == "offline":
+        return f"Error: workspace {workspace_id} is offline"
+
+    # Lazy import: a2a_tools imports this module at top-level, so a
+    # top-level import of report_activity from a2a_tools would create a
+    # circular dependency at first-import time. Lazy resolution inside
+    # the function body breaks the cycle without forcing a ground-up
+    # restructure of the activity-reporting layer.
+    from a2a_tools import report_activity
+
+    # Report delegation start — include the task text for traceability
+    peer_name = peer.get("name") or _peer_names.get(workspace_id) or workspace_id[:8]
+    _peer_names[workspace_id] = peer_name  # cache for future use
+    # Brief summary for canvas display — just the delegation target
+    await report_activity("a2a_send", workspace_id, f"Delegating to {peer_name}", task_text=task)
+
+    # RFC #2829 PR-5: agent-side cutover. When DELEGATION_SYNC_VIA_INBOX=1,
+    # use the platform's durable async delegation API (POST /delegate +
+    # poll /delegations) instead of the proxy-blocked message/send path.
+    # This sidesteps the 600s message/send timeout class that broke
+    # iteration-14/90-style long-running delegations on 2026-05-05.
+    #
+    # Default off — staging-canary first, flip default after PR-2's
+    # result-push flag (DELEGATION_RESULT_INBOX_PUSH) has been on for
+    # ≥1 week without incident.
+    if os.environ.get("DELEGATION_SYNC_VIA_INBOX") == "1":
+        result = await _delegate_sync_via_polling(workspace_id, task, src or WORKSPACE_ID)
+    else:
+        # send_a2a_message routes through ${PLATFORM_URL}/workspaces/{id}/a2a
+        # (the platform proxy) so the same code works for in-container and
+        # external (standalone molecule-mcp) callers.
+        result = await send_a2a_message(workspace_id, task, source_workspace_id=src)
+
+    # Detect delegation failures — wrap them clearly so the calling agent
+    # can decide to retry, use another peer, or handle the task itself.
+    is_error = result.startswith(_A2A_ERROR_PREFIX)
+    # Strip the sentinel prefix so error_detail is the human-readable
+    # cause directly. The Activity tab's red error chip surfaces this
+    # without the user having to scroll into the raw response JSON.
+    #
+    # Cap at 4096 chars before sending — the platform's
+    # activity_logs.error_detail column is unbounded TEXT and a
+    # malicious or buggy peer could otherwise stream an arbitrarily
+    # large error message into the caller's activity log. 4096 is
+    # comfortably above any real exception traceback we've seen and
+    # well below an obvious-DoS threshold.
+    error_detail = result[len(_A2A_ERROR_PREFIX):].strip()[:4096] if is_error else ""
+    await report_activity(
+        "a2a_receive", workspace_id,
+        f"{peer_name} responded ({len(result)} chars)" if not is_error else f"{peer_name} failed: {error_detail[:120]}",
+        task_text=task, response_text=result,
+        status="error" if is_error else "ok",
+        error_detail=error_detail,
+    )
+    if is_error:
+        return (
+            f"DELEGATION FAILED to {peer_name}: {result}\n"
+            f"You should either: (1) try a different peer, (2) handle this task yourself, "
+            f"or (3) inform the user that {peer_name} is unavailable and provide your best answer."
+        )
+    return result
+
+
+async def tool_delegate_task_async(
+    workspace_id: str,
+    task: str,
+    source_workspace_id: str | None = None,
+) -> str:
+    """Delegate a task via the platform's async delegation API (fire-and-forget).
+
+    Uses POST /workspaces/:id/delegate which runs the A2A request in the background.
+    Results are tracked in the platform DB and broadcast via WebSocket.
+    Use check_task_status to poll for results.
+
+    ``source_workspace_id`` selects the sending workspace (which one of
+    this agent's registered workspaces gets logged as the originator);
+    auto-routes via the peer→source cache when omitted.
+    """
+    if not workspace_id or not task:
+        return "Error: workspace_id and task are required"
+
+    src = source_workspace_id or _peer_to_source.get(workspace_id) or WORKSPACE_ID
+
+    # Idempotency key: SHA-256 of (source, target, task) so that a
+    # restarted agent firing the same delegation gets the same key and
+    # the platform returns the existing delegation_id instead of
+    # creating a duplicate. Fixes #1456. Source is in the key so the
+    # SAME task delegated from two different registered workspaces
+    # produces two distinct delegations (the right behavior — one per
+    # tenant audit trail).
+    idem_key = hashlib.sha256(f"{src}:{workspace_id}:{task}".encode()).hexdigest()[:32]
+
+    try:
+        async with httpx.AsyncClient(timeout=10.0) as client:
+            resp = await client.post(
+                f"{PLATFORM_URL}/workspaces/{src}/delegate",
+                json={"target_id": workspace_id, "task": task, "idempotency_key": idem_key},
+                headers=_auth_headers_for_heartbeat(src),
+            )
+            if resp.status_code == 202:
+                data = resp.json()
+                return json.dumps({
+                    "delegation_id": data.get("delegation_id", ""),
+                    "workspace_id": workspace_id,
+                    "status": "delegated",
+                    "note": "Task delegated. The platform runs it in the background. Use check_task_status to poll for results.",
+                })
+            else:
+                return f"Error: delegation failed with status {resp.status_code}: {resp.text[:200]}"
+    except Exception as e:
+        return f"Error: delegation failed — {e}"
+
+
+async def tool_check_task_status(
+    workspace_id: str,
+    task_id: str,
+    source_workspace_id: str | None = None,
+) -> str:
+    """Check delegations for this workspace via the platform API.
+
+    Args:
+        workspace_id: Ignored (kept for backward compat). Checks
+            ``source_workspace_id``'s delegations (the workspace that
+            FIRED the delegations), not the target's.
+        task_id: Optional delegation_id to filter. If empty, returns all recent delegations.
+        source_workspace_id: Which registered workspace's delegation log
+            to query. Defaults to the module-level WORKSPACE_ID.
+    """
+    src = source_workspace_id or WORKSPACE_ID
+    try:
+        async with httpx.AsyncClient(timeout=10.0) as client:
+            resp = await client.get(
+                f"{PLATFORM_URL}/workspaces/{src}/delegations",
+                headers=_auth_headers_for_heartbeat(src),
+            )
+            if resp.status_code != 200:
+                return f"Error: failed to check delegations ({resp.status_code})"
+            delegations = resp.json()
+            if task_id:
+                # Filter by delegation_id
+                matching = [d for d in delegations if d.get("delegation_id") == task_id]
+                if matching:
+                    return json.dumps(matching[0])
+                return json.dumps({"status": "not_found", "delegation_id": task_id})
+            # Return all recent delegations
+            summary = []
+            for d in delegations[:10]:
+                summary.append({
+                    "delegation_id": d.get("delegation_id", ""),
+                    "target_id": d.get("target_id", ""),
+                    "status": d.get("status", ""),
+                    "summary": d.get("summary", ""),
+                    "response_preview": d.get("response_preview", ""),
+                })
+            return json.dumps({"delegations": summary, "count": len(delegations)})
+    except Exception as e:
+        return f"Error checking delegations: {e}"

workspace/a2a_tools_memory.py

@@ -0,0 +1,141 @@
+"""Memory tool handlers — single-concern slice of the a2a_tools surface.
+
+Extracted from ``a2a_tools.py`` (RFC #2873 iter 4c). Owns the two
+agent-memory MCP tools:
+
+  * ``tool_commit_memory`` — write to the workspace's persistent memory.
+  * ``tool_recall_memory`` — search the workspace's persistent memory.
+
+Both go through the platform's ``/workspaces/:id/memories`` endpoint;
+the platform is the source of truth for namespace isolation + audit
+trail. Local responsibility here is RBAC enforcement BEFORE hitting
+the network so a denied operation surfaces a clear in-band error
+instead of an opaque platform 403.
+
+Imports the RBAC primitives from ``a2a_tools_rbac`` (iter 4a).
+"""
+from __future__ import annotations
+
+import json
+
+import httpx
+
+from a2a_client import PLATFORM_URL, WORKSPACE_ID
+from a2a_tools_rbac import (
+    auth_headers_for_heartbeat as _auth_headers_for_heartbeat,
+    check_memory_read_permission as _check_memory_read_permission,
+    check_memory_write_permission as _check_memory_write_permission,
+    is_root_workspace as _is_root_workspace,
+)
+from builtin_tools.security import _redact_secrets
+
+
+async def tool_commit_memory(
+    content: str,
+    scope: str = "LOCAL",
+    source_workspace_id: str | None = None,
+) -> str:
+    """Save important information to persistent memory.
+
+    GLOBAL scope is writable only by root workspaces (tier == 0).
+    RBAC memory.write permission is required for all scope levels.
+    The source workspace_id is embedded in every record so the platform
+    can enforce cross-workspace isolation and audit trail.
+
+    ``source_workspace_id`` selects which registered workspace this
+    memory belongs to when the agent is registered into multiple
+    workspaces (PR-1 / multi-workspace mode). When unset, falls back
+    to the module-level WORKSPACE_ID — single-workspace operators see
+    no behaviour change.
+    """
+    if not content:
+        return "Error: content is required"
+    content = _redact_secrets(content)
+    scope = scope.upper()
+    if scope not in ("LOCAL", "TEAM", "GLOBAL"):
+        scope = "LOCAL"
+
+    # RBAC: require memory.write permission (mirrors builtin_tools/memory.py)
+    if not _check_memory_write_permission():
+        return (
+            "Error: RBAC — this workspace does not have the 'memory.write' "
+            "permission for this operation."
+        )
+
+    # Scope enforcement: only root workspaces (tier 0) can write GLOBAL memory.
+    # This prevents tenant workspaces from poisoning org-wide memory (GH#1610).
+    if scope == "GLOBAL" and not _is_root_workspace():
+        return (
+            "Error: RBAC — only root workspaces (tier 0) can write to GLOBAL scope. "
+            "Non-root workspaces may use LOCAL or TEAM scope."
+        )
+
+    src = source_workspace_id or WORKSPACE_ID
+    try:
+        async with httpx.AsyncClient(timeout=10.0) as client:
+            resp = await client.post(
+                f"{PLATFORM_URL}/workspaces/{src}/memories",
+                json={
+                    "content": content,
+                    "scope": scope,
+                    # Embed source workspace so the platform can namespace-isolate
+                    # and audit cross-workspace writes (GH#1610 fix).
+                    "workspace_id": src,
+                },
+                headers=_auth_headers_for_heartbeat(src),
+            )
+            data = resp.json()
+            if resp.status_code in (200, 201):
+                return json.dumps({"success": True, "id": data.get("id"), "scope": scope})
+            return f"Error: {data.get('error', resp.text)}"
+    except Exception as e:
+        return f"Error saving memory: {e}"
+
+
+async def tool_recall_memory(
+    query: str = "",
+    scope: str = "",
+    source_workspace_id: str | None = None,
+) -> str:
+    """Search persistent memory for previously saved information.
+
+    RBAC memory.read permission is required (mirrors builtin_tools/memory.py).
+    The workspace_id is sent as a query parameter so the platform can
+    cross-validate it against the auth token and defend against any future
+    path traversal / cross-tenant read bugs in the platform itself.
+
+    ``source_workspace_id`` selects which registered workspace's memories
+    to search when the agent is registered into multiple workspaces.
+    Unset → defaults to the module-level WORKSPACE_ID.
+    """
+    # RBAC: require memory.read permission (mirrors builtin_tools/memory.py)
+    if not _check_memory_read_permission():
+        return (
+            "Error: RBAC — this workspace does not have the 'memory.read' "
+            "permission for this operation."
+        )
+
+    src = source_workspace_id or WORKSPACE_ID
+    params: dict[str, str] = {"workspace_id": src}
+    if query:
+        params["q"] = query
+    if scope:
+        params["scope"] = scope.upper()
+    try:
+        async with httpx.AsyncClient(timeout=10.0) as client:
+            resp = await client.get(
+                f"{PLATFORM_URL}/workspaces/{src}/memories",
+                params=params,
+                headers=_auth_headers_for_heartbeat(src),
+            )
+            data = resp.json()
+            if isinstance(data, list):
+                if not data:
+                    return "No memories found."
+                lines = []
+                for m in data:
+                    lines.append(f"[{m.get('scope', '?')}] {m.get('content', '')}")
+                return "\n".join(lines)
+            return json.dumps(data)
+    except Exception as e:
+        return f"Error recalling memory: {e}"

workspace/inbox.py

@@ -553,10 +553,26 @@ def _poll_once(
     # Imported lazily at use-site so a runtime that never sees an
     # upload-receive row never imports the module. Cheap on the hot
     # path because Python caches the import.
-    from inbox_uploads import is_chat_upload_row, fetch_and_stage
+    from inbox_uploads import is_chat_upload_row, BatchFetcher
 
     new_count = 0
     last_id: str | None = None
+    # ``batch_fetcher`` is lazy: a poll batch with no upload rows pays
+    # zero overhead. Once the first upload row appears we open one
+    # BatchFetcher and submit every subsequent upload row to its thread
+    # pool; before processing the FIRST non-upload row we drain the
+    # pool (wait_all) so the URI cache is hot when message rewriting
+    # runs. Without the barrier, the chat message that references the
+    # upload would arrive at the agent with the un-rewritten
+    # platform-pending: URI.
+    batch_fetcher: BatchFetcher | None = None
+
+    def _drain_uploads(bf: BatchFetcher | None) -> None:
+        if bf is None:
+            return
+        bf.wait_all()
+        bf.close()
+
     for row in rows:
         if not isinstance(row, dict):
             continue
@@ -570,14 +586,21 @@ def _poll_once(
             # message_from_activity. We DO advance the cursor past
             # this row so a permanent network outage on /content
             # doesn't stall the cursor and block real chat traffic.
-            fetch_and_stage(
-                row,
-                platform_url=platform_url,
-                workspace_id=workspace_id,
-                headers=headers,
-            )
+            if batch_fetcher is None:
+                batch_fetcher = BatchFetcher(
+                    platform_url=platform_url,
+                    workspace_id=workspace_id,
+                    headers=headers,
+                )
+            batch_fetcher.submit(row)
             last_id = str(row.get("id", "")) or last_id
             continue
+        # Non-upload row: drain any pending uploads first so the URI
+        # cache is populated before we run rewrite_request_body /
+        # message_from_activity on a row that may reference one.
+        if batch_fetcher is not None:
+            _drain_uploads(batch_fetcher)
+            batch_fetcher = None
         if _is_self_notify_row(row):
             # The workspace-server's `/notify` handler writes the agent's
             # own send_message_to_user POSTs to activity_logs with
@@ -612,6 +635,13 @@ def _poll_once(
         last_id = message.activity_id
         new_count += 1
 
+    # Drain any uploads still in flight if the batch ended with upload
+    # rows (no chat-message row to trigger the inline drain). Without
+    # this, a future poll that picks up the chat-message row first
+    # would race with the still-running fetches.
+    if batch_fetcher is not None:
+        _drain_uploads(batch_fetcher)
+
     if last_id is not None:
         state.save_cursor(last_id, cursor_key)
     return new_count
@@ -654,6 +684,7 @@ def start_poller_thread(
     platform_url: str,
     workspace_id: str,
     interval: float = POLL_INTERVAL_SECONDS,
+    stop_event: threading.Event | None = None,
 ) -> threading.Thread:
     """Spawn the poller as a daemon thread. Returns the Thread handle.
 
@@ -665,13 +696,18 @@ def start_poller_thread(
     operator running ``ps -eL`` or eyeballing ``threading.enumerate()``
     can tell which thread is which without reverse-engineering it from
     crash tracebacks.
+
+    Pass ``stop_event`` to enable graceful shutdown — used by tests so
+    the daemon thread doesn't outlive the test that started it and race
+    with later tests' httpx patches. Production code passes None and
+    relies on the daemon flag for process-exit cleanup.
     """
     name = "molecule-mcp-inbox-poller"
     if workspace_id:
         name = f"{name}-{workspace_id[:8]}"
     t = threading.Thread(
         target=_poll_loop,
-        args=(state, platform_url, workspace_id, interval),
+        args=(state, platform_url, workspace_id, interval, stop_event),
         name=name,
         daemon=True,
     )

workspace/inbox_uploads.py

@@ -37,6 +37,7 @@ read another tenant's bytes even if a token is misrouted.
 """
 from __future__ import annotations
 
+import concurrent.futures
 import logging
 import mimetypes
 import os
@@ -68,6 +69,24 @@ MAX_FILE_BYTES = 25 * 1024 * 1024
 # 10s default for /activity calls — both are user-perceived latency.
 DEFAULT_FETCH_TIMEOUT = 60.0
 
+# Concurrency cap for ``BatchFetcher``. Four workers is enough headroom
+# for the realistic "user dragged 3-4 files into chat at once" case
+# while bounding the platform's per-workspace fan-out. The cap matters
+# because the platform's /content endpoint reads bytea from Postgres in
+# a single round-trip per request — N workers = N concurrent DB reads
+# of up to 25 MB each, so a higher cap could pressure platform memory
+# without much UX win (network bandwidth is the bottleneck once the
+# bytes are buffered).
+DEFAULT_BATCH_FETCH_WORKERS = 4
+
+# Upper bound on how long ``BatchFetcher.wait_all`` blocks the inbox
+# poll loop before giving up on still-in-flight fetches. Aligned with
+# DEFAULT_FETCH_TIMEOUT so a single hung fetch can't stall the loop
+# longer than its own deadline. A timeout fires only if a worker thread
+# is stuck past the underlying httpx timeout — pathological case;
+# normal completion is bounded by per-fetch timeout × ceil(N/W).
+DEFAULT_BATCH_WAIT_TIMEOUT = DEFAULT_FETCH_TIMEOUT + 5.0
+
 # Cap on the URI cache. A long-lived workspace handling thousands of
 # uploads shouldn't grow without bound; an LRU cap of 1024 keeps the
 # entries-needed-for-a-typical-conversation well within memory.
@@ -275,6 +294,7 @@ def fetch_and_stage(
     workspace_id: str,
     headers: dict[str, str],
     timeout_secs: float = DEFAULT_FETCH_TIMEOUT,
+    client: Any = None,
 ) -> str | None:
     """Fetch the row's bytes, stage them under chat-uploads, and ack.
 
@@ -289,6 +309,11 @@ def fetch_and_stage(
     On success, the URI cache is updated so a subsequent chat message
     referencing the same ``platform-pending:`` URI is rewritten before
     the agent sees it.
+
+    Pass ``client`` to reuse a shared ``httpx.Client`` for both GET and
+    POST ack (saves one TLS handshake per row vs. constructing one
+    per-call). ``BatchFetcher`` does this across an entire poll batch so
+    N concurrent fetches share one connection pool.
     """
     body = _request_body_dict(row)
     if body is None:
@@ -317,25 +342,58 @@ def fetch_and_stage(
     if not isinstance(filename, str):
         filename = "file"
 
-    # Lazy httpx import: the standalone MCP path uses httpx; an in-
-    # container caller that imports this module by accident shouldn't
-    # explode at import time.
-    try:
-        import httpx  # noqa: WPS433
-    except ImportError:
-        logger.error("inbox_uploads: httpx not installed; cannot fetch %s", file_id)
-        return None
+    # Caller-supplied client: reuse for both GET + POST ack. Otherwise
+    # build a one-shot client and close it on the way out. Lazy httpx
+    # import keeps the standalone MCP path's optional dep optional.
+    own_client = client is None
+    if own_client:
+        try:
+            import httpx  # noqa: WPS433
+        except ImportError:
+            logger.error("inbox_uploads: httpx not installed; cannot fetch %s", file_id)
+            return None
+        client = httpx.Client(timeout=timeout_secs)
 
+    try:
+        return _fetch_and_stage_with_client(
+            client,
+            platform_url=platform_url,
+            workspace_id=workspace_id,
+            headers=headers,
+            file_id=file_id,
+            pending_uri=pending_uri,
+            filename=filename,
+            body=body,
+        )
+    finally:
+        if own_client:
+            try:
+                client.close()
+            except Exception:  # noqa: BLE001 — close should never crash the caller
+                pass
+
+
+def _fetch_and_stage_with_client(
+    client: Any,
+    *,
+    platform_url: str,
+    workspace_id: str,
+    headers: dict[str, str],
+    file_id: str,
+    pending_uri: str,
+    filename: str,
+    body: dict[str, Any],
+) -> str | None:
+    """Inner body of fetch_and_stage. Always uses the supplied client for
+    both GET and POST so the connection pool is shared across the call.
+    """
     content_url = f"{platform_url}/workspaces/{workspace_id}/pending-uploads/{file_id}/content"
     ack_url = f"{platform_url}/workspaces/{workspace_id}/pending-uploads/{file_id}/ack"
 
     try:
-        with httpx.Client(timeout=timeout_secs) as client:
-            resp = client.get(content_url, headers=headers)
+        resp = client.get(content_url, headers=headers)
     except Exception as exc:  # noqa: BLE001
-        logger.warning(
-            "inbox_uploads: GET %s failed: %s", content_url, exc
-        )
+        logger.warning("inbox_uploads: GET %s failed: %s", content_url, exc)
         return None
 
     if resp.status_code == 404:
@@ -403,8 +461,7 @@ def fetch_and_stage(
     # back the on-disk file — the platform's sweep will clean up
     # eventually.
     try:
-        with httpx.Client(timeout=timeout_secs) as client:
-            ack_resp = client.post(ack_url, headers=headers)
+        ack_resp = client.post(ack_url, headers=headers)
         if ack_resp.status_code >= 400:
             logger.warning(
                 "inbox_uploads: ack %s returned %d: %s",
@@ -418,6 +475,198 @@ def fetch_and_stage(
     return local_uri
 
 
+# ---------------------------------------------------------------------------
+# BatchFetcher — concurrent fetch across a single poll batch
+# ---------------------------------------------------------------------------
+
+
+class BatchFetcher:
+    """Fetch + stage + ack a batch of upload-receive rows concurrently.
+
+    Why this exists: the inbox poll loop used to call ``fetch_and_stage``
+    serially per row. With N upload rows in a batch (a user dragging
+    multiple files into chat at once), the loop blocked for
+    ``N × per_fetch_latency`` before processing the chat message that
+    referenced them — a 4-file upload at 5s each = 20s of stall
+    before the agent saw the user's prompt. ``BatchFetcher`` runs the
+    fetches on a small thread pool (default 4 workers) so the stall is
+    bounded by ``ceil(N/W) × per_fetch_latency`` instead.
+
+    Connection reuse: one ``httpx.Client`` is shared across every fetch
+    in the batch. httpx clients carry a connection pool, so a second
+    fetch to the same platform host reuses the TCP+TLS handshake from
+    the first — measurable win when fetches happen back-to-back.
+
+    Correctness invariant the caller MUST preserve: the inbox loop is
+    expected to call ``wait_all()`` before processing the chat-message
+    activity row that REFERENCES one of these uploads. Without the
+    barrier, the URI cache is empty when ``rewrite_request_body`` runs
+    and the agent sees the un-rewritten ``platform-pending:`` URI. The
+    caller-side test ``test_poll_once_waits_for_uploads_before_messages``
+    pins this end-to-end.
+
+    Use as a context manager so the executor + client are torn down
+    even if the caller raises mid-batch.
+    """
+
+    def __init__(
+        self,
+        *,
+        platform_url: str,
+        workspace_id: str,
+        headers: dict[str, str],
+        timeout_secs: float = DEFAULT_FETCH_TIMEOUT,
+        max_workers: int = DEFAULT_BATCH_FETCH_WORKERS,
+        client: Any = None,
+    ):
+        self._platform_url = platform_url
+        self._workspace_id = workspace_id
+        self._headers = dict(headers)  # copy so caller mutations don't leak in
+        self._timeout_secs = timeout_secs
+
+        # Caller can inject a client (tests do this); production callers
+        # let us build one. Track ownership so we only close ours.
+        self._own_client = client is None
+        if self._own_client:
+            try:
+                import httpx  # noqa: WPS433
+            except ImportError:
+                # Match fetch_and_stage's behavior: log + degrade rather
+                # than raising at construction time. submit() will then
+                # return None for every row.
+                logger.error("inbox_uploads: httpx not installed; BatchFetcher inert")
+                self._client: Any = None
+            else:
+                self._client = httpx.Client(timeout=timeout_secs)
+        else:
+            self._client = client
+
+        self._executor = concurrent.futures.ThreadPoolExecutor(
+            max_workers=max_workers,
+            thread_name_prefix="upload-fetch",
+        )
+        self._futures: list[concurrent.futures.Future[Any]] = []
+        self._closed = False
+        # Flipped to True by wait_all when the timeout fires; close()
+        # reads this to decide between drain-and-wait vs cancel-queued.
+        self._timed_out = False
+
+    def submit(self, row: dict[str, Any]) -> concurrent.futures.Future[Any] | None:
+        """Submit ``row`` for fetch + stage + ack. Non-blocking — the
+        worker thread runs ``fetch_and_stage`` with the shared client.
+
+        Returns the Future so a caller that wants per-row outcome can
+        await it; ``None`` if the BatchFetcher is in a degraded state
+        (httpx missing).
+        """
+        if self._closed:
+            raise RuntimeError("BatchFetcher: submit after close")
+        if self._client is None:
+            return None
+        fut = self._executor.submit(
+            fetch_and_stage,
+            row,
+            platform_url=self._platform_url,
+            workspace_id=self._workspace_id,
+            headers=self._headers,
+            timeout_secs=self._timeout_secs,
+            client=self._client,
+        )
+        self._futures.append(fut)
+        return fut
+
+    def wait_all(self, timeout: float | None = DEFAULT_BATCH_WAIT_TIMEOUT) -> None:
+        """Block until every submitted future completes (or times out).
+
+        Per-future exceptions are logged + swallowed — ``fetch_and_stage``
+        already converts every error path to ``return None``, so a real
+        exception propagating up to here is unexpected and we don't want
+        one bad fetch to abort the whole batch.
+
+        Timeouts are also logged + swallowed AND record the timed-out
+        futures on ``self._timed_out`` so ``close`` can cancel them
+        without paying their full latency. Without this hand-off,
+        ``close()``'s ``shutdown(wait=True)`` would block on the leaked
+        workers and undo the user-facing timeout — the inbox poll loop
+        would stall indefinitely on a hung /content fetch.
+        """
+        if not self._futures:
+            return
+        try:
+            done, not_done = concurrent.futures.wait(
+                self._futures,
+                timeout=timeout,
+                return_when=concurrent.futures.ALL_COMPLETED,
+            )
+        except Exception as exc:  # noqa: BLE001 — concurrent.futures shouldn't raise here
+            logger.warning("inbox_uploads: BatchFetcher.wait_all crashed: %s", exc)
+            return
+        for fut in done:
+            exc = fut.exception()
+            if exc is not None:
+                logger.warning(
+                    "inbox_uploads: BatchFetcher worker raised: %s", exc
+                )
+        if not_done:
+            logger.warning(
+                "inbox_uploads: BatchFetcher.wait_all left %d in-flight after %ss timeout",
+                len(not_done),
+                timeout,
+            )
+            # Mark these futures so close() knows to cancel-not-wait. We
+            # cancel queued-but-not-started ones immediately; futures
+            # already running can't be cancelled (Python's threading
+            # model), but close() will pass cancel_futures=True so any
+            # remaining queued items don't run.
+            for fut in not_done:
+                fut.cancel()
+            self._timed_out = True
+
+    def close(self) -> None:
+        """Tear down the executor + (if owned) the httpx client.
+
+        Idempotent. After close, ``submit`` raises and the BatchFetcher
+        cannot be reused — construct a fresh one for the next poll.
+
+        If ``wait_all`` reported a timeout, shutdown skips the
+        ``wait=True`` drain and instead asks the executor to drop queued
+        futures (``cancel_futures=True``). Currently-running workers
+        can't be interrupted by Python's threading model, but the poll
+        loop returns immediately rather than blocking on a hung fetch.
+        """
+        if self._closed:
+            return
+        self._closed = True
+        timed_out = getattr(self, "_timed_out", False)
+        try:
+            if timed_out:
+                # cancel_futures landed in Python 3.9 — guarded for older
+                # interpreters via a TypeError fallback. Drop queued
+                # tasks; running ones will exit when their httpx call
+                # eventually returns or the daemon thread dies.
+                try:
+                    self._executor.shutdown(wait=False, cancel_futures=True)
+                except TypeError:
+                    self._executor.shutdown(wait=False)
+            else:
+                # Healthy path: wait for in-flight work so we don't
+                # interrupt a fetch mid-write.
+                self._executor.shutdown(wait=True)
+        except Exception as exc:  # noqa: BLE001
+            logger.warning("inbox_uploads: executor shutdown error: %s", exc)
+        if self._own_client and self._client is not None:
+            try:
+                self._client.close()
+            except Exception as exc:  # noqa: BLE001
+                logger.warning("inbox_uploads: client close error: %s", exc)
+
+    def __enter__(self) -> "BatchFetcher":
+        return self
+
+    def __exit__(self, exc_type, exc, tb) -> None:
+        self.close()
+
+
 # ---------------------------------------------------------------------------
 # URI rewrite for incoming chat messages
 # ---------------------------------------------------------------------------

workspace/tests/test_a2a_multi_workspace.py

@@ -339,8 +339,8 @@ class TestToolDelegateTaskAutoRouting:
             seen_send_src["src"] = source_workspace_id
             return "ok"
 
-        with patch("a2a_tools.discover_peer", side_effect=fake_discover), \
-             patch("a2a_tools.send_a2a_message", side_effect=fake_send), \
+        with patch("a2a_tools_delegation.discover_peer", side_effect=fake_discover), \
+             patch("a2a_tools_delegation.send_a2a_message", side_effect=fake_send), \
              patch("a2a_tools.report_activity", new=AsyncMock()):
             await a2a_tools.tool_delegate_task(peer_id, "do thing")
 
@@ -367,8 +367,8 @@ class TestToolDelegateTaskAutoRouting:
             seen["send"] = source_workspace_id
             return "ok"
 
-        with patch("a2a_tools.discover_peer", side_effect=fake_discover), \
-             patch("a2a_tools.send_a2a_message", side_effect=fake_send), \
+        with patch("a2a_tools_delegation.discover_peer", side_effect=fake_discover), \
+             patch("a2a_tools_delegation.send_a2a_message", side_effect=fake_send), \
              patch("a2a_tools.report_activity", new=AsyncMock()):
             await a2a_tools.tool_delegate_task(
                 peer_id, "do thing", source_workspace_id=ws_explicit,
@@ -395,8 +395,8 @@ class TestToolDelegateTaskAutoRouting:
             seen["send"] = source_workspace_id
             return "ok"
 
-        with patch("a2a_tools.discover_peer", side_effect=fake_discover), \
-             patch("a2a_tools.send_a2a_message", side_effect=fake_send), \
+        with patch("a2a_tools_delegation.discover_peer", side_effect=fake_discover), \
+             patch("a2a_tools_delegation.send_a2a_message", side_effect=fake_send), \
              patch("a2a_tools.report_activity", new=AsyncMock()):
             await a2a_tools.tool_delegate_task(peer_id, "do thing")
 

workspace/tests/test_a2a_tools_delegation.py

@@ -0,0 +1,129 @@
+"""Drift gate + direct surface tests for ``a2a_tools_delegation`` (RFC #2873 iter 4b).
+
+The full behavior matrix for the three delegation MCP tools lives in
+``test_a2a_tools_impl.py`` (TestToolDelegateTask + TestToolDelegateTaskAsync
++ TestToolCheckTaskStatus). Those exercise call paths through the
+``a2a_tools_delegation.foo`` module (after the iter 4b retarget).
+
+This file owns the post-split contract:
+
+  1. **Drift gate** — every previously-public symbol on ``a2a_tools``
+     (``tool_delegate_task``, ``tool_delegate_task_async``,
+     ``tool_check_task_status``, ``_delegate_sync_via_polling``,
+     ``_SYNC_POLL_INTERVAL_S``, ``_SYNC_POLL_BUDGET_S``) is the EXACT
+     same callable / value as the new module's public name. A wrapper
+     that drifted would silently bypass tests targeting the wrapper.
+
+  2. **Smoke import** — both modules import in either order without
+     raising (the lazy ``report_activity`` import inside
+     ``tool_delegate_task`` is the contract that prevents a circular
+     import; this test pins it).
+"""
+from __future__ import annotations
+
+import os
+
+import pytest
+
+
+@pytest.fixture(autouse=True)
+def _require_workspace_id(monkeypatch):
+    monkeypatch.setenv("WORKSPACE_ID", "00000000-0000-0000-0000-000000000000")
+    monkeypatch.setenv("PLATFORM_URL", "http://test.invalid")
+    yield
+
+
+# ============== Drift gate ==============
+
+class TestBackCompatAliases:
+    def test_tool_delegate_task_alias(self):
+        import a2a_tools
+        import a2a_tools_delegation
+        assert a2a_tools.tool_delegate_task is a2a_tools_delegation.tool_delegate_task
+
+    def test_tool_delegate_task_async_alias(self):
+        import a2a_tools
+        import a2a_tools_delegation
+        assert (
+            a2a_tools.tool_delegate_task_async
+            is a2a_tools_delegation.tool_delegate_task_async
+        )
+
+    def test_tool_check_task_status_alias(self):
+        import a2a_tools
+        import a2a_tools_delegation
+        assert (
+            a2a_tools.tool_check_task_status
+            is a2a_tools_delegation.tool_check_task_status
+        )
+
+    def test_delegate_sync_via_polling_alias(self):
+        import a2a_tools
+        import a2a_tools_delegation
+        assert (
+            a2a_tools._delegate_sync_via_polling
+            is a2a_tools_delegation._delegate_sync_via_polling
+        )
+
+    def test_constants_match(self):
+        import a2a_tools
+        import a2a_tools_delegation
+        assert (
+            a2a_tools._SYNC_POLL_INTERVAL_S
+            == a2a_tools_delegation._SYNC_POLL_INTERVAL_S
+        )
+        assert (
+            a2a_tools._SYNC_POLL_BUDGET_S
+            == a2a_tools_delegation._SYNC_POLL_BUDGET_S
+        )
+
+
+# ============== Smoke imports ==============
+
+class TestImportContracts:
+    def test_delegation_imports_without_a2a_tools_loaded(self, monkeypatch):
+        """``a2a_tools_delegation`` should NOT pull in ``a2a_tools`` at
+        module-load time. The lazy ``from a2a_tools import report_activity``
+        inside ``tool_delegate_task`` is the only legitimate hop.
+
+        Pin this so a future refactor that adds a top-level
+        ``from a2a_tools import …`` re-introduces the circular-import
+        crash that motivated the lazy pattern.
+        """
+        import sys
+        # Drop both modules so we re-import in a controlled order
+        for mod in ("a2a_tools", "a2a_tools_delegation"):
+            sys.modules.pop(mod, None)
+
+        # Importing delegation first must succeed without a2a_tools
+        # being loaded (because a2a_tools imports delegation, the
+        # circular path ONLY closes if delegation top-level imports
+        # something from a2a_tools).
+        import a2a_tools_delegation  # noqa: F401
+        # If we got here, no circular import.
+        assert "a2a_tools_delegation" in sys.modules
+
+    def test_a2a_tools_imports_via_delegation_re_export(self):
+        """The opposite direction: importing a2a_tools must trigger the
+        delegation re-export so a2a_tools.tool_delegate_task resolves."""
+        import a2a_tools
+        assert hasattr(a2a_tools, "tool_delegate_task")
+        assert hasattr(a2a_tools, "tool_delegate_task_async")
+        assert hasattr(a2a_tools, "tool_check_task_status")
+
+
+# ============== Sync-poll budget env override ==============
+
+class TestPollBudgetEnvOverride:
+    def test_default_budget_when_env_unset(self):
+        """Module-level constant. Set DELEGATION_TIMEOUT before importing
+        a2a_tools_delegation to override; default is 300.0."""
+        # The constant is computed at module-load time. To verify the
+        # override path we'd need to reload — skipped here because it's
+        # tested at boot. This test pins the default for catch-the-eye
+        # documentation.
+        import a2a_tools_delegation
+        # Whatever was set when the module first loaded — assert it's
+        # numeric and >= the documented floor (180s healthsweep budget).
+        assert isinstance(a2a_tools_delegation._SYNC_POLL_BUDGET_S, float)
+        assert a2a_tools_delegation._SYNC_POLL_BUDGET_S >= 180.0

workspace/tests/test_a2a_tools_impl.py

@@ -226,16 +226,16 @@ class TestToolDelegateTask:
 
     async def test_peer_not_found_returns_error(self):
         import a2a_tools
-        with patch("a2a_tools.discover_peer", return_value=None):
+        with patch("a2a_tools_delegation.discover_peer", return_value=None):
             result = await a2a_tools.tool_delegate_task("ws-missing", "task")
         assert "not found" in result or "Error" in result
 
     async def test_offline_peer_returns_error(self):
         """A peer with status=offline short-circuits before we hit the proxy."""
         import a2a_tools
-        with patch("a2a_tools.discover_peer", return_value={"id": "ws-1", "status": "offline"}):
+        with patch("a2a_tools_delegation.discover_peer", return_value={"id": "ws-1", "status": "offline"}):
             mc = _make_http_mock()
-            with patch("a2a_tools.httpx.AsyncClient", return_value=mc):
+            with patch("a2a_tools_delegation.httpx.AsyncClient", return_value=mc):
                 result = await a2a_tools.tool_delegate_task("ws-1", "task")
         assert "offline" in result.lower()
 
@@ -261,8 +261,8 @@ class TestToolDelegateTask:
             captured["source"] = source_workspace_id
             return "ok"
 
-        with patch("a2a_tools.discover_peer", return_value=peer), \
-             patch("a2a_tools.send_a2a_message", side_effect=fake_send), \
+        with patch("a2a_tools_delegation.discover_peer", return_value=peer), \
+             patch("a2a_tools_delegation.send_a2a_message", side_effect=fake_send), \
              patch("a2a_tools.report_activity", new=AsyncMock()):
             await a2a_tools.tool_delegate_task(peer_id, "do thing")
 
@@ -274,8 +274,8 @@ class TestToolDelegateTask:
         import a2a_tools
 
         peer = {"id": "ws-1", "url": "http://ws-1.svc/a2a", "name": "Worker"}
-        with patch("a2a_tools.discover_peer", return_value=peer), \
-             patch("a2a_tools.send_a2a_message", return_value="Task completed!"), \
+        with patch("a2a_tools_delegation.discover_peer", return_value=peer), \
+             patch("a2a_tools_delegation.send_a2a_message", return_value="Task completed!"), \
              patch("a2a_tools.report_activity", new=AsyncMock()):
             result = await a2a_tools.tool_delegate_task("ws-1", "do something")
 
@@ -287,8 +287,8 @@ class TestToolDelegateTask:
 
         peer = {"id": "ws-1", "url": "http://ws-1.svc/a2a", "name": "Worker"}
         error_msg = f"{a2a_tools._A2A_ERROR_PREFIX}Agent error: something bad"
-        with patch("a2a_tools.discover_peer", return_value=peer), \
-             patch("a2a_tools.send_a2a_message", return_value=error_msg), \
+        with patch("a2a_tools_delegation.discover_peer", return_value=peer), \
+             patch("a2a_tools_delegation.send_a2a_message", return_value=error_msg), \
              patch("a2a_tools.report_activity", new=AsyncMock()):
             result = await a2a_tools.tool_delegate_task("ws-1", "do something")
 
@@ -302,8 +302,8 @@ class TestToolDelegateTask:
         # Pre-populate the cache
         a2a_tools._peer_names["ws-cached"] = "CachedName"
         peer = {"id": "ws-cached", "url": "http://ws-cached.svc/a2a"}  # no 'name'
-        with patch("a2a_tools.discover_peer", return_value=peer), \
-             patch("a2a_tools.send_a2a_message", return_value="done"), \
+        with patch("a2a_tools_delegation.discover_peer", return_value=peer), \
+             patch("a2a_tools_delegation.send_a2a_message", return_value="done"), \
              patch("a2a_tools.report_activity", new=AsyncMock()):
             result = await a2a_tools.tool_delegate_task("ws-cached", "task")
 
@@ -316,8 +316,8 @@ class TestToolDelegateTask:
         # Ensure not in cache
         a2a_tools._peer_names.pop("ws-nona000", None)
         peer = {"id": "ws-nona000", "url": "http://x.svc/a2a"}  # no 'name'
-        with patch("a2a_tools.discover_peer", return_value=peer), \
-             patch("a2a_tools.send_a2a_message", return_value="ok"), \
+        with patch("a2a_tools_delegation.discover_peer", return_value=peer), \
+             patch("a2a_tools_delegation.send_a2a_message", return_value="ok"), \
              patch("a2a_tools.report_activity", new=AsyncMock()):
             result = await a2a_tools.tool_delegate_task("ws-nona000", "task")
 
@@ -349,7 +349,7 @@ class TestToolDelegateTaskAsync:
         import a2a_tools
 
         mc = _make_http_mock(post_resp=_resp(202, {"delegation_id": "d-123", "status": "delegated"}))
-        with patch("a2a_tools.httpx.AsyncClient", return_value=mc):
+        with patch("a2a_tools_delegation.httpx.AsyncClient", return_value=mc):
             result = await a2a_tools.tool_delegate_task_async("ws-1", "do task")
 
         data = json.loads(result)
@@ -362,7 +362,7 @@ class TestToolDelegateTaskAsync:
         import a2a_tools
 
         mc = _make_http_mock(post_resp=_resp(500, {"error": "internal"}))
-        with patch("a2a_tools.httpx.AsyncClient", return_value=mc):
+        with patch("a2a_tools_delegation.httpx.AsyncClient", return_value=mc):
             result = await a2a_tools.tool_delegate_task_async("ws-1", "do task")
 
         assert "Error" in result
@@ -372,7 +372,7 @@ class TestToolDelegateTaskAsync:
         import a2a_tools
 
         mc = _make_http_mock(post_exc=httpx.ConnectError("connection refused"))
-        with patch("a2a_tools.httpx.AsyncClient", return_value=mc):
+        with patch("a2a_tools_delegation.httpx.AsyncClient", return_value=mc):
             result = await a2a_tools.tool_delegate_task_async("ws-1", "do task")
 
         assert "Error" in result or "failed" in result.lower()
@@ -393,7 +393,7 @@ class TestToolCheckTaskStatus:
             {"delegation_id": "d-2", "target_id": "ws-u", "status": "pending", "summary": "waiting"},
         ]
         mc = _make_http_mock(get_resp=_resp(200, delegations))
-        with patch("a2a_tools.httpx.AsyncClient", return_value=mc):
+        with patch("a2a_tools_delegation.httpx.AsyncClient", return_value=mc):
             result = await a2a_tools.tool_check_task_status("ws-1", "")
 
         data = json.loads(result)
@@ -409,7 +409,7 @@ class TestToolCheckTaskStatus:
             {"delegation_id": "d-2", "status": "pending"},
         ]
         mc = _make_http_mock(get_resp=_resp(200, delegations))
-        with patch("a2a_tools.httpx.AsyncClient", return_value=mc):
+        with patch("a2a_tools_delegation.httpx.AsyncClient", return_value=mc):
             result = await a2a_tools.tool_check_task_status("ws-1", "d-1")
 
         data = json.loads(result)
@@ -421,7 +421,7 @@ class TestToolCheckTaskStatus:
         import a2a_tools
 
         mc = _make_http_mock(get_resp=_resp(200, []))
-        with patch("a2a_tools.httpx.AsyncClient", return_value=mc):
+        with patch("a2a_tools_delegation.httpx.AsyncClient", return_value=mc):
             result = await a2a_tools.tool_check_task_status("ws-1", "d-missing")
 
         data = json.loads(result)
@@ -432,7 +432,7 @@ class TestToolCheckTaskStatus:
         import a2a_tools
 
         mc = _make_http_mock(get_resp=_resp(500, {"error": "db down"}))
-        with patch("a2a_tools.httpx.AsyncClient", return_value=mc):
+        with patch("a2a_tools_delegation.httpx.AsyncClient", return_value=mc):
             result = await a2a_tools.tool_check_task_status("ws-1", "d-1")
 
         assert "Error" in result or "failed" in result.lower()
@@ -702,9 +702,9 @@ class TestToolCommitMemory:
         import a2a_tools
 
         mc = _make_http_mock(post_resp=_resp(201, {"id": "mem-1"}))
-        with patch("a2a_tools.httpx.AsyncClient", return_value=mc), \
-             patch("a2a_tools._check_memory_write_permission", return_value=True), \
-             patch("a2a_tools._is_root_workspace", return_value=False):
+        with patch("a2a_tools_memory.httpx.AsyncClient", return_value=mc), \
+             patch("a2a_tools_memory._check_memory_write_permission", return_value=True), \
+             patch("a2a_tools_memory._is_root_workspace", return_value=False):
             result = await a2a_tools.tool_commit_memory("Remember this", scope="local")
 
         data = json.loads(result)
@@ -716,9 +716,9 @@ class TestToolCommitMemory:
         import a2a_tools
 
         mc = _make_http_mock(post_resp=_resp(200, {"id": "mem-2"}))
-        with patch("a2a_tools.httpx.AsyncClient", return_value=mc), \
-             patch("a2a_tools._check_memory_write_permission", return_value=True), \
-             patch("a2a_tools._is_root_workspace", return_value=False):
+        with patch("a2a_tools_memory.httpx.AsyncClient", return_value=mc), \
+             patch("a2a_tools_memory._check_memory_write_permission", return_value=True), \
+             patch("a2a_tools_memory._is_root_workspace", return_value=False):
             result = await a2a_tools.tool_commit_memory("Remember this", scope="INVALID")
 
         data = json.loads(result)
@@ -728,9 +728,9 @@ class TestToolCommitMemory:
         import a2a_tools
 
         mc = _make_http_mock(post_resp=_resp(200, {"id": "mem-3"}))
-        with patch("a2a_tools.httpx.AsyncClient", return_value=mc), \
-             patch("a2a_tools._check_memory_write_permission", return_value=True), \
-             patch("a2a_tools._is_root_workspace", return_value=False):
+        with patch("a2a_tools_memory.httpx.AsyncClient", return_value=mc), \
+             patch("a2a_tools_memory._check_memory_write_permission", return_value=True), \
+             patch("a2a_tools_memory._is_root_workspace", return_value=False):
             result = await a2a_tools.tool_commit_memory("Team info", scope="TEAM")
 
         data = json.loads(result)
@@ -741,9 +741,9 @@ class TestToolCommitMemory:
         import a2a_tools
 
         mc = _make_http_mock(post_resp=_resp(201, {"id": "mem-4"}))
-        with patch("a2a_tools.httpx.AsyncClient", return_value=mc), \
-             patch("a2a_tools._check_memory_write_permission", return_value=True), \
-             patch("a2a_tools._is_root_workspace", return_value=True):
+        with patch("a2a_tools_memory.httpx.AsyncClient", return_value=mc), \
+             patch("a2a_tools_memory._check_memory_write_permission", return_value=True), \
+             patch("a2a_tools_memory._is_root_workspace", return_value=True):
             result = await a2a_tools.tool_commit_memory("Global info", scope="GLOBAL")
 
         data = json.loads(result)
@@ -753,9 +753,9 @@ class TestToolCommitMemory:
         import a2a_tools
 
         mc = _make_http_mock(post_resp=_resp(200, {"id": "mem-5"}))
-        with patch("a2a_tools.httpx.AsyncClient", return_value=mc), \
-             patch("a2a_tools._check_memory_write_permission", return_value=True), \
-             patch("a2a_tools._is_root_workspace", return_value=False):
+        with patch("a2a_tools_memory.httpx.AsyncClient", return_value=mc), \
+             patch("a2a_tools_memory._check_memory_write_permission", return_value=True), \
+             patch("a2a_tools_memory._is_root_workspace", return_value=False):
             result = await a2a_tools.tool_commit_memory("info")
 
         data = json.loads(result)
@@ -766,9 +766,9 @@ class TestToolCommitMemory:
         import a2a_tools
 
         mc = _make_http_mock(post_resp=_resp(201, {"id": "mem-6"}))
-        with patch("a2a_tools.httpx.AsyncClient", return_value=mc), \
-             patch("a2a_tools._check_memory_write_permission", return_value=True), \
-             patch("a2a_tools._is_root_workspace", return_value=False):
+        with patch("a2a_tools_memory.httpx.AsyncClient", return_value=mc), \
+             patch("a2a_tools_memory._check_memory_write_permission", return_value=True), \
+             patch("a2a_tools_memory._is_root_workspace", return_value=False):
             result = await a2a_tools.tool_commit_memory("info")
 
         data = json.loads(result)
@@ -779,9 +779,9 @@ class TestToolCommitMemory:
         import a2a_tools
 
         mc = _make_http_mock(post_resp=_resp(400, {"error": "bad request payload"}))
-        with patch("a2a_tools.httpx.AsyncClient", return_value=mc), \
-             patch("a2a_tools._check_memory_write_permission", return_value=True), \
-             patch("a2a_tools._is_root_workspace", return_value=False):
+        with patch("a2a_tools_memory.httpx.AsyncClient", return_value=mc), \
+             patch("a2a_tools_memory._check_memory_write_permission", return_value=True), \
+             patch("a2a_tools_memory._is_root_workspace", return_value=False):
             result = await a2a_tools.tool_commit_memory("info")
 
         assert "Error" in result
@@ -791,9 +791,9 @@ class TestToolCommitMemory:
         import a2a_tools
 
         mc = _make_http_mock(post_exc=RuntimeError("storage failure"))
-        with patch("a2a_tools.httpx.AsyncClient", return_value=mc), \
-             patch("a2a_tools._check_memory_write_permission", return_value=True), \
-             patch("a2a_tools._is_root_workspace", return_value=False):
+        with patch("a2a_tools_memory.httpx.AsyncClient", return_value=mc), \
+             patch("a2a_tools_memory._check_memory_write_permission", return_value=True), \
+             patch("a2a_tools_memory._is_root_workspace", return_value=False):
             result = await a2a_tools.tool_commit_memory("info")
 
         assert "Error saving memory" in result
@@ -808,9 +808,9 @@ class TestToolCommitMemory:
         import a2a_tools
 
         mc = _make_http_mock(post_resp=_resp(201, {"id": "mem-poison"}))
-        with patch("a2a_tools.httpx.AsyncClient", return_value=mc), \
-             patch("a2a_tools._check_memory_write_permission", return_value=True), \
-             patch("a2a_tools._is_root_workspace", return_value=False):
+        with patch("a2a_tools_memory.httpx.AsyncClient", return_value=mc), \
+             patch("a2a_tools_memory._check_memory_write_permission", return_value=True), \
+             patch("a2a_tools_memory._is_root_workspace", return_value=False):
             result = await a2a_tools.tool_commit_memory("poisoned GLOBAL memory", scope="GLOBAL")
 
         # Must NOT have called the platform — early rejection
@@ -824,9 +824,9 @@ class TestToolCommitMemory:
         import a2a_tools
 
         mc = _make_http_mock(post_resp=_resp(201, {"id": "mem-7"}))
-        with patch("a2a_tools.httpx.AsyncClient", return_value=mc), \
-             patch("a2a_tools._check_memory_write_permission", return_value=False), \
-             patch("a2a_tools._is_root_workspace", return_value=False):
+        with patch("a2a_tools_memory.httpx.AsyncClient", return_value=mc), \
+             patch("a2a_tools_memory._check_memory_write_permission", return_value=False), \
+             patch("a2a_tools_memory._is_root_workspace", return_value=False):
             result = await a2a_tools.tool_commit_memory("should be denied", scope="LOCAL")
 
         mc.post.assert_not_called()
@@ -838,9 +838,9 @@ class TestToolCommitMemory:
         import a2a_tools
 
         mc = _make_http_mock(post_resp=_resp(201, {"id": "mem-8"}))
-        with patch("a2a_tools.httpx.AsyncClient", return_value=mc), \
-             patch("a2a_tools._check_memory_write_permission", return_value=True), \
-             patch("a2a_tools._is_root_workspace", return_value=False):
+        with patch("a2a_tools_memory.httpx.AsyncClient", return_value=mc), \
+             patch("a2a_tools_memory._check_memory_write_permission", return_value=True), \
+             patch("a2a_tools_memory._is_root_workspace", return_value=False):
             await a2a_tools.tool_commit_memory("test content", scope="LOCAL")
 
         call_kwargs = mc.post.call_args.kwargs
@@ -865,8 +865,8 @@ class TestToolRecallMemory:
             {"scope": "TEAM", "content": "We use Python 3.11"},
         ]
         mc = _make_http_mock(get_resp=_resp(200, memories))
-        with patch("a2a_tools.httpx.AsyncClient", return_value=mc), \
-             patch("a2a_tools._check_memory_read_permission", return_value=True):
+        with patch("a2a_tools_memory.httpx.AsyncClient", return_value=mc), \
+             patch("a2a_tools_memory._check_memory_read_permission", return_value=True):
             result = await a2a_tools.tool_recall_memory(query="capital")
 
         assert "[LOCAL]" in result
@@ -878,8 +878,8 @@ class TestToolRecallMemory:
         import a2a_tools
 
         mc = _make_http_mock(get_resp=_resp(200, []))
-        with patch("a2a_tools.httpx.AsyncClient", return_value=mc), \
-             patch("a2a_tools._check_memory_read_permission", return_value=True):
+        with patch("a2a_tools_memory.httpx.AsyncClient", return_value=mc), \
+             patch("a2a_tools_memory._check_memory_read_permission", return_value=True):
             result = await a2a_tools.tool_recall_memory(query="anything")
 
         assert result == "No memories found."
@@ -890,8 +890,8 @@ class TestToolRecallMemory:
 
         payload = {"error": "search unavailable"}
         mc = _make_http_mock(get_resp=_resp(200, payload))
-        with patch("a2a_tools.httpx.AsyncClient", return_value=mc), \
-             patch("a2a_tools._check_memory_read_permission", return_value=True):
+        with patch("a2a_tools_memory.httpx.AsyncClient", return_value=mc), \
+             patch("a2a_tools_memory._check_memory_read_permission", return_value=True):
             result = await a2a_tools.tool_recall_memory()
 
         parsed = json.loads(result)
@@ -901,8 +901,8 @@ class TestToolRecallMemory:
         import a2a_tools
 
         mc = _make_http_mock(get_exc=RuntimeError("search service down"))
-        with patch("a2a_tools.httpx.AsyncClient", return_value=mc), \
-             patch("a2a_tools._check_memory_read_permission", return_value=True):
+        with patch("a2a_tools_memory.httpx.AsyncClient", return_value=mc), \
+             patch("a2a_tools_memory._check_memory_read_permission", return_value=True):
             result = await a2a_tools.tool_recall_memory(query="test")
 
         assert "Error recalling memory" in result
@@ -913,8 +913,8 @@ class TestToolRecallMemory:
         import a2a_tools
 
         mc = _make_http_mock(get_resp=_resp(200, []))
-        with patch("a2a_tools.httpx.AsyncClient", return_value=mc), \
-             patch("a2a_tools._check_memory_read_permission", return_value=True):
+        with patch("a2a_tools_memory.httpx.AsyncClient", return_value=mc), \
+             patch("a2a_tools_memory._check_memory_read_permission", return_value=True):
             await a2a_tools.tool_recall_memory(query="paris", scope="local")
 
         call_kwargs = mc.get.call_args.kwargs
@@ -928,8 +928,8 @@ class TestToolRecallMemory:
         import a2a_tools
 
         mc = _make_http_mock(get_resp=_resp(200, []))
-        with patch("a2a_tools.httpx.AsyncClient", return_value=mc), \
-             patch("a2a_tools._check_memory_read_permission", return_value=True):
+        with patch("a2a_tools_memory.httpx.AsyncClient", return_value=mc), \
+             patch("a2a_tools_memory._check_memory_read_permission", return_value=True):
             await a2a_tools.tool_recall_memory()
 
         call_kwargs = mc.get.call_args.kwargs
@@ -942,8 +942,8 @@ class TestToolRecallMemory:
         import a2a_tools
 
         mc = _make_http_mock(get_resp=_resp(200, []))
-        with patch("a2a_tools.httpx.AsyncClient", return_value=mc), \
-             patch("a2a_tools._check_memory_read_permission", return_value=True):
+        with patch("a2a_tools_memory.httpx.AsyncClient", return_value=mc), \
+             patch("a2a_tools_memory._check_memory_read_permission", return_value=True):
             await a2a_tools.tool_recall_memory(scope="team")
 
         call_kwargs = mc.get.call_args.kwargs
@@ -960,8 +960,8 @@ class TestToolRecallMemory:
         import a2a_tools
 
         mc = _make_http_mock(get_resp=_resp(200, [{"scope": "GLOBAL", "content": "secret"}]))
-        with patch("a2a_tools.httpx.AsyncClient", return_value=mc), \
-             patch("a2a_tools._check_memory_read_permission", return_value=False):
+        with patch("a2a_tools_memory.httpx.AsyncClient", return_value=mc), \
+             patch("a2a_tools_memory._check_memory_read_permission", return_value=False):
             result = await a2a_tools.tool_recall_memory(query="secret")
 
         mc.get.assert_not_called()

workspace/tests/test_a2a_tools_inbox_enrichment.py

@@ -0,0 +1,150 @@
+"""Tests for `_enrich_inbound_for_agent` — the poll-path companion to
+the push-path enrichment in `a2a_mcp_server._build_channel_notification`.
+
+The MCP poll path (inbox_peek / wait_for_message) returns
+`InboxMessage.to_dict()`, which has `activity_id, text, peer_id, kind,
+method, created_at` but NOT the registry-resolved `peer_name`,
+`peer_role`, or `agent_card_url`. The receiving agent then sees a
+plain message and can't tell who's writing — breaking the universal
+contract documented in `a2a_mcp_server.py:303-345` ("In both paths
+the same fields apply").
+
+The enrichment helper closes that gap. These tests pin:
+  - canvas_user (peer_id="") passes through unchanged
+  - peer_agent with cache hit gets peer_name + peer_role + agent_card_url
+  - peer_agent with cache miss still gets agent_card_url (constructable
+    from peer_id alone)
+  - a2a_client unavailable (test harness without registry) degrades
+    gracefully — agent still gets the bare envelope
+"""
+
+from __future__ import annotations
+
+import os
+
+# a2a_client.py reads WORKSPACE_ID at import time and raises if it's
+# unset. Stamp a stub before any test pulls in a2a_tools (which transitively
+# imports a2a_client). conftest.py mocks the SDK but not this env var.
+os.environ.setdefault("WORKSPACE_ID", "00000000-0000-0000-0000-000000000001")
+
+import sys
+import types
+from unittest.mock import patch
+
+
+PEER_UUID = "11111111-2222-3333-4444-555555555555"
+
+
+def test_canvas_user_passes_through_unchanged():
+    from a2a_tools import _enrich_inbound_for_agent
+
+    base = {
+        "activity_id": "act-1",
+        "text": "hello from canvas",
+        "peer_id": "",
+        "kind": "canvas_user",
+        "method": "message/send",
+        "created_at": "2026-05-05T11:00:00Z",
+    }
+
+    out = _enrich_inbound_for_agent(dict(base))
+
+    # Plain pass-through — no enrichment fields added for canvas_user.
+    assert out == base
+    assert "peer_name" not in out
+    assert "peer_role" not in out
+    assert "agent_card_url" not in out
+
+
+def test_peer_agent_cache_hit_adds_name_role_and_card_url():
+    from a2a_tools import _enrich_inbound_for_agent
+
+    record = {"name": "ops-agent", "role": "sre"}
+    card_url = f"https://platform.example/registry/{PEER_UUID}/agent-card"
+
+    with patch(
+        "a2a_client.enrich_peer_metadata_nonblocking",
+        return_value=record,
+    ), patch(
+        "a2a_client._agent_card_url_for",
+        return_value=card_url,
+    ):
+        out = _enrich_inbound_for_agent({
+            "activity_id": "act-2",
+            "text": "ping",
+            "peer_id": PEER_UUID,
+            "kind": "peer_agent",
+            "method": "message/send",
+            "created_at": "2026-05-05T11:01:00Z",
+        })
+
+    assert out["peer_name"] == "ops-agent"
+    assert out["peer_role"] == "sre"
+    assert out["agent_card_url"] == card_url
+
+
+def test_peer_agent_cache_miss_still_gets_agent_card_url():
+    """agent_card_url is constructable from peer_id alone — surface it
+    even when registry enrichment misses, so the receiving agent has a
+    single endpoint to hit for the peer's full capability list."""
+    from a2a_tools import _enrich_inbound_for_agent
+
+    card_url = f"https://platform.example/registry/{PEER_UUID}/agent-card"
+
+    with patch(
+        "a2a_client.enrich_peer_metadata_nonblocking",
+        return_value=None,  # cache miss
+    ), patch(
+        "a2a_client._agent_card_url_for",
+        return_value=card_url,
+    ):
+        out = _enrich_inbound_for_agent({
+            "activity_id": "act-3",
+            "text": "ping",
+            "peer_id": PEER_UUID,
+            "kind": "peer_agent",
+            "method": "message/send",
+            "created_at": "2026-05-05T11:02:00Z",
+        })
+
+    assert "peer_name" not in out
+    assert "peer_role" not in out
+    assert out["agent_card_url"] == card_url
+
+
+def test_peer_agent_a2a_client_unavailable_degrades_gracefully(monkeypatch):
+    """If a2a_client can't be imported (test harness, partial install),
+    return the bare envelope — agent still gets text + peer_id + kind +
+    activity_id, just without the friendly identity."""
+    from a2a_tools import _enrich_inbound_for_agent
+
+    # Stub a2a_client import to fail.
+    real_module = sys.modules.pop("a2a_client", None)
+    fake = types.ModuleType("a2a_client")
+    # Deliberately omit enrich_peer_metadata_nonblocking and
+    # _agent_card_url_for so the helper's fallback path fires.
+    sys.modules["a2a_client"] = fake
+
+    try:
+        out = _enrich_inbound_for_agent({
+            "activity_id": "act-4",
+            "text": "ping",
+            "peer_id": PEER_UUID,
+            "kind": "peer_agent",
+            "method": "message/send",
+            "created_at": "2026-05-05T11:03:00Z",
+        })
+    finally:
+        if real_module is not None:
+            sys.modules["a2a_client"] = real_module
+        else:
+            sys.modules.pop("a2a_client", None)
+
+    # Bare envelope passes through — receiving agent still has enough
+    # to act, even if the friendly identity is missing.
+    assert out["peer_id"] == PEER_UUID
+    assert out["text"] == "ping"
+    assert out["kind"] == "peer_agent"
+    assert "peer_name" not in out
+    assert "peer_role" not in out
+    assert "agent_card_url" not in out

workspace/tests/test_a2a_tools_memory.py

@@ -0,0 +1,69 @@
+"""Drift gate + smoke tests for ``a2a_tools_memory`` (RFC #2873 iter 4c).
+
+The full behavior matrix (RBAC denies, scope enforcement, platform
+HTTP error paths) lives in ``test_a2a_tools_impl.py`` (TestToolCommitMemory
++ TestToolRecallMemory) which patches `a2a_tools_memory.foo` after the
+iter 4c retarget.
+
+This file pins:
+
+  1. **Drift gate** — every previously-public symbol on ``a2a_tools``
+     (``tool_commit_memory``, ``tool_recall_memory``) is the EXACT same
+     callable as ``a2a_tools_memory.foo``. Refactor wrapping silently
+     loses the existing test coverage; this gate makes that drift fail
+     fast.
+  2. **Import contract** — ``a2a_tools_memory`` does NOT pull in
+     ``a2a_tools`` at module-load time. The handlers depend on
+     ``a2a_tools_rbac`` (the layered architecture) and ``a2a_client``,
+     not on the kitchen-sink module that re-exports them.
+"""
+from __future__ import annotations
+
+import sys
+
+import pytest
+
+
+@pytest.fixture(autouse=True)
+def _require_workspace_id(monkeypatch):
+    monkeypatch.setenv("WORKSPACE_ID", "00000000-0000-0000-0000-000000000000")
+    monkeypatch.setenv("PLATFORM_URL", "http://test.invalid")
+    yield
+
+
+# ============== Drift gate ==============
+
+class TestBackCompatAliases:
+    def test_tool_commit_memory_alias(self):
+        import a2a_tools
+        import a2a_tools_memory
+        assert a2a_tools.tool_commit_memory is a2a_tools_memory.tool_commit_memory
+
+    def test_tool_recall_memory_alias(self):
+        import a2a_tools
+        import a2a_tools_memory
+        assert a2a_tools.tool_recall_memory is a2a_tools_memory.tool_recall_memory
+
+
+# ============== Import contract ==============
+
+class TestImportContract:
+    def test_memory_module_does_not_load_a2a_tools(self, monkeypatch):
+        """`a2a_tools_memory` must depend on `a2a_tools_rbac` (the layered
+        architecture) and `a2a_client`, NEVER on the kitchen-sink
+        `a2a_tools`. Top-level `from a2a_tools import …` would defeat
+        the modularization goal and risk a circular-import."""
+        # Drop both modules to control import order
+        for m in ("a2a_tools", "a2a_tools_memory"):
+            sys.modules.pop(m, None)
+
+        # Import memory module. Should succeed without a2a_tools loaded.
+        import a2a_tools_memory  # noqa: F401
+        assert "a2a_tools_memory" in sys.modules
+
+    def test_a2a_tools_re_exports_memory_handlers(self):
+        """The opposite direction: a2a_tools must surface every memory
+        symbol so existing call sites + tests work unchanged."""
+        import a2a_tools
+        assert hasattr(a2a_tools, "tool_commit_memory")
+        assert hasattr(a2a_tools, "tool_recall_memory")

workspace/tests/test_delegation_sync_via_polling.py

@@ -80,10 +80,10 @@ class TestFlagOffLegacyPath:
         async def fake_report_activity(*_a, **_kw):
             return None
 
-        with patch("a2a_tools.send_a2a_message", side_effect=fake_send), \
-             patch("a2a_tools.discover_peer", side_effect=fake_discover), \
+        with patch("a2a_tools_delegation.send_a2a_message", side_effect=fake_send), \
+             patch("a2a_tools_delegation.discover_peer", side_effect=fake_discover), \
              patch("a2a_tools.report_activity", side_effect=fake_report_activity), \
-             patch("a2a_tools._delegate_sync_via_polling", new=AsyncMock()) as poll_mock:
+             patch("a2a_tools_delegation._delegate_sync_via_polling", new=AsyncMock()) as poll_mock:
             result = await a2a_tools.tool_delegate_task(
                 "ws-target", "task body", source_workspace_id="ws-self"
             )
@@ -105,7 +105,7 @@ class TestFlagOnDispatchFailures:
         import a2a_tools
         mc = _make_client(post_exc=httpx.ConnectError("network down"))
 
-        with patch("a2a_tools.httpx.AsyncClient", return_value=mc):
+        with patch("a2a_tools_delegation.httpx.AsyncClient", return_value=mc):
             res = await a2a_tools._delegate_sync_via_polling(
                 "ws-target", "task", "ws-self"
             )
@@ -119,7 +119,7 @@ class TestFlagOnDispatchFailures:
         import a2a_tools
         mc = _make_client(post_resp=_resp(403, {"error": "forbidden"}))
 
-        with patch("a2a_tools.httpx.AsyncClient", return_value=mc):
+        with patch("a2a_tools_delegation.httpx.AsyncClient", return_value=mc):
             res = await a2a_tools._delegate_sync_via_polling(
                 "ws-target", "task", "ws-self"
             )
@@ -134,7 +134,7 @@ class TestFlagOnDispatchFailures:
         # 202 Accepted but no delegation_id field — defensive shape check.
         mc = _make_client(post_resp=_resp(202, {"status": "delegated"}))
 
-        with patch("a2a_tools.httpx.AsyncClient", return_value=mc):
+        with patch("a2a_tools_delegation.httpx.AsyncClient", return_value=mc):
             res = await a2a_tools._delegate_sync_via_polling(
                 "ws-target", "task", "ws-self"
             )
@@ -168,7 +168,7 @@ class TestFlagOnPollingOutcomes:
             get_resps=[_resp(200, [completed_row])],
         )
 
-        with patch("a2a_tools.httpx.AsyncClient", return_value=mc):
+        with patch("a2a_tools_delegation.httpx.AsyncClient", return_value=mc):
             res = await a2a_tools._delegate_sync_via_polling(
                 "ws-target", "task", "ws-self"
             )
@@ -196,7 +196,7 @@ class TestFlagOnPollingOutcomes:
             get_resps=[_resp(200, [failed_row])],
         )
 
-        with patch("a2a_tools.httpx.AsyncClient", return_value=mc):
+        with patch("a2a_tools_delegation.httpx.AsyncClient", return_value=mc):
             res = await a2a_tools._delegate_sync_via_polling(
                 "ws-target", "task", "ws-self"
             )
@@ -234,7 +234,7 @@ class TestFlagOnPollingOutcomes:
             get_resps=get_seq,
         )
 
-        with patch("a2a_tools.httpx.AsyncClient", return_value=mc):
+        with patch("a2a_tools_delegation.httpx.AsyncClient", return_value=mc):
             res = await a2a_tools._delegate_sync_via_polling(
                 "ws-target", "task", "ws-self"
             )
@@ -266,7 +266,7 @@ class TestFlagOnPollingOutcomes:
             get_resps=get_seq,
         )
 
-        with patch("a2a_tools.httpx.AsyncClient", return_value=mc):
+        with patch("a2a_tools_delegation.httpx.AsyncClient", return_value=mc):
             res = await a2a_tools._delegate_sync_via_polling(
                 "ws-target", "task", "ws-self"
             )
@@ -304,7 +304,7 @@ class TestFlagOnPollingOutcomes:
             get_resps=[first_poll, second_poll],
         )
 
-        with patch("a2a_tools.httpx.AsyncClient", return_value=mc):
+        with patch("a2a_tools_delegation.httpx.AsyncClient", return_value=mc):
             res = await a2a_tools._delegate_sync_via_polling(
                 "ws-target", "task", "ws-self"
             )

workspace/tests/test_inbox.py

@@ -555,16 +555,34 @@ def test_poll_once_self_notify_does_not_fire_notification(state: inbox.InboxStat
 def test_start_poller_thread_is_daemon(state: inbox.InboxState):
     """Daemon flag is required so the poller dies with the parent
     process; a non-daemon poller would leak across `claude` restarts
-    and write to a stale workspace."""
+    and write to a stale workspace.
+
+    Stop_event is plumbed so the thread cleans up at the end of the
+    test instead of leaking into later tests. Without cleanup, the
+    daemon's ~10ms tick races with later tests that patch httpx.Client
+    — the leaked thread sees their patched response and runs an
+    unwanted iteration of _poll_once that double-counts mocked calls
+    (caught when test_batch_fetcher_owns_client_when_not_supplied
+    surfaced this on Python 3.11 CI but not 3.13 local).
+    """
     resp = _make_response(200, [])
     p, _ = _patch_httpx(resp)
+    stop_event = threading.Event()
     with p, patch("platform_auth.auth_headers", return_value={}):
         # Use a very short interval so the loop body runs at least once
         # before we exit the test.
-        t = inbox.start_poller_thread(state, "http://platform", "ws-1", interval=0.01)
+        t = inbox.start_poller_thread(
+            state, "http://platform", "ws-1", interval=0.01, stop_event=stop_event
+        )
         time.sleep(0.05)
-    assert t.daemon is True
-    assert t.is_alive()
+        assert t.daemon is True
+        assert t.is_alive()
+        # Signal shutdown + wait for the thread to actually exit before
+        # we leave the test scope. Without this join, the leaked thread
+        # races with later tests' httpx patches.
+        stop_event.set()
+        t.join(timeout=2.0)
+    assert not t.is_alive(), "poller thread did not exit on stop_event"
 
 
 # ---------------------------------------------------------------------------
@@ -577,6 +595,219 @@ def test_default_cursor_path_uses_configs_dir(monkeypatch, tmp_path: Path):
     assert inbox.default_cursor_path() == tmp_path / ".mcp_inbox_cursor"
 
 
+# ---------------------------------------------------------------------------
+# Phase 5b — BatchFetcher integration with the poll loop
+# ---------------------------------------------------------------------------
+#
+# These tests pin the cross-module contract between inbox._poll_once and
+# inbox_uploads.BatchFetcher: chat_upload_receive rows must be submitted
+# to a single BatchFetcher AND drained (URI cache populated) before any
+# subsequent message row is processed. Without the drain, the
+# rewrite_request_body path inside message_from_activity surfaces the
+# un-rewritten ``platform-pending:`` URI to the agent.
+
+
+def _upload_row(act_id: str, file_id: str) -> dict:
+    return {
+        "id": act_id,
+        "source_id": None,
+        "method": "chat_upload_receive",
+        "summary": f"chat_upload_receive: {file_id}.pdf",
+        "request_body": {
+            "file_id": file_id,
+            "name": f"{file_id}.pdf",
+            "uri": f"platform-pending:ws-1/{file_id}",
+            "mimeType": "application/pdf",
+            "size": 3,
+        },
+        "created_at": "2026-05-04T10:00:00Z",
+    }
+
+
+def _message_row_referencing(act_id: str, file_id: str) -> dict:
+    return {
+        "id": act_id,
+        "source_id": None,
+        "method": "message/send",
+        "summary": None,
+        "request_body": {
+            "params": {
+                "message": {
+                    "parts": [
+                        {"kind": "text", "text": "have a look"},
+                        {
+                            "kind": "file",
+                            "file": {
+                                "uri": f"platform-pending:ws-1/{file_id}",
+                                "name": f"{file_id}.pdf",
+                            },
+                        },
+                    ]
+                }
+            }
+        },
+        "created_at": "2026-05-04T10:00:01Z",
+    }
+
+
+def _patch_httpx_routing(activity_rows: list[dict], upload_bytes: bytes = b"PDF"):
+    """Replace ``httpx.Client`` so:
+
+      - GET /activity returns ``activity_rows``
+      - GET /workspaces/.../content returns ``upload_bytes`` with content-type
+      - POST /ack returns 200
+
+    Returns the patch context manager; tests use ``with p:``. Each new
+    Client(...) gets a fresh MagicMock so the test can verify
+    constructor-count expectations without pinning singletons.
+    """
+    def _client_factory(*args, **kwargs):
+        c = MagicMock()
+        c.__enter__ = MagicMock(return_value=c)
+        c.__exit__ = MagicMock(return_value=False)
+
+        def _get(url, params=None, headers=None):
+            if "/activity" in url:
+                resp = MagicMock()
+                resp.status_code = 200
+                resp.json.return_value = activity_rows
+                resp.text = ""
+                return resp
+            if "/pending-uploads/" in url and "/content" in url:
+                resp = MagicMock()
+                resp.status_code = 200
+                resp.content = upload_bytes
+                resp.headers = {"content-type": "application/pdf"}
+                resp.text = ""
+                return resp
+            resp = MagicMock()
+            resp.status_code = 404
+            resp.text = ""
+            return resp
+
+        def _post(url, headers=None):
+            resp = MagicMock()
+            resp.status_code = 200
+            resp.text = ""
+            return resp
+
+        c.get = MagicMock(side_effect=_get)
+        c.post = MagicMock(side_effect=_post)
+        c.close = MagicMock()
+        return c
+
+    return patch("httpx.Client", side_effect=_client_factory)
+
+
+def test_poll_once_drains_uploads_before_processing_message_row(state: inbox.InboxState, tmp_path):
+    """The chat-message row's file.uri MUST be rewritten to the local
+    workspace: URI by the time it lands in the InboxState queue. This
+    requires BatchFetcher.wait_all() to run before message_from_activity
+    on the second row.
+    """
+    import inbox_uploads
+    inbox_uploads.get_cache().clear()
+    # Sandbox the on-disk staging dir so the test can't pollute the
+    # workspace's real chat-uploads.
+    real_dir = inbox_uploads.CHAT_UPLOAD_DIR
+    inbox_uploads.CHAT_UPLOAD_DIR = str(tmp_path / "chat-uploads")
+    try:
+        rows = [
+            _upload_row("act-1", "file-A"),
+            _message_row_referencing("act-2", "file-A"),
+        ]
+        state.save_cursor("act-old")
+        with _patch_httpx_routing(rows, upload_bytes=b"PDF-bytes"):
+            n = inbox._poll_once(state, "http://platform", "ws-1", {})
+    finally:
+        inbox_uploads.CHAT_UPLOAD_DIR = real_dir
+        inbox_uploads.get_cache().clear()
+
+    assert n == 1, "exactly one message row should be enqueued (the upload row is a side-effect, not a message)"
+    queued = state.peek(10)
+    assert len(queued) == 1
+    # The contract this test exists to pin: the platform-pending: URI
+    # was rewritten to workspace: BEFORE the message landed in the
+    # state queue. message_from_activity mutates row['request_body']
+    # in-place, so the rewritten URI is observable on the row dict
+    # we passed in.
+    rewritten_part = rows[1]["request_body"]["params"]["message"]["parts"][1]
+    assert rewritten_part["file"]["uri"].startswith("workspace:"), (
+        f"upload barrier broken: file.uri = {rewritten_part['file']['uri']!r}; "
+        "rewrite_request_body ran before BatchFetcher.wait_all populated the cache"
+    )
+    # Cursor advanced past BOTH rows — upload-receive (act-1) is
+    # acknowledged via the inbox cursor regardless of fetch outcome.
+    assert state.load_cursor() == "act-2"
+
+
+def test_poll_once_with_only_upload_rows_drains_at_loop_end(state: inbox.InboxState, tmp_path):
+    """End-of-batch drain: a poll that contains ONLY upload rows (no
+    chat-message row to trigger the inline drain) must still drain the
+    BatchFetcher before _poll_once returns. Otherwise a future poll
+    that picks up the corresponding chat-message row would race with
+    in-flight fetches from the previous batch.
+    """
+    import inbox_uploads
+    inbox_uploads.get_cache().clear()
+    real_dir = inbox_uploads.CHAT_UPLOAD_DIR
+    inbox_uploads.CHAT_UPLOAD_DIR = str(tmp_path / "chat-uploads")
+    try:
+        rows = [_upload_row("act-1", "file-A"), _upload_row("act-2", "file-B")]
+        state.save_cursor("act-old")
+        with _patch_httpx_routing(rows, upload_bytes=b"PDF"):
+            n = inbox._poll_once(state, "http://platform", "ws-1", {})
+        # By the time _poll_once returned, the URI cache must be hot
+        # for both file_ids — proves the end-of-loop drain ran.
+        assert inbox_uploads.get_cache().get("platform-pending:ws-1/file-A") is not None
+        assert inbox_uploads.get_cache().get("platform-pending:ws-1/file-B") is not None
+    finally:
+        inbox_uploads.CHAT_UPLOAD_DIR = real_dir
+        inbox_uploads.get_cache().clear()
+    # Upload rows are NOT message rows; queue stays empty.
+    assert n == 0
+    # Cursor advances past both upload rows.
+    assert state.load_cursor() == "act-2"
+
+
+def test_poll_once_no_uploads_does_not_construct_batch_fetcher(state: inbox.InboxState):
+    """A batch with no upload-receive rows must not pay the BatchFetcher
+    construction cost — the executor + httpx client allocation is
+    deferred until the first upload row appears.
+    """
+    import inbox_uploads
+
+    constructed: list[Any] = []
+
+    def _patched_init(self, **kwargs):
+        constructed.append(kwargs)
+        # Don't actually run __init__; we never hit submit/wait_all.
+        self._closed = False
+        self._futures = []
+        self._executor = MagicMock()
+        self._client = MagicMock()
+        self._own_client = False
+
+    rows = [
+        {
+            "id": "act-1",
+            "source_id": None,
+            "method": "message/send",
+            "summary": None,
+            "request_body": {"parts": [{"type": "text", "text": "hi"}]},
+            "created_at": "2026-04-30T22:00:00Z",
+        },
+    ]
+    state.save_cursor("act-old")
+    resp = _make_response(200, rows)
+    p, _ = _patch_httpx(resp)
+    with patch.object(inbox_uploads.BatchFetcher, "__init__", _patched_init), p:
+        n = inbox._poll_once(state, "http://platform", "ws-1", {})
+
+    assert n == 1
+    assert constructed == [], "BatchFetcher must not be constructed when no upload rows are present"
+
+
 def test_default_cursor_path_falls_back_to_default(tmp_path, monkeypatch):
     """When CONFIGS_DIR is unset, the cursor path resolves through
     configs_dir.resolve() — /configs in-container, ~/.molecule-workspace

workspace/tests/test_inbox_uploads.py

@@ -695,3 +695,426 @@ def test_rewrite_request_body_handles_non_list_parts():
 def test_rewrite_request_body_handles_non_dict_file():
     body = {"parts": [{"kind": "file", "file": "not a dict"}]}
     inbox_uploads.rewrite_request_body(body)  # must not raise
+
+
+# ---------------------------------------------------------------------------
+# fetch_and_stage with shared client — Phase 5b client-reuse contract
+# ---------------------------------------------------------------------------
+#
+# When a caller passes ``client=`` to fetch_and_stage, that client must be
+# used for BOTH the GET /content and the POST /ack — no fresh
+# ``httpx.Client(...)`` constructions should happen. The pre-Phase-5b
+# implementation made one new client for GET and another for ack; the new
+# shape lets BatchFetcher share one connection pool across an entire batch.
+
+
+def test_fetch_and_stage_with_supplied_client_does_not_construct_new_client(monkeypatch):
+    row = _row(uri="platform-pending:ws-1/file-1")
+    get_resp = _make_resp(200, content=b"PDF", content_type="application/pdf")
+    ack_resp = _make_resp(200)
+    supplied = MagicMock()
+    supplied.get = MagicMock(return_value=get_resp)
+    supplied.post = MagicMock(return_value=ack_resp)
+    # Sentinel: any code path that constructs httpx.Client when one was
+    # already supplied is a regression — count constructions.
+    constructed: list[Any] = []
+
+    class _ShouldNotBeCalled:
+        def __init__(self, *a, **kw):
+            constructed.append((a, kw))
+
+    monkeypatch.setattr("httpx.Client", _ShouldNotBeCalled)
+
+    local_uri = inbox_uploads.fetch_and_stage(
+        row,
+        platform_url="http://plat",
+        workspace_id="ws-1",
+        headers={"Authorization": "Bearer t"},
+        client=supplied,
+    )
+    assert local_uri is not None
+    assert constructed == [], "supplied client must be reused; no new Client should be constructed"
+    # GET + POST ack both went through the supplied client.
+    supplied.get.assert_called_once()
+    supplied.post.assert_called_once()
+    # Caller-owned client must NOT be closed by fetch_and_stage; the
+    # batch fetcher (or test) closes it once the whole batch is done.
+    supplied.close.assert_not_called()
+
+
+def test_fetch_and_stage_without_supplied_client_constructs_and_closes_one(monkeypatch):
+    row = _row(uri="platform-pending:ws-1/file-1")
+    get_resp = _make_resp(200, content=b"PDF", content_type="application/pdf")
+    ack_resp = _make_resp(200)
+    built: list[MagicMock] = []
+
+    def _factory(*args, **kwargs):
+        c = MagicMock()
+        c.get = MagicMock(return_value=get_resp)
+        c.post = MagicMock(return_value=ack_resp)
+        built.append(c)
+        return c
+
+    monkeypatch.setattr("httpx.Client", _factory)
+
+    local_uri = inbox_uploads.fetch_and_stage(
+        row, platform_url="http://plat", workspace_id="ws-1", headers={}
+    )
+    assert local_uri is not None
+    # Pre-Phase-5b built TWO clients (one for GET, one for ack); now exactly one.
+    assert len(built) == 1, f"expected 1 httpx.Client construction, got {len(built)}"
+    # Same client must serve BOTH calls.
+    built[0].get.assert_called_once()
+    built[0].post.assert_called_once()
+    # Owned client must be closed by fetch_and_stage on the way out.
+    built[0].close.assert_called_once()
+
+
+def test_fetch_and_stage_with_supplied_client_does_not_close_caller_client():
+    # Even on failure the supplied client must not be closed — the
+    # BatchFetcher owns the lifecycle for the whole batch.
+    row = _row(uri="platform-pending:ws-1/file-1")
+    supplied = MagicMock()
+    supplied.get = MagicMock(side_effect=RuntimeError("network down"))
+    supplied.post = MagicMock()  # should not be reached on GET failure
+    inbox_uploads.fetch_and_stage(
+        row,
+        platform_url="http://plat",
+        workspace_id="ws-1",
+        headers={},
+        client=supplied,
+    )
+    supplied.close.assert_not_called()
+    supplied.post.assert_not_called()
+
+
+# ---------------------------------------------------------------------------
+# BatchFetcher — concurrent fetch + URI cache barrier
+# ---------------------------------------------------------------------------
+
+
+def _row_with_id(act_id: str, file_id: str) -> dict:
+    """Helper: an upload-receive row with a distinct activity id + file id."""
+    return {
+        "id": act_id,
+        "method": "chat_upload_receive",
+        "request_body": {
+            "file_id": file_id,
+            "name": f"{file_id}.pdf",
+            "uri": f"platform-pending:ws-1/{file_id}",
+            "mimeType": "application/pdf",
+            "size": 1,
+        },
+    }
+
+
+def _stub_client_for_batch(get_responses: dict[str, MagicMock]) -> MagicMock:
+    """Build one MagicMock client that returns per-file_id responses
+    based on the file_id segment of the URL.
+    """
+    client = MagicMock()
+
+    def _get(url: str, headers: dict[str, str] | None = None) -> MagicMock:
+        for fid, resp in get_responses.items():
+            if f"/pending-uploads/{fid}/content" in url:
+                return resp
+        return _make_resp(404)
+
+    def _post(url: str, headers: dict[str, str] | None = None) -> MagicMock:
+        return _make_resp(200)
+
+    client.get = MagicMock(side_effect=_get)
+    client.post = MagicMock(side_effect=_post)
+    return client
+
+
+def test_batch_fetcher_runs_submitted_rows_concurrently():
+    # Three rows whose .get() blocks for ~120ms each. With 4 workers the
+    # batch should complete in ~120ms (parallel), not ~360ms (serial).
+    # The 250ms ceiling accommodates CI scheduler jitter while still
+    # discriminating concurrent (~120ms) from serial (~360ms).
+    import time
+
+    barrier_start = [0.0]
+
+    def _slow_get(url: str, headers: dict[str, str] | None = None) -> MagicMock:
+        time.sleep(0.12)
+        for fid in ("a", "b", "c"):
+            if f"/pending-uploads/{fid}/content" in url:
+                return _make_resp(200, content=b"X", content_type="text/plain")
+        return _make_resp(404)
+
+    client = MagicMock()
+    client.get = MagicMock(side_effect=_slow_get)
+    client.post = MagicMock(return_value=_make_resp(200))
+
+    bf = inbox_uploads.BatchFetcher(
+        platform_url="http://plat",
+        workspace_id="ws-1",
+        headers={},
+        client=client,
+        max_workers=4,
+    )
+    barrier_start[0] = time.time()
+    for fid in ("a", "b", "c"):
+        bf.submit(_row_with_id(f"act-{fid}", fid))
+    bf.wait_all()
+    elapsed = time.time() - barrier_start[0]
+    bf.close()
+
+    assert elapsed < 0.25, (
+        f"3 rows × 120ms with 4 workers should finish in <250ms; got {elapsed:.3f}s "
+        "(suggests serial execution — Phase 5b regression)"
+    )
+    assert client.get.call_count == 3
+    assert client.post.call_count == 3
+
+
+def test_batch_fetcher_wait_all_blocks_until_uri_cache_populated():
+    """Pin the correctness invariant: when wait_all returns, the URI
+    cache is hot for every submitted row. Without this barrier the
+    inbox loop would process the chat-message row before its uploads
+    were staged, and rewrite_request_body would surface the un-rewritten
+    platform-pending: URI to the agent.
+    """
+    import time
+
+    def _slow_get(url: str, headers: dict[str, str] | None = None) -> MagicMock:
+        time.sleep(0.05)
+        return _make_resp(200, content=b"data", content_type="text/plain")
+
+    client = MagicMock()
+    client.get = MagicMock(side_effect=_slow_get)
+    client.post = MagicMock(return_value=_make_resp(200))
+
+    inbox_uploads.get_cache().clear()
+    with inbox_uploads.BatchFetcher(
+        platform_url="http://plat", workspace_id="ws-1", headers={}, client=client
+    ) as bf:
+        bf.submit(_row_with_id("act-a", "a"))
+        bf.submit(_row_with_id("act-b", "b"))
+        bf.wait_all()
+        # Cache must be hot for BOTH rows by the time wait_all returns.
+        assert inbox_uploads.get_cache().get("platform-pending:ws-1/a") is not None
+        assert inbox_uploads.get_cache().get("platform-pending:ws-1/b") is not None
+
+
+def test_batch_fetcher_isolates_per_row_failure():
+    """One failing fetch must not abort siblings. Sibling rows complete,
+    URI cache populates for them; the bad row's cache entry stays absent.
+    """
+    def _get(url: str, headers: dict[str, str] | None = None) -> MagicMock:
+        if "/pending-uploads/bad/content" in url:
+            return _make_resp(500, text="upstream broken")
+        return _make_resp(200, content=b"ok", content_type="text/plain")
+
+    client = MagicMock()
+    client.get = MagicMock(side_effect=_get)
+    client.post = MagicMock(return_value=_make_resp(200))
+
+    inbox_uploads.get_cache().clear()
+    with inbox_uploads.BatchFetcher(
+        platform_url="http://plat", workspace_id="ws-1", headers={}, client=client
+    ) as bf:
+        bf.submit(_row_with_id("act-1", "good1"))
+        bf.submit(_row_with_id("act-2", "bad"))
+        bf.submit(_row_with_id("act-3", "good2"))
+        bf.wait_all()
+
+    cache = inbox_uploads.get_cache()
+    assert cache.get("platform-pending:ws-1/good1") is not None
+    assert cache.get("platform-pending:ws-1/good2") is not None
+    assert cache.get("platform-pending:ws-1/bad") is None
+
+
+def test_batch_fetcher_reuses_one_client_across_all_submits():
+    """Every row in the batch must share the same client instance. This
+    is the connection-pool-reuse leg of the perf win: a second fetch
+    to the same host reuses the TCP+TLS handshake from the first.
+    """
+    client = MagicMock()
+    client.get = MagicMock(return_value=_make_resp(200, content=b"x", content_type="text/plain"))
+    client.post = MagicMock(return_value=_make_resp(200))
+
+    with inbox_uploads.BatchFetcher(
+        platform_url="http://plat", workspace_id="ws-1", headers={}, client=client
+    ) as bf:
+        for fid in ("a", "b", "c"):
+            bf.submit(_row_with_id(f"act-{fid}", fid))
+        bf.wait_all()
+
+    # 3 GETs + 3 POST acks all on the same client — no per-row Client
+    # construction.
+    assert client.get.call_count == 3
+    assert client.post.call_count == 3
+
+
+def test_batch_fetcher_close_idempotent():
+    client = MagicMock()
+    bf = inbox_uploads.BatchFetcher(
+        platform_url="http://plat", workspace_id="ws-1", headers={}, client=client
+    )
+    bf.close()
+    bf.close()  # second call must not raise
+
+
+def test_batch_fetcher_submit_after_close_raises():
+    client = MagicMock()
+    bf = inbox_uploads.BatchFetcher(
+        platform_url="http://plat", workspace_id="ws-1", headers={}, client=client
+    )
+    bf.close()
+    with pytest.raises(RuntimeError, match="submit after close"):
+        bf.submit(_row_with_id("act-x", "x"))
+
+
+def test_batch_fetcher_owns_client_when_not_supplied(monkeypatch):
+    built: list[MagicMock] = []
+
+    def _factory(*args, **kwargs):
+        c = MagicMock()
+        c.get = MagicMock(return_value=_make_resp(200, content=b"x", content_type="text/plain"))
+        c.post = MagicMock(return_value=_make_resp(200))
+        built.append(c)
+        return c
+
+    monkeypatch.setattr("httpx.Client", _factory)
+
+    bf = inbox_uploads.BatchFetcher(
+        platform_url="http://plat", workspace_id="ws-1", headers={}
+    )
+    bf.submit(_row_with_id("act-a", "a"))
+    bf.wait_all()
+    bf.close()
+
+    assert len(built) == 1, "expected one owned client per BatchFetcher"
+    built[0].close.assert_called_once()
+
+
+def test_batch_fetcher_does_not_close_supplied_client():
+    client = MagicMock()
+    client.get = MagicMock(return_value=_make_resp(200, content=b"x", content_type="text/plain"))
+    client.post = MagicMock(return_value=_make_resp(200))
+    with inbox_uploads.BatchFetcher(
+        platform_url="http://plat", workspace_id="ws-1", headers={}, client=client
+    ) as bf:
+        bf.submit(_row_with_id("act-a", "a"))
+        bf.wait_all()
+    # Supplied client survives the BatchFetcher's close — caller's lifecycle.
+    client.close.assert_not_called()
+
+
+def test_batch_fetcher_wait_all_no_op_on_empty_batch():
+    client = MagicMock()
+    with inbox_uploads.BatchFetcher(
+        platform_url="http://plat", workspace_id="ws-1", headers={}, client=client
+    ) as bf:
+        bf.wait_all()  # nothing submitted; must not block, must not raise
+    client.get.assert_not_called()
+    client.post.assert_not_called()
+
+
+def test_batch_fetcher_httpx_missing_makes_submit_a_noop(monkeypatch):
+    # No client supplied + httpx import fails → BatchFetcher degrades
+    # gracefully: submit() returns None and the row is silently skipped.
+    import sys
+
+    real_httpx = sys.modules.pop("httpx", None)
+    monkeypatch.setitem(sys.modules, "httpx", None)
+    try:
+        bf = inbox_uploads.BatchFetcher(
+            platform_url="http://plat", workspace_id="ws-1", headers={}
+        )
+        result = bf.submit(_row_with_id("act-a", "a"))
+        bf.wait_all()
+        bf.close()
+    finally:
+        if real_httpx is not None:
+            sys.modules["httpx"] = real_httpx
+        else:
+            sys.modules.pop("httpx", None)
+    assert result is None
+
+
+def test_batch_fetcher_close_after_timeout_does_not_block_on_running_workers():
+    """The deadline contract: when wait_all times out, close() must NOT
+    block waiting for the leaked worker threads. Otherwise the inbox
+    poll loop stalls indefinitely on a hung /content fetch — undoing
+    the user-facing timeout.
+
+    Strategy: build a client whose .get() blocks on a threading.Event
+    that the test never sets. Submit a row, wait_all with a tiny
+    timeout, then time close(). If close() drained-and-waited it would
+    block until we set the event (i.e., forever in this test).
+    """
+    import threading
+    import time
+
+    blocker = threading.Event()  # never set — workers stay running
+
+    def _hang_get(url, headers=None):
+        # Wait at most ~5s so a buggy implementation eventually unblocks
+        # the test instead of timing out the whole pytest run, but
+        # nothing legitimate should reach this fallback.
+        blocker.wait(timeout=5.0)
+        return _make_resp(200, content=b"x", content_type="text/plain")
+
+    client = MagicMock()
+    client.get = MagicMock(side_effect=_hang_get)
+    client.post = MagicMock(return_value=_make_resp(200))
+
+    bf = inbox_uploads.BatchFetcher(
+        platform_url="http://plat",
+        workspace_id="ws-1",
+        headers={},
+        client=client,
+        max_workers=1,  # serialize so submitting 1 keeps the worker busy
+    )
+    bf.submit(_row_with_id("act-a", "a"))
+    # Tiny timeout — wait_all must report the future as not_done.
+    bf.wait_all(timeout=0.05)
+    t0 = time.time()
+    bf.close()
+    elapsed = time.time() - t0
+    # Unblock the lingering worker so it doesn't pollute later tests.
+    blocker.set()
+
+    # Without the cancel-on-timeout fix, close() would block until
+    # blocker.set() — i.e., the full ~5s. With the fix it returns
+    # immediately because shutdown(wait=False) doesn't drain.
+    assert elapsed < 1.0, (
+        f"close() blocked for {elapsed:.2f}s after wait_all timeout — "
+        "cancel-on-timeout regression: close() is draining instead of bailing"
+    )
+
+
+def test_batch_fetcher_close_without_timeout_still_drains():
+    """Negative leg of the timeout contract: when wait_all completes
+    cleanly (no timeout), close() must KEEP its drain-and-wait
+    behavior so a still-queued ack POST isn't dropped mid-write.
+    """
+    import time
+
+    def _slow_get(url, headers=None):
+        time.sleep(0.05)
+        return _make_resp(200, content=b"x", content_type="text/plain")
+
+    client = MagicMock()
+    client.get = MagicMock(side_effect=_slow_get)
+    client.post = MagicMock(return_value=_make_resp(200))
+
+    bf = inbox_uploads.BatchFetcher(
+        platform_url="http://plat",
+        workspace_id="ws-1",
+        headers={},
+        client=client,
+        max_workers=2,
+    )
+    bf.submit(_row_with_id("act-a", "a"))
+    bf.submit(_row_with_id("act-b", "b"))
+    bf.wait_all()  # generous default timeout — should not fire
+    bf.close()
+
+    # All 2 GETs + 2 ACK POSTs ran to completion via drain-and-wait.
+    assert client.get.call_count == 2
+    assert client.post.call_count == 2

workspace/tests/test_mcp_memory.py

@@ -63,7 +63,7 @@ async def test_commit_memory_success(monkeypatch):
     mcp = _load_mcp()
 
     client = FakeClient()
-    monkeypatch.setattr("a2a_tools.httpx.AsyncClient", lambda **kw: client)
+    monkeypatch.setattr("a2a_tools_memory.httpx.AsyncClient", lambda **kw: client)
 
     result = await mcp.handle_tool_call("commit_memory", {
         "content": "Architecture decision: use Go for backend",
@@ -92,7 +92,7 @@ async def test_commit_memory_default_scope(monkeypatch):
     mcp = _load_mcp()
 
     client = FakeClient()
-    monkeypatch.setattr("a2a_tools.httpx.AsyncClient", lambda **kw: client)
+    monkeypatch.setattr("a2a_tools_memory.httpx.AsyncClient", lambda **kw: client)
 
     result = await mcp.handle_tool_call("commit_memory", {
         "content": "Some note",
@@ -108,7 +108,7 @@ async def test_recall_memory_success(monkeypatch):
     mcp = _load_mcp()
 
     client = FakeClient()
-    monkeypatch.setattr("a2a_tools.httpx.AsyncClient", lambda **kw: client)
+    monkeypatch.setattr("a2a_tools_memory.httpx.AsyncClient", lambda **kw: client)
 
     result = await mcp.handle_tool_call("recall_memory", {"query": "architecture"})
 
@@ -127,7 +127,7 @@ async def test_recall_memory_empty(monkeypatch):
         async def get(self, url, params=None, headers=None, **kwargs):
             return FakeResponse(200, [])
 
-    monkeypatch.setattr("a2a_tools.httpx.AsyncClient", lambda **kw: EmptyClient())
+    monkeypatch.setattr("a2a_tools_memory.httpx.AsyncClient", lambda **kw: EmptyClient())
 
     result = await mcp.handle_tool_call("recall_memory", {})
     assert "No memories found" in result
@@ -139,7 +139,7 @@ async def test_recall_memory_with_scope_filter(monkeypatch):
     mcp = _load_mcp()
 
     client = FakeClient()
-    monkeypatch.setattr("a2a_tools.httpx.AsyncClient", lambda **kw: client)
+    monkeypatch.setattr("a2a_tools_memory.httpx.AsyncClient", lambda **kw: client)
 
     await mcp.handle_tool_call("recall_memory", {"scope": "TEAM"})
 

workspace/tests/test_secret_redact.py

@@ -357,7 +357,7 @@ class TestA2AToolCommitMemoryRedactsSecrets:
 
         fake_client.post = _capture
 
-        with patch("a2a_tools.httpx.AsyncClient", return_value=fake_client):
+        with patch("a2a_tools_memory.httpx.AsyncClient", return_value=fake_client):
             await a2a_tools.tool_commit_memory(content_with_secret)
 
         stored = captured.get("content", "")
@@ -385,7 +385,7 @@ class TestA2AToolCommitMemoryRedactsSecrets:
 
         fake_client.post = _capture
 
-        with patch("a2a_tools.httpx.AsyncClient", return_value=fake_client):
+        with patch("a2a_tools_memory.httpx.AsyncClient", return_value=fake_client):
             await a2a_tools.tool_commit_memory(f"key={key}")
 
         stored = captured.get("content", "")