diff --git a/packages/server/src/server/agent/providers/claude/agent.test.ts b/packages/server/src/server/agent/providers/claude/agent.test.ts
index 4023079541..5e860732bc 100644
--- a/packages/server/src/server/agent/providers/claude/agent.test.ts
+++ b/packages/server/src/server/agent/providers/claude/agent.test.ts
@@ -24,6 +24,12 @@ interface TestClaudeSession {
   close(): Promise<void>;
 }
 
+function isPermissionResolvedEvent(
+  event: AgentStreamEvent,
+): event is Extract<AgentStreamEvent, { type: "permission_resolved" }> {
+  return event.type === "permission_resolved";
+}
+
 afterEach(() => {
   vi.restoreAllMocks();
 });
@@ -629,6 +635,80 @@ describe("ClaudeAgentSession features", () => {
     return { queryFactory, queryMock, launches };
   }
 
+  test("publishes a resolution when the SDK aborts a permission callback", async () => {
+    const { queryFactory } = createQueryMock();
+    const session = await new ClaudeAgentClient({
+      logger,
+      queryFactory,
+      resolveBinary: async () => "/test/claude/bin",
+    }).createSession({ provider: "claude", cwd: process.cwd(), modeId: "default" });
+    const events: AgentStreamEvent[] = [];
+    const unsubscribe = session.subscribe((event) => events.push(event));
+
+    try {
+      await session.startTurn("run the tool");
+      const canUseTool = queryFactory.mock.calls[0]?.[0].options.canUseTool;
+      if (!canUseTool) throw new Error("Expected canUseTool callback");
+      const abort = new AbortController();
+      const permission = canUseTool(
+        "Bash",
+        { command: "printf test" },
+        { signal: abort.signal, toolUseID: "tool-aborted" },
+      );
+      abort.abort();
+
+      await expect(permission).rejects.toThrow("Permission request aborted");
+      expect(events.find(isPermissionResolvedEvent)).toMatchObject({
+        type: "permission_resolved",
+        provider: "claude",
+        requestId: expect.any(String),
+        resolution: { behavior: "deny", message: "Permission request canceled" },
+      });
+      expect(session.getPendingPermissions()).toEqual([]);
+    } finally {
+      unsubscribe();
+      await session.close();
+    }
+  });
+
+  test("does not duplicate a resolution when interruption later aborts the SDK callback", async () => {
+    const { queryFactory } = createQueryMock();
+    const session = await new ClaudeAgentClient({
+      logger,
+      queryFactory,
+      resolveBinary: async () => "/test/claude/bin",
+    }).createSession({ provider: "claude", cwd: process.cwd(), modeId: "default" });
+    const events: AgentStreamEvent[] = [];
+    const unsubscribe = session.subscribe((event) => events.push(event));
+
+    try {
+      await session.startTurn("run the tool");
+      const canUseTool = queryFactory.mock.calls[0]?.[0].options.canUseTool;
+      if (!canUseTool) throw new Error("Expected canUseTool callback");
+      const abort = new AbortController();
+      const permission = canUseTool(
+        "Bash",
+        { command: "printf test" },
+        { signal: abort.signal, toolUseID: "tool-interrupted" },
+      );
+
+      await session.interrupt();
+      abort.abort();
+
+      await expect(permission).rejects.toThrow("Permission request canceled");
+      expect(events.filter(isPermissionResolvedEvent)).toEqual([
+        expect.objectContaining({
+          provider: "claude",
+          resolution: { behavior: "deny", message: "Permission request canceled" },
+        }),
+      ]);
+      expect(session.getPendingPermissions()).toEqual([]);
+    } finally {
+      unsubscribe();
+      await session.close();
+    }
+  });
+
   test("passes exact configured Fable 5 IDs through to Claude Code", async () => {
     const { queryFactory, queryMock } = createQueryMock();
     const client = new ClaudeAgentClient({
diff --git a/packages/server/src/server/agent/providers/claude/agent.ts b/packages/server/src/server/agent/providers/claude/agent.ts
index fb9726e127..8e88972fd7 100644
--- a/packages/server/src/server/agent/providers/claude/agent.ts
+++ b/packages/server/src/server/agent/providers/claude/agent.ts
@@ -2232,7 +2232,7 @@ class ClaudeAgentSession implements AgentSession {
       if (this.cancelCurrentTurn === requestCancel) {
         this.cancelCurrentTurn = null;
       }
-      this.rejectAllPendingPermissions(new Error("Permission request aborted"));
+      this.rejectAllPendingPermissions(new Error("Permission request canceled"));
       this.finishForegroundTurn({
         type: "turn_canceled",
         provider: "claude",
@@ -4635,6 +4635,12 @@ class ClaudeAgentSession implements AgentSession {
       const abortHandler = () => {
         this.pendingPermissions.delete(requestId);
         cleanup();
+        this.pushEvent({
+          type: "permission_resolved",
+          provider: "claude",
+          requestId,
+          resolution: { behavior: "deny", message: "Permission request canceled" },
+        });
         reject(new Error("Permission request aborted"));
       };
 
@@ -4775,6 +4781,12 @@ class ClaudeAgentSession implements AgentSession {
       pending.cleanup?.();
       pending.reject(error);
       this.pendingPermissions.delete(id);
+      this.pushEvent({
+        type: "permission_resolved",
+        provider: "claude",
+        requestId: id,
+        resolution: { behavior: "deny", message: error.message },
+      });
     }
   }