diff --git a/src/main/transport.ts b/src/main/transport.ts
index 8735fce606..847f7b42d9 100644
--- a/src/main/transport.ts
+++ b/src/main/transport.ts
@@ -87,8 +87,12 @@ export const startMcpTransport = async (
         androidProviders.delete(provider);
       }),
     );
-    for (const result of results)
-      if (result.status === "rejected") throw result.reason;
+    const failures = results.flatMap((result) =>
+      result.status === "rejected" ? [result.reason] : [],
+    );
+    if (failures.length === 1) throw failures[0];
+    if (failures.length > 1)
+      throw new AggregateError(failures, "Android provider cleanup failed");
   };
   // Optional providers are shared by every server instance the SDK creates,
   // including a discarded discovery probe, so only process shutdown closes them.
diff --git a/tests/boundary/mcp/transportCleanup.test.ts b/tests/boundary/mcp/transportCleanup.test.ts
new file mode 100644
index 0000000000..0b7247b2a2
--- /dev/null
+++ b/tests/boundary/mcp/transportCleanup.test.ts
@@ -0,0 +1,74 @@
+import { expect, it, vi } from "vitest";
+import { createManagedBinarySession } from "../../../src/composition/binary.js";
+import { silentLogger } from "../../../src/logger.js";
+import { startMcpTransport } from "../../../src/main/transport.js";
+import { createServer } from "../../../src/server/createServer.js";
+import { createToolResultDelivery } from "../../../src/server/toolResult.js";
+
+it("preserves Android sibling cleanup failures and retries only unfinished owners", async () => {
+  const session = createManagedBinarySession();
+  const failures = [
+    new Error("first Android cleanup"),
+    new Error("second Android cleanup"),
+  ];
+  const closes: ReturnType<typeof vi.spyOn>[] = [];
+  let fail = true;
+  const transport = await startMcpTransport(
+    {
+      env: {},
+      serve: async (factory) => {
+        // The SDK can create a discovery probe followed by replacement servers.
+        await factory({ era: "modern" });
+        await factory({ era: "legacy" });
+        await factory({ era: "modern" });
+        return { close: async () => undefined };
+      },
+      createServer: (source, options) => {
+        const provider = options?.androidAnalysis;
+        if (provider === undefined)
+          throw new Error("Missing owned Android provider");
+        const failure = failures[closes.length];
+        closes.push(
+          vi.spyOn(provider, "close").mockImplementation(async () => {
+            if (fail && failure !== undefined) throw failure;
+          }),
+        );
+        return createServer(source, options);
+      },
+      writeStderr: () => undefined,
+      setExitCode: () => undefined,
+      registerShutdown: () => () => undefined,
+    },
+    session,
+    {
+      logger: silentLogger,
+      serverLogger: silentLogger,
+      environment: {},
+      delivery: createToolResultDelivery(undefined),
+      loadOptionalProviders: async () => ({}),
+    },
+  );
+  try {
+    expect(transport.ok).toBe(true);
+    await expect(transport.closeAndroid()).rejects.toMatchObject({
+      name: "AggregateError",
+      errors: failures,
+    });
+    expect(closes.map((close) => close.mock.calls.length)).toEqual([1, 1, 1]);
+    // One recovered owner leaves the exact remaining failure available.
+    closes[0]?.mockResolvedValue(undefined);
+    await expect(transport.closeAndroid()).rejects.toBe(failures[1]);
+    expect(closes.map((close) => close.mock.calls.length)).toEqual([2, 2, 1]);
+    fail = false;
+    await transport.closeAndroid();
+    await transport.closeAndroid();
+    expect(closes.map((close) => close.mock.calls.length)).toEqual([2, 3, 1]);
+  } finally {
+    fail = false;
+    for (const close of closes) close.mockRestore();
+    await transport.handle.close();
+    await transport.closeAndroid();
+    await transport.closeOptionalProviders();
+    await session.close();
+  }
+});