diff --git a/packages/coding-agent/src/utils/shell.ts b/packages/coding-agent/src/utils/shell.ts
index fbe81f965..9289d27e4 100644
--- a/packages/coding-agent/src/utils/shell.ts
+++ b/packages/coding-agent/src/utils/shell.ts
@@ -236,6 +236,19 @@ export function killProcessTree(pid: number): void {
 			// Ignore errors if taskkill fails.
 		}
 	} else {
+		if (process.platform === "darwin") {
+			// macOS signals group members individually after releasing the group lock. A killed
+			// child can wake its waiting shell before that shell is signalled, letting `a; b`
+			// start b during cancellation (#11252). Stop the group first to reduce this race;
+			// this is best-effort, not an atomic freeze. SIGKILL also kills stopped processes.
+			// Linux holds tasklist_lock across group signalling; child exit notification needs
+			// its write lock, so the shell is signalled before observing the killed child's exit.
+			try {
+				process.kill(-pid, "SIGSTOP");
+			} catch {
+				// A failed stop must not prevent the kill attempt or its single-process fallback.
+			}
+		}
 		// Use SIGKILL on Unix/Linux/Mac
 		try {
 			process.kill(-pid, "SIGKILL");
diff --git a/packages/coding-agent/test/shell-kill-process-tree.test.ts b/packages/coding-agent/test/shell-kill-process-tree.test.ts
new file mode 100644
index 000000000..8cc300053
--- /dev/null
+++ b/packages/coding-agent/test/shell-kill-process-tree.test.ts
@@ -0,0 +1,75 @@
+import { afterEach, beforeEach, describe, expect, it, vi } from "vitest";
+import { killProcessTree } from "../src/utils/shell.ts";
+
+const platformDescriptor = Object.getOwnPropertyDescriptor(process, "platform");
+
+// Regression coverage for #11252: stop-before-kill is macOS-only and best-effort.
+describe("killProcessTree", () => {
+	beforeEach(() => {
+		Object.defineProperty(process, "platform", { configurable: true, value: "darwin" });
+		vi.spyOn(process, "kill").mockReturnValue(true);
+	});
+
+	afterEach(() => {
+		vi.restoreAllMocks();
+		if (platformDescriptor) Object.defineProperty(process, "platform", platformDescriptor);
+	});
+
+	it("stops the macOS process group before killing it without resuming it", () => {
+		killProcessTree(1234);
+
+		expect(vi.mocked(process.kill).mock.calls).toEqual([
+			[-1234, "SIGSTOP"],
+			[-1234, "SIGKILL"],
+		]);
+	});
+
+	it("still kills the group when stopping fails", () => {
+		vi.mocked(process.kill).mockImplementationOnce(() => {
+			throw new Error("stop failed");
+		});
+
+		killProcessTree(1234);
+
+		expect(vi.mocked(process.kill).mock.calls).toEqual([
+			[-1234, "SIGSTOP"],
+			[-1234, "SIGKILL"],
+		]);
+	});
+
+	it("falls back to killing the shell when the group kill fails", () => {
+		vi.mocked(process.kill).mockImplementation((pid, signal) => {
+			if (pid < 0 && signal === "SIGKILL") throw new Error("group kill failed");
+			return true;
+		});
+
+		killProcessTree(1234);
+
+		expect(vi.mocked(process.kill).mock.calls).toEqual([
+			[-1234, "SIGSTOP"],
+			[-1234, "SIGKILL"],
+			[1234, "SIGKILL"],
+		]);
+	});
+
+	it("tolerates failure of both group signals and the fallback", () => {
+		vi.mocked(process.kill).mockImplementation(() => {
+			throw new Error("process no longer exists");
+		});
+
+		expect(() => killProcessTree(1234)).not.toThrow();
+		expect(vi.mocked(process.kill).mock.calls).toEqual([
+			[-1234, "SIGSTOP"],
+			[-1234, "SIGKILL"],
+			[1234, "SIGKILL"],
+		]);
+	});
+
+	it("keeps Linux group termination unchanged", () => {
+		Object.defineProperty(process, "platform", { configurable: true, value: "linux" });
+
+		killProcessTree(1234);
+
+		expect(vi.mocked(process.kill).mock.calls).toEqual([[-1234, "SIGKILL"]]);
+	});
+});