diff --git a/CHANGELOG.md b/CHANGELOG.md
index fa1767156..b78de9fa2 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -725,6 +725,7 @@ Docs: https://docs.openclaw.ai
 
 ### Fixes
 
+- Gateway/macOS restart: remove self-issued `launchctl kickstart -k` from launchd supervised restart path to prevent race with launchd's async bootout state machine that permanently unloads the LaunchAgent. With `ThrottleInterval=1` (current default), `exit(0)` + `KeepAlive=true` restarts the service within ~1s without the race condition. (#39760) Landed from contributor PR #39763 by @daymade. Thanks @daymade.
 - Exec/system.run env sanitization: block dangerous override-only env pivots such as `GIT_SSH_COMMAND`, editor/pager hooks, and `GIT_CONFIG_` / `NPM_CONFIG_` override prefixes so allowlisted tools cannot smuggle helper command execution through subprocess environment overrides. Thanks @tdjackey and @SnailSploit for reporting.
 - Network/fetch guard redirect auth stripping: switch cross-origin redirect handling in `fetchWithSsrFGuard` from a narrow sensitive-header denylist to a safe-header allowlist so custom auth headers like `X-Api-Key` and `Private-Token` no longer leak on origin changes. Thanks @Rickidevs for reporting.
 - Security/Sandbox media reads: eliminate sandbox media TOCTOU symlink-retarget escapes by enforcing root-scoped boundary-safe reads at attachment/image load time and consolidating shared safe-read helpers across sandbox media callsites. This ships in the next npm release. Thanks @tdjackey for reporting.
diff --git a/src/infra/process-respawn.test.ts b/src/infra/process-respawn.test.ts
index c2d2d3afd..62091423a 100644
--- a/src/infra/process-respawn.test.ts
+++ b/src/infra/process-respawn.test.ts
@@ -80,6 +80,22 @@ describe("restartGatewayProcessWithFreshPid", () => {
     expectLaunchdSupervisedWithoutKickstart({ launchJobLabel: "ai.openclaw.gateway" });
   });
 
+  it("launchd supervisor never returns failed regardless of triggerOpenClawRestart outcome", () => {
+    clearSupervisorHints();
+    setPlatform("darwin");
+    process.env.OPENCLAW_LAUNCHD_LABEL = "ai.openclaw.gateway";
+    // Even if triggerOpenClawRestart *would* fail, launchd path must not call it.
+    triggerOpenClawRestartMock.mockReturnValue({
+      ok: false,
+      method: "launchctl",
+      detail: "Bootstrap failed: 5: Input/output error",
+    });
+    const result = restartGatewayProcessWithFreshPid();
+    expect(result.mode).toBe("supervised");
+    expect(result.mode).not.toBe("failed");
+    expect(triggerOpenClawRestartMock).not.toHaveBeenCalled();
+  });
+
   it("does not schedule kickstart on non-darwin platforms", () => {
     setPlatform("linux");
     process.env.INVOCATION_ID = "abc123";