diff --git a/CHANGELOG.md b/CHANGELOG.md
index b5c716810..acd0e05a2 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -82,6 +82,7 @@ Docs: https://docs.openclaw.ai
 - Dashboard/Sessions: allow authenticated Control UI clients to delete and patch sessions while still blocking regular webchat clients from session mutation RPCs, fixing Dashboard session delete failures. (#21264) Thanks @jskoiz.
 - TUI/Session model status: clear stale runtime model identity when model overrides change so `/model` updates are reflected immediately in `sessions.patch` responses and `sessions.list` status surfaces. (#28619) Thanks @lejean2000.
 - Memory/Hybrid recall: when strict hybrid scoring yields no hits, preserve keyword-backed matches using a text-weight floor so freshly indexed lexical canaries no longer disappear behind `minScore` filtering. (#29112) Thanks @ceo-nada.
+- Cron/Reminder session routing: preserve `job.sessionKey` for `sessionTarget="main"` runs so queued reminders wake and deliver in the originating scoped session/channel instead of being forced to the agent main session.
 - Agents/Sessions list transcript paths: resolve `sessions_list` `transcriptPath` via agent-aware session path options and ignore combined-store sentinel paths (`(multiple)`) so listed transcript paths always point to the state directory. (#28379) Thanks @fafuzuoluo.
 - Podman/Quadlet setup: fix `sed` escaping and UID mismatch in Podman Quadlet setup. (#26414) Thanks @KnHack and @vincentkoc.
 - Browser/Navigate: resolve the correct `targetId` in navigate responses after renderer swaps. (#25326) Thanks @stone-jin and @vincentkoc.
diff --git a/src/cron/service.runs-one-shot-main-job-disables-it.test.ts b/src/cron/service.runs-one-shot-main-job-disables-it.test.ts
index cc3d6cd46..5856a007b 100644
--- a/src/cron/service.runs-one-shot-main-job-disables-it.test.ts
+++ b/src/cron/service.runs-one-shot-main-job-disables-it.test.ts
@@ -509,7 +509,7 @@ describe("CronService", () => {
     await store.cleanup();
   });
 
-  it("passes agentId and resolves main session for wakeMode now main jobs", async () => {
+  it("passes agentId and preserves scoped session for wakeMode now main jobs", async () => {
     const runHeartbeatOnce = vi.fn(async () => ({ status: "ran" as const, durationMs: 1 }));
 
     const { store, cron, enqueueSystemEvent, requestHeartbeatNow } =
@@ -534,13 +534,13 @@ describe("CronService", () => {
       expect.objectContaining({
         reason: `cron:${job.id}`,
         agentId: "ops",
-        sessionKey: undefined,
+        sessionKey,
       }),
     );
     expect(requestHeartbeatNow).not.toHaveBeenCalled();
     expect(enqueueSystemEvent).toHaveBeenCalledWith(
       "hello",
-      expect.objectContaining({ agentId: "ops", sessionKey: undefined }),
+      expect.objectContaining({ agentId: "ops", sessionKey }),
     );
 
     cron.stop();
@@ -578,7 +578,7 @@ describe("CronService", () => {
     expect(requestHeartbeatNow).toHaveBeenCalledWith(
       expect.objectContaining({
         reason: `cron:${job.id}`,
-        sessionKey: undefined,
+        sessionKey,
       }),
     );
     expect(job.state.lastStatus).toBe("ok");
diff --git a/src/cron/service/timer.ts b/src/cron/service/timer.ts
index 7a0a8d181..5d12e96ee 100644
--- a/src/cron/service/timer.ts
+++ b/src/cron/service/timer.ts
@@ -640,9 +640,10 @@ export async function executeJobCore(
             : 'main job requires payload.kind="systemEvent"',
       };
     }
-    // main-target cron jobs should always resolve via the agent's main session.
-    // Avoid forwarding persisted channel session keys from legacy records.
-    const targetMainSessionKey = undefined;
+    // Preserve the job session namespace for main-target reminders so heartbeat
+    // routing can deliver follow-through in the originating channel/thread.
+    // Downstream gateway wiring canonicalizes/guards this key per agent.
+    const targetMainSessionKey = job.sessionKey;
     state.deps.enqueueSystemEvent(text, {
       agentId: job.agentId,
       sessionKey: targetMainSessionKey,
diff --git a/src/gateway/server-cron.test.ts b/src/gateway/server-cron.test.ts
index cd322bc6e..945840a71 100644
--- a/src/gateway/server-cron.test.ts
+++ b/src/gateway/server-cron.test.ts
@@ -40,7 +40,7 @@ describe("buildGatewayCronService", () => {
     fetchWithSsrFGuardMock.mockClear();
   });
 
-  it("routes main-target jobs to the main session for enqueue + wake", async () => {
+  it("routes main-target jobs to the scoped session for enqueue + wake", async () => {
     const tmpDir = path.join(os.tmpdir(), `server-cron-${Date.now()}`);
     const cfg = {
       session: {
@@ -73,12 +73,12 @@ describe("buildGatewayCronService", () => {
       expect(enqueueSystemEventMock).toHaveBeenCalledWith(
         "hello",
         expect.objectContaining({
-          sessionKey: "agent:main:main",
+          sessionKey: "agent:main:discord:channel:ops",
         }),
       );
       expect(requestHeartbeatNowMock).toHaveBeenCalledWith(
         expect.objectContaining({
-          sessionKey: undefined,
+          sessionKey: "agent:main:discord:channel:ops",
         }),
       );
     } finally {