diff --git a/src/auto-reply/reply/session.init-conflict-retry.test.ts b/src/auto-reply/reply/session.init-conflict-retry.test.ts
index 284404ff12f6..081acb4bec18 100644
--- a/src/auto-reply/reply/session.init-conflict-retry.test.ts
+++ b/src/auto-reply/reply/session.init-conflict-retry.test.ts
@@ -2,6 +2,11 @@ import fs from "node:fs/promises";
 import os from "node:os";
 import path from "node:path";
 import { describe, expect, it, vi } from "vitest";
+import {
+  loadSessionEntry,
+  upsertSessionEntryCore,
+} from "../../config/sessions/session-accessor.js";
+import { replaceSessionEntrySync } from "../../config/sessions/session-accessor.sqlite-entry.js";
 import type { OpenClawConfig } from "../../config/types.openclaw.js";
 import { finalizeInboundContext } from "./inbound-context.js";
 import {
@@ -18,6 +23,9 @@ const initSessionState = (
 
 const commitConflictControl = vi.hoisted(() => ({
   abortController: undefined as AbortController | undefined,
+  beforeEntryMutation: undefined as
+    | ((params: { sessionKey: string; storePath: string }) => Promise<void> | void)
+    | undefined,
   commitCalls: 0,
   remainingFailures: 0,
 }));
@@ -43,7 +51,22 @@ vi.mock("../../config/sessions/session-accessor.js", async (importOriginal) => {
           revision: `forced-conflict-${commitConflictControl.commitCalls}`,
         };
       }
-      return await actual.commitReplySessionInitialization(...args);
+      const [params] = args;
+      const beforeEntryMutation = commitConflictControl.beforeEntryMutation;
+      return await actual.commitReplySessionInitialization({
+        ...params,
+        ...(beforeEntryMutation
+          ? {
+              beforeEntryMutation: async (context) => {
+                await params.beforeEntryMutation?.(context);
+                await beforeEntryMutation({
+                  sessionKey: params.sessionKey,
+                  storePath: params.storePath,
+                });
+              },
+            }
+          : {}),
+      });
     },
   };
 });
@@ -203,6 +226,79 @@ describe("runWithSessionInitConflictRetry", () => {
 });
 
 describe("initSessionState conflict retry wiring", () => {
+  it("retries a late same-session lifecycle conflict without losing either update", async () => {
+    const root = await fs.mkdtemp(path.join(os.tmpdir(), "openclaw-session-late-conflict-"));
+    const storePath = path.join(root, "sessions.json");
+    let lateWrites = 0;
+    commitConflictControl.commitCalls = 0;
+    commitConflictControl.beforeEntryMutation = ({ sessionKey, storePath: targetStorePath }) => {
+      if (lateWrites >= 2) {
+        return;
+      }
+      const currentEntry = loadSessionEntry({
+        readConsistency: "latest",
+        sessionKey,
+        storePath: targetStorePath,
+      });
+      if (!currentEntry) {
+        throw new Error("expected the projected reply session row");
+      }
+      lateWrites += 1;
+      replaceSessionEntrySync(
+        { sessionKey, storePath: targetStorePath },
+        {
+          ...currentEntry,
+          lastHeartbeatSentAt: 100 + lateWrites,
+          lastHeartbeatText: `concurrent metadata ${lateWrites}`,
+        },
+      );
+      if (lateWrites === 2) {
+        commitConflictControl.beforeEntryMutation = undefined;
+      }
+    };
+
+    try {
+      await upsertSessionEntryCore(
+        { sessionKey: SESSION_KEY, storePath },
+        {
+          displayName: "before reply initialization",
+          sessionId: "existing-session",
+          updatedAt: Date.now(),
+        },
+      );
+
+      const result = await initSessionState({
+        cfg: { session: { store: storePath } } as OpenClawConfig,
+        commandAuthorized: true,
+        ctx: {
+          Body: "hello",
+          SessionKey: SESSION_KEY,
+          ThreadLabel: "reply initialization update",
+        },
+      });
+
+      expect(commitConflictControl.commitCalls).toBe(3);
+      expect(lateWrites).toBe(2);
+      expect(result.sessionEntry).toMatchObject({
+        displayName: "reply initialization update",
+        lastHeartbeatSentAt: 102,
+        lastHeartbeatText: "concurrent metadata 2",
+        sessionId: "existing-session",
+      });
+      expect(
+        loadSessionEntry({ readConsistency: "latest", sessionKey: SESSION_KEY, storePath }),
+      ).toMatchObject({
+        displayName: "reply initialization update",
+        lastHeartbeatSentAt: 102,
+        lastHeartbeatText: "concurrent metadata 2",
+        sessionId: "existing-session",
+      });
+    } finally {
+      commitConflictControl.beforeEntryMutation = undefined;
+      await fs.rm(root, { recursive: true, force: true });
+    }
+  });
+
   it("cancels the production backoff through the initializer signal", async () => {
     const root = await fs.mkdtemp(path.join(os.tmpdir(), "openclaw-session-conflict-abort-"));
     const controller = new AbortController();
diff --git a/src/config/sessions/session-accessor.lifecycle-types.ts b/src/config/sessions/session-accessor.lifecycle-types.ts
index 8bb39176ee2d..47f1afbad7cb 100644
--- a/src/config/sessions/session-accessor.lifecycle-types.ts
+++ b/src/config/sessions/session-accessor.lifecycle-types.ts
@@ -130,6 +130,13 @@ export type SessionEntryLifecycleRemoval = SessionEntryLifecycleRemovalBase &
       }
   );
 
+export class SessionEntryLifecycleUpsertConflictError extends Error {
+  constructor(readonly sessionKey: string) {
+    super(`SQLite session entry changed before lifecycle upsert for ${sessionKey}`);
+    this.name = "SessionEntryLifecycleUpsertConflictError";
+  }
+}
+
 export type SessionEntryLifecycleUpsert = {
   sessionKey: string;
   resetBoundaryReason?: SessionResetBoundaryReason;
diff --git a/src/config/sessions/session-accessor.reset.ts b/src/config/sessions/session-accessor.reset.ts
index 3fe5b3db19c4..3aad11263c71 100644
--- a/src/config/sessions/session-accessor.reset.ts
+++ b/src/config/sessions/session-accessor.reset.ts
@@ -13,9 +13,13 @@ import {
 import {
   listSessionEntriesCore,
   listSessionEntriesReadOnly,
+  loadSessionEntry,
   resolveSessionEntryFromStore,
 } from "./session-accessor.entry.js";
-import type { SessionEntryLifecycleUpsert } from "./session-accessor.lifecycle-types.js";
+import {
+  SessionEntryLifecycleUpsertConflictError,
+  type SessionEntryLifecycleUpsert,
+} from "./session-accessor.lifecycle-types.js";
 import { applySessionEntryLifecycleMutation } from "./session-accessor.lifecycle.js";
 import type {
   SessionLifecycleTranscriptInfo,
@@ -119,6 +123,18 @@ export function loadReplySessionInitializationSnapshot(params: {
   };
 }
 
+function createStaleReplySessionInitializationResult(
+  currentEntry: SessionEntry | undefined,
+  storePath: string,
+): ReplySessionInitializationCommitResult {
+  return {
+    ok: false,
+    ...(currentEntry ? { currentEntry } : {}),
+    reason: "stale-snapshot",
+    revision: createReplySessionInitializationRevision({ entry: currentEntry, storePath }),
+  };
+}
+
 /**
  * Persists one reply-session initialization result and archives the previous
  * transcript after metadata commits. SQLite adapters map the guarded write to a
@@ -165,12 +181,7 @@ export async function commitReplySessionInitialization(params: {
     storePath,
   });
   if (revision !== params.expectedRevision) {
-    return {
-      ok: false,
-      ...(currentEntry ? { currentEntry } : {}),
-      reason: "stale-snapshot",
-      revision,
-    };
+    return createStaleReplySessionInitializationResult(currentEntry, storePath);
   }
 
   const readEntry = (sessionKey: string) => {
@@ -190,12 +201,7 @@ export async function commitReplySessionInitialization(params: {
     sessionEntry: preparedSessionEntry,
     storePath,
   });
-  let staleCommit:
-    | {
-        currentEntry?: SessionEntry;
-        revision: string;
-      }
-    | undefined;
+  let staleCommit: SessionEntry | null | undefined;
   let committedSessionEntry = sessionEntry;
   let beforeEntryMutationDone = false;
   const upserts: SessionEntryLifecycleUpsert[] = [
@@ -213,10 +219,7 @@ export async function commitReplySessionInitialization(params: {
           storePath,
         });
         if (commitRevision !== params.expectedRevision) {
-          staleCommit = {
-            ...(commitEntry ? { currentEntry: { ...commitEntry } } : {}),
-            revision: commitRevision,
-          };
+          staleCommit = commitEntry ? { ...commitEntry } : null;
           return null;
         }
         // The identity-only guard allows commits when background activity
@@ -245,23 +248,36 @@ export async function commitReplySessionInitialization(params: {
     const retiredEntry = params.retiredEntry;
     upserts.push({
       sessionKey: retiredEntry.key,
-      buildEntry: () => (staleCommit ? null : retiredEntry.entry),
+      buildEntry: () => (staleCommit === undefined ? retiredEntry.entry : null),
     });
   }
-  await applySessionEntryLifecycleMutation({
-    activeSessionKey: params.activeSessionKey,
-    agentId: params.agentId,
-    maintenanceOverride: params.maintenanceConfig,
-    storePath,
-    upserts,
-  });
-  if (staleCommit) {
-    return {
-      ok: false,
-      ...(staleCommit.currentEntry ? { currentEntry: staleCommit.currentEntry } : {}),
-      reason: "stale-snapshot",
-      revision: staleCommit.revision,
-    };
+  try {
+    await applySessionEntryLifecycleMutation({
+      activeSessionKey: params.activeSessionKey,
+      agentId: params.agentId,
+      maintenanceOverride: params.maintenanceConfig,
+      storePath,
+      upserts,
+    });
+  } catch (error) {
+    if (
+      !(error instanceof SessionEntryLifecycleUpsertConflictError) ||
+      error.sessionKey !== resolved.normalizedKey
+    ) {
+      throw error;
+    }
+    return createStaleReplySessionInitializationResult(
+      loadSessionEntry({
+        agentId: params.agentId,
+        readConsistency: "latest",
+        sessionKey: error.sessionKey,
+        storePath,
+      }),
+      storePath,
+    );
+  }
+  if (staleCommit !== undefined) {
+    return createStaleReplySessionInitializationResult(staleCommit ?? undefined, storePath);
   }
   store[resolved.normalizedKey] = committedSessionEntry;
   if (params.retiredEntry) {
diff --git a/src/config/sessions/session-accessor.sqlite-projection.ts b/src/config/sessions/session-accessor.sqlite-projection.ts
index e4b63f38adcd..d8c10b99e8e8 100644
--- a/src/config/sessions/session-accessor.sqlite-projection.ts
+++ b/src/config/sessions/session-accessor.sqlite-projection.ts
@@ -10,7 +10,10 @@ import {
   runOpenClawAgentWriteTransaction,
   type OpenClawAgentDatabase,
 } from "../../state/openclaw-agent-db.js";
-import type { SessionArchivedTranscriptCleanupRule } from "./session-accessor.lifecycle-types.js";
+import {
+  SessionEntryLifecycleUpsertConflictError,
+  type SessionArchivedTranscriptCleanupRule,
+} from "./session-accessor.lifecycle-types.js";
 import {
   prunePublishedSessionArchivesByRetention,
   publishSessionStateArchives,
@@ -357,7 +360,7 @@ export async function applySessionEntryLifecycleMutation(params: {
           if (sameKeyRemoval) {
             throw new Error(`SQLite session entry has stale lifecycle state for ${sessionKey}`);
           }
-          throw new Error(`SQLite session entry changed before lifecycle upsert for ${sessionKey}`);
+          throw new SessionEntryLifecycleUpsertConflictError(sessionKey);
         }
         if (sameKeyRemoval && !shouldRemoveSessionEntry(currentEntry, sameKeyRemoval.removal)) {
           throw new Error(`SQLite session entry has stale lifecycle state for ${sessionKey}`);