diff --git a/extensions/telegram/src/polling-session.test.ts b/extensions/telegram/src/polling-session.test.ts
index 3590493f74d2..1dd53c2bb439 100644
--- a/extensions/telegram/src/polling-session.test.ts
+++ b/extensions/telegram/src/polling-session.test.ts
@@ -509,6 +509,22 @@ async function failedUpdateIds(spoolDir: string): Promise<number[]> {
   return rows.map((row) => Number(row.event_id));
 }
 
+async function failedUpdateReasons(
+  spoolDir: string,
+): Promise<Array<{ id: number; reason: string }>> {
+  const { database, kysely } = openTelegramSpoolTestKysely(spoolDir);
+  const rows = executeSqliteQuerySync(
+    database.db,
+    kysely
+      .selectFrom("channel_ingress_events")
+      .select(["event_id", "failed_reason"])
+      .where("queue_name", "=", telegramTestQueueName(spoolDir))
+      .where("status", "=", "failed")
+      .orderBy("event_id", "asc"),
+  ).rows;
+  return rows.map((row) => ({ id: Number(row.event_id), reason: String(row.failed_reason) }));
+}
+
 async function adoptClaimOwner(params: {
   spoolDir: string;
   updateId: number;
@@ -1960,6 +1976,58 @@ describe("TelegramPollingSession", () => {
     });
   });
 
+  it("fails timed-out live-owned claims before draining later same-lane updates", async () => {
+    await withTempSpool(async (tempDir) => {
+      const abort = new AbortController();
+      const log = vi.fn();
+      const events: string[] = [];
+      await writeSpooledTestUpdates(tempDir, [
+        topicUpdate(42, 10, "wedged topic 10 turn"),
+        topicUpdate(43, 10, "later topic 10 turn"),
+      ]);
+      const interrupted = (await listTelegramSpooledUpdates({ spoolDir: tempDir })).find(
+        (update) => update.updateId === 42,
+      );
+      if (!interrupted) {
+        throw new Error("Expected interrupted update");
+      }
+      const claimed = await claimTelegramSpooledUpdate(interrupted);
+      if (!claimed) {
+        throw new Error("Expected claimed update");
+      }
+      await adoptClaimOwner({
+        spoolDir: tempDir,
+        updateId: 42,
+        ownerId: `${process.pid}:other-process`,
+        claimedAt: Date.now() - 101,
+      });
+
+      const { runPromise, stopWorker } = startIsolatedIngressSession({
+        abort,
+        spoolDir: tempDir,
+        log,
+        spooledUpdateHandlerTimeoutMs: 100,
+        handleUpdate: async (update) => {
+          events.push(`handled:${update.update_id}`);
+          abort.abort();
+        },
+      });
+
+      await vi.waitFor(() => expect(events).toEqual(["handled:43"]));
+      await runPromise;
+      expect(await failedUpdateReasons(tempDir)).toEqual([
+        { id: 42, reason: "lane-released-on-stuck" },
+      ]);
+      expect(await pendingUpdateIds(tempDir, "all")).toEqual([]);
+      expect(await listTelegramSpooledUpdateClaims({ spoolDir: tempDir })).toEqual([]);
+      expectLogIncludes(
+        log,
+        "spooled update 42 Telegram spooled update claim held by a live worker",
+      );
+      stopWorker();
+    });
+  });
+
   it("scans past active-lane backlogs to start unrelated lanes", async () => {
     await withTempSpool(async (tempDir) => {
       const abort = new AbortController();
diff --git a/extensions/telegram/src/polling-session.ts b/extensions/telegram/src/polling-session.ts
index 5a4f72b44395..1796ca2b6ce0 100644
--- a/extensions/telegram/src/polling-session.ts
+++ b/extensions/telegram/src/polling-session.ts
@@ -658,6 +658,53 @@ export class TelegramPollingSession {
     return deferredSpooledUpdateClaimsByKey.has(buildDeferredSpooledUpdateClaimKey(update));
   }
 
+  #isTimedOutSpooledUpdateClaim(update: ClaimedTelegramSpooledUpdate): boolean {
+    const claimedAt = update.claim?.claimedAt;
+    return claimedAt !== undefined && Date.now() - claimedAt >= this.#spooledUpdateHandlerTimeoutMs;
+  }
+
+  async #failTimedOutLiveOwnedSpooledUpdateClaims(params: {
+    activeLaneKeys: Set<string>;
+    spoolDir: string;
+  }): Promise<void> {
+    const claims = await listTelegramSpooledUpdateClaims({ spoolDir: params.spoolDir });
+    for (const claim of claims) {
+      if (this.#isDeferredSpooledUpdateClaim(claim)) {
+        continue;
+      }
+      if (params.activeLaneKeys.has(this.#spooledUpdateLaneKey(claim))) {
+        continue;
+      }
+      if (!this.#isTimedOutSpooledUpdateClaim(claim)) {
+        continue;
+      }
+      if (!isTelegramSpooledUpdateClaimOwnedByOtherLiveProcess(claim)) {
+        continue;
+      }
+      const claimedForMs = Date.now() - (claim.claim?.claimedAt ?? Date.now());
+      const message = `Telegram spooled update claim held by a live worker for ${formatDurationPrecise(claimedForMs)} without active handler state; marking failed so the lane can continue.`;
+      try {
+        const failed = await failTelegramSpooledUpdateClaim({
+          update: claim,
+          reason: "lane-released-on-stuck",
+          message,
+        });
+        if (!failed) {
+          this.opts.log(
+            `[telegram][diag] spooled update ${claim.updateId} live-owned claim no longer had a processing marker to fail.`,
+          );
+          continue;
+        }
+      } catch (err) {
+        this.opts.log(
+          `[telegram][diag] spooled update ${claim.updateId} live-owned claim could not be marked failed: ${formatErrorMessage(err)}`,
+        );
+        continue;
+      }
+      this.opts.log(`[telegram][diag] spooled update ${claim.updateId} ${message}`);
+    }
+  }
+
   async #failTimedOutDeferredSpooledUpdate(state: DeferredSpooledUpdateClaimState): Promise<void> {
     const message =
       state.timedOutMessage ??
@@ -781,6 +828,10 @@ export class TelegramPollingSession {
     spoolDir: string;
   }): Promise<SpooledUpdateDrainResult> {
     const activeLaneKeys = this.#activeSpooledUpdateLaneKeysForSpool(params.spoolDir);
+    await this.#failTimedOutLiveOwnedSpooledUpdateClaims({
+      activeLaneKeys,
+      spoolDir: params.spoolDir,
+    });
     await recoverStaleTelegramSpooledUpdateClaims({
       spoolDir: params.spoolDir,
       staleMs: 0,