diff --git a/CHANGELOG.md b/CHANGELOG.md
index e2db99bd56a..f2e05d2e044 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -200,6 +200,7 @@ Docs: https://docs.openclaw.ai
 - Discord/Application ID fallback: parse bot application IDs from token prefixes without numeric precision loss and use token fallback only on transport/timeout failures when probing `/oauth2/applications/@me`. Landed from contributor PR #29695 by @dhananjai1729. Thanks @dhananjai1729.
 - Discord/EventQueue timeout config: expose per-account `channels.discord.accounts.<id>.eventQueue.listenerTimeout` (and related queue options) so long-running handlers can avoid Carbon listener timeout drops. Landed from contributor PR #28945 by @Glucksberg. Thanks @Glucksberg.
 - CLI/Cron run exit code: return exit code `0` only when `cron run` reports `{ ok: true, ran: true }`, and `1` for non-run/error outcomes so scripting/debugging reflects actual execution status. Landed from contributor PR #31121 by @Sid-Qin. Thanks @Sid-Qin.
+- Cron/Failure delivery routing: add `failureAlert.mode` (`announce|webhook`) and `failureAlert.accountId` support, plus `cron.failureDestination` and per-job `delivery.failureDestination` routing with duplicate-target suppression, best-effort skip behavior, and global+job merge semantics. Landed from contributor PR #31059 by @kesor. Thanks @kesor.
 - CLI/JSON preflight output: keep `--json` command stdout machine-readable by suppressing doctor preflight note output while still running legacy migration/config doctor flow. (#24368) Thanks @altaywtf.
 - Nodes/Screen recording guardrails: cap `nodes` tool `screen_record` `durationMs` to 5 minutes at both schema-validation and runtime invocation layers to prevent long-running blocking captures from unbounded durations. Landed from contributor PR #31106 by @BlueBirdBack. Thanks @BlueBirdBack.
 - Telegram/Empty final replies: skip outbound send for null/undefined final text payloads without media so Telegram typing indicators do not linger on `text must be non-empty` errors, with added regression coverage for undefined final payload dispatch. Landed from contributor PRs #30969 by @haosenwang1018 and #30746 by @rylena. Thanks @haosenwang1018 and @rylena.
diff --git a/src/cli/cron-cli.test.ts b/src/cli/cron-cli.test.ts
index 4ebb6736106..8a9171042a2 100644
--- a/src/cli/cron-cli.test.ts
+++ b/src/cli/cron-cli.test.ts
@@ -694,4 +694,40 @@ describe("cron cli", () => {
     });
     expect(runOpts.timeout).toBe("45000");
   });
+
+  it("patches failure alert mode/accountId on cron edit", async () => {
+    callGatewayFromCli.mockClear();
+
+    const program = buildProgram();
+
+    await program.parseAsync(
+      [
+        "cron",
+        "edit",
+        "job-1",
+        "--failure-alert-after",
+        "1",
+        "--failure-alert-mode",
+        "webhook",
+        "--failure-alert-account-id",
+        "bot-a",
+      ],
+      { from: "user" },
+    );
+
+    const updateCall = callGatewayFromCli.mock.calls.find((call) => call[0] === "cron.update");
+    const patch = updateCall?.[2] as {
+      patch?: {
+        failureAlert?: {
+          after?: number;
+          mode?: "announce" | "webhook";
+          accountId?: string;
+        };
+      };
+    };
+
+    expect(patch?.patch?.failureAlert?.after).toBe(1);
+    expect(patch?.patch?.failureAlert?.mode).toBe("webhook");
+    expect(patch?.patch?.failureAlert?.accountId).toBe("bot-a");
+  });
 });
diff --git a/src/cron/delivery.test.ts b/src/cron/delivery.test.ts
index 7cc690f79cf..81ab672af57 100644
--- a/src/cron/delivery.test.ts
+++ b/src/cron/delivery.test.ts
@@ -1,5 +1,5 @@
 import { describe, expect, it } from "vitest";
-import { resolveCronDeliveryPlan } from "./delivery.js";
+import { resolveCronDeliveryPlan, resolveFailureDestination } from "./delivery.js";
 import type { CronJob } from "./types.js";
 
 function makeJob(overrides: Partial<CronJob>): CronJob {
@@ -85,3 +85,96 @@ describe("resolveCronDeliveryPlan", () => {
     expect(plan.accountId).toBe("bot-a");
   });
 });
+
+describe("resolveFailureDestination", () => {
+  it("merges global defaults with job-level overrides", () => {
+    const plan = resolveFailureDestination(
+      makeJob({
+        delivery: {
+          mode: "announce",
+          channel: "telegram",
+          to: "111",
+          failureDestination: { channel: "signal", mode: "announce" },
+        },
+      }),
+      {
+        channel: "telegram",
+        to: "222",
+        mode: "announce",
+        accountId: "global-account",
+      },
+    );
+    expect(plan).toEqual({
+      mode: "announce",
+      channel: "signal",
+      to: "222",
+      accountId: "global-account",
+    });
+  });
+
+  it("returns null for webhook mode without destination URL", () => {
+    const plan = resolveFailureDestination(
+      makeJob({
+        delivery: {
+          mode: "announce",
+          channel: "telegram",
+          to: "111",
+          failureDestination: { mode: "webhook" },
+        },
+      }),
+      undefined,
+    );
+    expect(plan).toBeNull();
+  });
+
+  it("returns null when failure destination matches primary delivery target", () => {
+    const plan = resolveFailureDestination(
+      makeJob({
+        delivery: {
+          mode: "announce",
+          channel: "telegram",
+          to: "111",
+          accountId: "bot-a",
+          failureDestination: {
+            mode: "announce",
+            channel: "telegram",
+            to: "111",
+            accountId: "bot-a",
+          },
+        },
+      }),
+      undefined,
+    );
+    expect(plan).toBeNull();
+  });
+
+  it("allows job-level failure destination fields to clear inherited global values", () => {
+    const plan = resolveFailureDestination(
+      makeJob({
+        delivery: {
+          mode: "announce",
+          channel: "telegram",
+          to: "111",
+          failureDestination: {
+            mode: "announce",
+            channel: undefined as never,
+            to: undefined as never,
+            accountId: undefined as never,
+          },
+        },
+      }),
+      {
+        channel: "signal",
+        to: "group-abc",
+        accountId: "global-account",
+        mode: "announce",
+      },
+    );
+    expect(plan).toEqual({
+      mode: "announce",
+      channel: "last",
+      to: undefined,
+      accountId: undefined,
+    });
+  });
+});
diff --git a/src/cron/delivery.ts b/src/cron/delivery.ts
index a9ef3faa1b8..9d502a74fcb 100644
--- a/src/cron/delivery.ts
+++ b/src/cron/delivery.ts
@@ -1,7 +1,7 @@
 import type { CliDeps } from "../cli/deps.js";
 import { createOutboundSendDeps } from "../cli/outbound-send-deps.js";
-import { loadConfig } from "../config/config.js";
 import type { CronFailureDestinationConfig } from "../config/types.cron.js";
+import type { OpenClawConfig } from "../config/types.js";
 import { formatErrorMessage } from "../infra/errors.js";
 import { deliverOutboundPayloads } from "../infra/outbound/deliver.js";
 import { resolveAgentOutboundIdentity } from "../infra/outbound/identity.js";
@@ -153,18 +153,21 @@ export function resolveFailureDestination(
     const jobTo = normalizeTo(jobFailureDest.to);
     const jobAccountId = normalizeAccountId(jobFailureDest.accountId);
     const jobMode = normalizeFailureMode(jobFailureDest.mode);
+    const hasJobChannelField = "channel" in jobFailureDest;
+    const hasJobToField = "to" in jobFailureDest;
+    const hasJobAccountIdField = "accountId" in jobFailureDest;
 
     // Track if 'to' was explicitly set at job level
-    const jobToExplicit = "to" in jobFailureDest && jobFailureDest.to !== undefined;
+    const jobToExplicitValue = hasJobToField && jobTo !== undefined;
 
-    // Only override if explicitly set (not undefined)
-    if (jobChannel !== undefined) {
+    // Respect explicit clears from partial patches.
+    if (hasJobChannelField) {
       channel = jobChannel;
     }
-    if (jobTo !== undefined) {
+    if (hasJobToField) {
       to = jobTo;
     }
-    if (jobAccountId !== undefined) {
+    if (hasJobAccountIdField) {
       accountId = jobAccountId;
     }
     if (jobMode !== undefined) {
@@ -173,7 +176,7 @@ export function resolveFailureDestination(
       // But preserve explicit 'to' that was set at job level
       // Treat undefined global mode as "announce" for comparison
       const globalMode = globalConfig?.mode ?? "announce";
-      if (!jobToExplicit && globalMode !== jobMode) {
+      if (!jobToExplicitValue && globalMode !== jobMode) {
         to = undefined;
       }
       mode = jobMode;
@@ -237,12 +240,12 @@ const cronDeliveryLogger = getChildLogger({ subsystem: "cron-delivery" });
 
 export async function sendFailureNotificationAnnounce(
   deps: CliDeps,
+  cfg: OpenClawConfig,
   agentId: string,
   jobId: string,
   target: { channel?: string; to?: string; accountId?: string },
   message: string,
 ): Promise<void> {
-  const cfg = loadConfig();
   const resolvedTarget = await resolveDeliveryTarget(cfg, agentId, {
     channel: target.channel as CronMessageChannel | undefined,
     to: target.to,
diff --git a/src/cron/service.failure-alert.test.ts b/src/cron/service.failure-alert.test.ts
index 49ddac71409..b4b662183ab 100644
--- a/src/cron/service.failure-alert.test.ts
+++ b/src/cron/service.failure-alert.test.ts
@@ -195,4 +195,71 @@ describe("CronService failure alerts", () => {
     cron.stop();
     await store.cleanup();
   });
+
+  it("threads failure alert mode/accountId and skips best-effort jobs", async () => {
+    const store = await makeStorePath();
+    const sendCronFailureAlert = vi.fn(async () => undefined);
+    const runIsolatedAgentJob = vi.fn(async () => ({
+      status: "error" as const,
+      error: "temporary upstream error",
+    }));
+
+    const cron = new CronService({
+      storePath: store.storePath,
+      cronEnabled: true,
+      cronConfig: {
+        failureAlert: {
+          enabled: true,
+          after: 1,
+          mode: "webhook",
+          accountId: "global-account",
+        },
+      },
+      log: noopLogger,
+      enqueueSystemEvent: vi.fn(),
+      requestHeartbeatNow: vi.fn(),
+      runIsolatedAgentJob,
+      sendCronFailureAlert,
+    });
+
+    await cron.start();
+    const normalJob = await cron.add({
+      name: "normal alert job",
+      enabled: true,
+      schedule: { kind: "every", everyMs: 60_000 },
+      sessionTarget: "isolated",
+      wakeMode: "next-heartbeat",
+      payload: { kind: "agentTurn", message: "run report" },
+      delivery: { mode: "announce", channel: "telegram", to: "19098680" },
+    });
+    const bestEffortJob = await cron.add({
+      name: "best effort alert job",
+      enabled: true,
+      schedule: { kind: "every", everyMs: 60_000 },
+      sessionTarget: "isolated",
+      wakeMode: "next-heartbeat",
+      payload: { kind: "agentTurn", message: "run report" },
+      delivery: {
+        mode: "announce",
+        channel: "telegram",
+        to: "19098680",
+        bestEffort: true,
+      },
+    });
+
+    await cron.run(normalJob.id, "force");
+    expect(sendCronFailureAlert).toHaveBeenCalledTimes(1);
+    expect(sendCronFailureAlert).toHaveBeenCalledWith(
+      expect.objectContaining({
+        mode: "webhook",
+        accountId: "global-account",
+      }),
+    );
+
+    await cron.run(bestEffortJob.id, "force");
+    expect(sendCronFailureAlert).toHaveBeenCalledTimes(1);
+
+    cron.stop();
+    await store.cleanup();
+  });
 });
diff --git a/src/gateway/server-cron.ts b/src/gateway/server-cron.ts
index 7431e2e8467..cdd014bded9 100644
--- a/src/gateway/server-cron.ts
+++ b/src/gateway/server-cron.ts
@@ -73,6 +73,66 @@ function resolveCronWebhookTarget(params: {
   return null;
 }
 
+function buildCronWebhookHeaders(webhookToken?: string): Record<string, string> {
+  const headers: Record<string, string> = {
+    "Content-Type": "application/json",
+  };
+  if (webhookToken) {
+    headers.Authorization = `Bearer ${webhookToken}`;
+  }
+  return headers;
+}
+
+async function postCronWebhook(params: {
+  webhookUrl: string;
+  webhookToken?: string;
+  payload: unknown;
+  logContext: Record<string, unknown>;
+  blockedLog: string;
+  failedLog: string;
+  logger: ReturnType<typeof getChildLogger>;
+}): Promise<void> {
+  const abortController = new AbortController();
+  const timeout = setTimeout(() => {
+    abortController.abort();
+  }, CRON_WEBHOOK_TIMEOUT_MS);
+
+  try {
+    const result = await fetchWithSsrFGuard({
+      url: params.webhookUrl,
+      init: {
+        method: "POST",
+        headers: buildCronWebhookHeaders(params.webhookToken),
+        body: JSON.stringify(params.payload),
+        signal: abortController.signal,
+      },
+    });
+    await result.release();
+  } catch (err) {
+    if (err instanceof SsrFBlockedError) {
+      params.logger.warn(
+        {
+          ...params.logContext,
+          reason: formatErrorMessage(err),
+          webhookUrl: redactWebhookUrl(params.webhookUrl),
+        },
+        params.blockedLog,
+      );
+    } else {
+      params.logger.warn(
+        {
+          ...params.logContext,
+          err: formatErrorMessage(err),
+          webhookUrl: redactWebhookUrl(params.webhookUrl),
+        },
+        params.failedLog,
+      );
+    }
+  } finally {
+    clearTimeout(timeout);
+  }
+}
+
 export function buildGatewayCronService(params: {
   cfg: ReturnType<typeof loadConfig>;
   deps: CliDeps;
@@ -229,6 +289,7 @@ export function buildGatewayCronService(params: {
     },
     sendCronFailureAlert: async ({ job, text, channel, to, mode, accountId }) => {
       const { agentId, cfg: runtimeConfig } = resolveCronAgent(job.agentId);
+      const webhookToken = params.cfg.cron?.webhookToken?.trim();
 
       // Webhook mode requires a URL - fail closed if missing
       if (mode === "webhook" && !to) {
@@ -242,61 +303,24 @@ export function buildGatewayCronService(params: {
       if (mode === "webhook" && to) {
         const webhookUrl = normalizeHttpWebhookUrl(to);
         if (webhookUrl) {
-          const webhookToken = params.cfg.cron?.webhookToken?.trim();
-          const headers: Record<string, string> = {
-            "Content-Type": "application/json",
-          };
-          if (webhookToken) {
-            headers.Authorization = `Bearer ${webhookToken}`;
-          }
-          const abortController = new AbortController();
-          const timeout = setTimeout(() => {
-            abortController.abort();
-          }, CRON_WEBHOOK_TIMEOUT_MS);
-
-          try {
-            const result = await fetchWithSsrFGuard({
-              url: webhookUrl,
-              init: {
-                method: "POST",
-                headers,
-                body: JSON.stringify({
-                  jobId: job.id,
-                  jobName: job.name,
-                  message: text,
-                }),
-                signal: abortController.signal,
-              },
-            });
-            await result.release();
-          } catch (err) {
-            if (err instanceof SsrFBlockedError) {
-              cronLogger.warn(
-                {
-                  reason: formatErrorMessage(err),
-                  jobId: job.id,
-                  webhookUrl: redactWebhookUrl(webhookUrl),
-                },
-                "cron: failure alert webhook blocked by SSRF guard",
-              );
-            } else {
-              cronLogger.warn(
-                {
-                  err: formatErrorMessage(err),
-                  jobId: job.id,
-                  webhookUrl: redactWebhookUrl(webhookUrl),
-                },
-                "cron: failure alert webhook failed",
-              );
-            }
-          } finally {
-            clearTimeout(timeout);
-          }
+          await postCronWebhook({
+            webhookUrl,
+            webhookToken,
+            payload: {
+              jobId: job.id,
+              jobName: job.name,
+              message: text,
+            },
+            logContext: { jobId: job.id },
+            blockedLog: "cron: failure alert webhook blocked by SSRF guard",
+            failedLog: "cron: failure alert webhook failed",
+            logger: cronLogger,
+          });
         } else {
           cronLogger.warn(
             {
               jobId: job.id,
-              failureAlertTo: to,
+              webhookUrl: redactWebhookUrl(to),
             },
             "cron: failure alert webhook URL is invalid, skipping",
           );
@@ -361,52 +385,16 @@ export function buildGatewayCronService(params: {
         }
 
         if (webhookTarget && evt.summary) {
-          const headers: Record<string, string> = {
-            "Content-Type": "application/json",
-          };
-          if (webhookToken) {
-            headers.Authorization = `Bearer ${webhookToken}`;
-          }
-          const abortController = new AbortController();
-          const timeout = setTimeout(() => {
-            abortController.abort();
-          }, CRON_WEBHOOK_TIMEOUT_MS);
-
           void (async () => {
-            try {
-              const result = await fetchWithSsrFGuard({
-                url: webhookTarget.url,
-                init: {
-                  method: "POST",
-                  headers,
-                  body: JSON.stringify(evt),
-                  signal: abortController.signal,
-                },
-              });
-              await result.release();
-            } catch (err) {
-              if (err instanceof SsrFBlockedError) {
-                cronLogger.warn(
-                  {
-                    reason: formatErrorMessage(err),
-                    jobId: evt.jobId,
-                    webhookUrl: redactWebhookUrl(webhookTarget.url),
-                  },
-                  "cron: webhook delivery blocked by SSRF guard",
-                );
-              } else {
-                cronLogger.warn(
-                  {
-                    err: formatErrorMessage(err),
-                    jobId: evt.jobId,
-                    webhookUrl: redactWebhookUrl(webhookTarget.url),
-                  },
-                  "cron: webhook delivery failed",
-                );
-              }
-            } finally {
-              clearTimeout(timeout);
-            }
+            await postCronWebhook({
+              webhookUrl: webhookTarget.url,
+              webhookToken,
+              payload: evt,
+              logContext: { jobId: evt.jobId },
+              blockedLog: "cron: webhook delivery blocked by SSRF guard",
+              failedLog: "cron: webhook delivery failed",
+              logger: cronLogger,
+            });
           })();
         }
 
@@ -432,66 +420,31 @@ export function buildGatewayCronService(params: {
               if (failureDest.mode === "webhook" && failureDest.to) {
                 const webhookUrl = normalizeHttpWebhookUrl(failureDest.to);
                 if (webhookUrl) {
-                  const headers: Record<string, string> = {
-                    "Content-Type": "application/json",
-                  };
-                  if (params.cfg.cron?.webhookToken) {
-                    headers.Authorization = `Bearer ${params.cfg.cron.webhookToken.trim()}`;
-                  }
-                  const abortController = new AbortController();
-                  const timeout = setTimeout(() => {
-                    abortController.abort();
-                  }, CRON_WEBHOOK_TIMEOUT_MS);
-
                   void (async () => {
-                    try {
-                      const result = await fetchWithSsrFGuard({
-                        url: webhookUrl,
-                        init: {
-                          method: "POST",
-                          headers,
-                          body: JSON.stringify(failurePayload),
-                          signal: abortController.signal,
-                        },
-                      });
-                      await result.release();
-                    } catch (err) {
-                      if (err instanceof SsrFBlockedError) {
-                        cronLogger.warn(
-                          {
-                            reason: formatErrorMessage(err),
-                            jobId: evt.jobId,
-                            webhookUrl: redactWebhookUrl(webhookUrl),
-                          },
-                          "cron: failure destination webhook blocked by SSRF guard",
-                        );
-                      } else {
-                        cronLogger.warn(
-                          {
-                            err: formatErrorMessage(err),
-                            jobId: evt.jobId,
-                            webhookUrl: redactWebhookUrl(webhookUrl),
-                          },
-                          "cron: failure destination webhook failed",
-                        );
-                      }
-                    } finally {
-                      clearTimeout(timeout);
-                    }
+                    await postCronWebhook({
+                      webhookUrl,
+                      webhookToken,
+                      payload: failurePayload,
+                      logContext: { jobId: evt.jobId },
+                      blockedLog: "cron: failure destination webhook blocked by SSRF guard",
+                      failedLog: "cron: failure destination webhook failed",
+                      logger: cronLogger,
+                    });
                   })();
                 } else {
                   cronLogger.warn(
                     {
                       jobId: evt.jobId,
-                      failureDestTo: failureDest.to,
+                      webhookUrl: redactWebhookUrl(failureDest.to),
                     },
                     "cron: failure destination webhook URL is invalid, skipping",
                   );
                 }
               } else if (failureDest.mode === "announce") {
-                const { agentId } = resolveCronAgent(job.agentId);
+                const { agentId, cfg: runtimeConfig } = resolveCronAgent(job.agentId);
                 void sendFailureNotificationAnnounce(
                   params.deps,
+                  runtimeConfig,
                   agentId,
                   job.id,
                   {
diff --git a/ui/src/ui/controllers/cron.test.ts b/ui/src/ui/controllers/cron.test.ts
index d3f6b715770..11a32981635 100644
--- a/ui/src/ui/controllers/cron.test.ts
+++ b/ui/src/ui/controllers/cron.test.ts
@@ -630,6 +630,52 @@ describe("cron controller", () => {
           cooldownMs: 120_000,
           channel: "telegram",
           to: "123456",
+          mode: "announce",
+          accountId: undefined,
+        },
+      },
+    });
+  });
+
+  it("includes failure alert mode/accountId in cron.update patch", async () => {
+    const request = vi.fn(async (method: string, _payload?: unknown) => {
+      if (method === "cron.update") {
+        return { id: "job-alert-mode" };
+      }
+      if (method === "cron.list") {
+        return { jobs: [{ id: "job-alert-mode" }] };
+      }
+      if (method === "cron.status") {
+        return { enabled: true, jobs: 1, nextWakeAtMs: null };
+      }
+      return {};
+    });
+    const state = createState({
+      client: { request } as unknown as CronState["client"],
+      cronEditingJobId: "job-alert-mode",
+      cronForm: {
+        ...DEFAULT_CRON_FORM,
+        name: "alert mode job",
+        payloadKind: "agentTurn",
+        payloadText: "run it",
+        failureAlertMode: "custom",
+        failureAlertAfter: "1",
+        failureAlertDeliveryMode: "webhook",
+        failureAlertAccountId: "bot-a",
+      },
+    });
+
+    await addCronJob(state);
+
+    const updateCall = request.mock.calls.find(([method]) => method === "cron.update");
+    expect(updateCall).toBeDefined();
+    expect(updateCall?.[1]).toMatchObject({
+      id: "job-alert-mode",
+      patch: {
+        failureAlert: {
+          after: 1,
+          mode: "webhook",
+          accountId: "bot-a",
         },
       },
     });
@@ -780,6 +826,8 @@ describe("cron controller", () => {
     expect(state.cronForm.failureAlertCooldownSeconds).toBe("30");
     expect(state.cronForm.failureAlertChannel).toBe("telegram");
     expect(state.cronForm.failureAlertTo).toBe("999");
+    expect(state.cronForm.failureAlertDeliveryMode).toBe("announce");
+    expect(state.cronForm.failureAlertAccountId).toBe("");
   });
 
   it("validates key cron form errors", () => {
diff --git a/ui/src/ui/types.ts b/ui/src/ui/types.ts
index 90125c2af18..e9d3379f418 100644
--- a/ui/src/ui/types.ts
+++ b/ui/src/ui/types.ts
@@ -491,7 +491,14 @@ export type CronDelivery = {
   to?: string;
   accountId?: string;
   bestEffort?: boolean;
-  failureDestination?: CronFailureAlert;
+  failureDestination?: CronFailureDestination;
+};
+
+export type CronFailureDestination = {
+  channel?: string;
+  to?: string;
+  mode?: "announce" | "webhook";
+  accountId?: string;
 };
 
 export type CronFailureAlert = {