fix: harden isolated cron announce delivery fallback (#15739) (thanks @widingmarcus-cyber)

src/cron/isolated-agent/run.ts

@@ -103,8 +103,9 @@ export type RunCronAgentTurnResult = {
   sessionKey?: string;
   /**
    * `true` when the isolated run already delivered its output to the target
-   * channel (via outbound payloads or the subagent announce flow).  Callers
-   * should skip posting a summary to the main session to avoid duplicate
+   * channel (via outbound payloads, the subagent announce flow, or a matching
+   * messaging-tool send). Callers should skip posting a summary to the main
+   * session to avoid duplicate
    * messages.  See: https://github.com/openclaw/openclaw/issues/15692
    */
   delivered?: boolean;
@@ -525,7 +526,9 @@ export async function runCronIsolatedAgentTurn(params: {
       }),
     );
 
-  let delivered = false;
+  // `true` means we confirmed at least one outbound send reached the target.
+  // Keep this strict so timer fallback can safely decide whether to wake main.
+  let delivered = skipMessagingToolDelivery;
   if (deliveryRequested && !skipHeartbeatDelivery && !skipMessagingToolDelivery) {
     if (resolvedDelivery.error) {
       if (!deliveryBestEffort) {
@@ -556,7 +559,7 @@ export async function runCronIsolatedAgentTurn(params: {
     // for media/channel payloads so structured content is preserved.
     if (deliveryPayloadHasStructuredContent) {
       try {
-        await deliverOutboundPayloads({
+        const deliveryResults = await deliverOutboundPayloads({
           cfg: cfgWithAgentDefaults,
           channel: resolvedDelivery.channel,
           to: resolvedDelivery.to,
@@ -566,7 +569,7 @@ export async function runCronIsolatedAgentTurn(params: {
           bestEffort: deliveryBestEffort,
           deps: createOutboundSendDeps(params.deps),
         });
-        delivered = true;
+        delivered = deliveryResults.length > 0;
       } catch (err) {
         if (!deliveryBestEffort) {
           return withRunSession({ status: "error", summary, outputText, error: String(err) });