diff --git a/plugin/calendar/scheduler.d.ts b/plugin/calendar/scheduler.d.ts
index 8b5129c..07d4075 100644
--- a/plugin/calendar/scheduler.d.ts
+++ b/plugin/calendar/scheduler.d.ts
@@ -147,6 +147,12 @@ export declare class CalendarScheduler {
      * Resume a paused slot.
      */
     resumeCurrentSlot(): Promise<void>;
+    /**
+     * Trigger an immediate replanning pass after the current slot lifecycle ends.
+     * This lets previously deferred/not-started slots compete again as soon as
+     * the agent becomes idle.
+     */
+    private triggerReplan;
     /**
      * Get a stable ID for a slot (real or virtual).
      */
diff --git a/plugin/calendar/scheduler.d.ts.map b/plugin/calendar/scheduler.d.ts.map
index 6229d0d..376a07e 100644
--- a/plugin/calendar/scheduler.d.ts.map
+++ b/plugin/calendar/scheduler.d.ts.map
@@ -1 +1 @@
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\ No newline at end of file
+{"version":3,"file":"scheduler.d.ts","sourceRoot":"","sources":["scheduler.ts"],"names":[],"mappings":"AAAA;;;;;;;;;;;;;GAaG;AAEH,OAAO,EACL,oBAAoB,EACrB,MAAM,mBAAmB,CAAC;AAC3B,OAAO,EACL,oBAAoB,EAEpB,gBAAgB,EAIjB,MAAM,SAAS,CAAC;AAEjB,MAAM,WAAW,uBAAuB;IACtC,uDAAuD;IACvD,MAAM,EAAE,oBAAoB,CAAC;IAC7B,wDAAwD;IACxD,cAAc,EAAE,MAAM,OAAO,CAAC,gBAAgB,GAAG,IAAI,CAAC,CAAC;IACvD,qDAAqD;IACrD,SAAS,EAAE,CAAC,OAAO,EAAE,gBAAgB,KAAK,OAAO,CAAC,OAAO,CAAC,CAAC;IAC3D,sBAAsB;IACtB,MAAM,EAAE;QACN,IAAI,EAAE,CAAC,GAAG,IAAI,EAAE,GAAG,EAAE,KAAK,IAAI,CAAC;QAC/B,KAAK,EAAE,CAAC,GAAG,IAAI,EAAE,GAAG,EAAE,KAAK,IAAI,CAAC;QAChC,KAAK,EAAE,CAAC,GAAG,IAAI,EAAE,GAAG,EAAE,KAAK,IAAI,CAAC;QAChC,IAAI,EAAE,CAAC,GAAG,IAAI,EAAE,GAAG,EAAE,KAAK,IAAI,CAAC;KAChC,CAAC;IACF,0DAA0D;IAC1D,mBAAmB,CAAC,EAAE,MAAM,CAAC;IAC7B,mCAAmC;IACnC,KAAK,CAAC,EAAE,OAAO,CAAC;CACjB;AAED;;;GAGG;AACH,MAAM,WAAW,gBAAgB;IAC/B,0BAA0B;IAC1B,IAAI,EAAE,oBAAoB,CAAC;IAC3B,sCAAsC;IACtC,eAAe,EAAE,MAAM,CAAC;IACxB,wCAAwC;IACxC,MAAM,EAAE,MAAM,CAAC;IACf,6DAA6D;IAC7D,SAAS,EAAE,OAAO,CAAC;CACpB;AAED;;GAEG;AACH,UAAU,cAAc;IACtB,6CAA6C;IAC7C,SAAS,EAAE,OAAO,CAAC;IACnB,8CAA8C;IAC9C,WAAW,EAAE,oBAAoB,GAAG,IAAI,CAAC;IACzC,+BAA+B;IAC/B,eAAe,EAAE,IAAI,GAAG,IAAI,CAAC;IAC7B,kCAAkC;IAClC,cAAc,EAAE,UAAU,CAAC,OAAO,WAAW,CAAC,GAAG,IAAI,CAAC;IACtD,iEAAiE;IACjE,eAAe,EAAE,GAAG,CAAC,MAAM,CAAC,CAAC;IAC7B,mDAAmD;IACnD,YAAY,EAAE,OAAO,CAAC;CACvB;AAED;;GAEG;AACH,qBAAa,iBAAiB;IAC5B,OAAO,CAAC,MAAM,CAAoC;IAClD,OAAO,CAAC,KAAK,CAAiB;gBAElB,MAAM,EAAE,uBAAuB;IAgB3C;;;OAGG;IACH,KAAK,IAAI,IAAI;IAmBb;;;OAGG;IACH,IAAI,IAAI,IAAI;IAWZ;;;OAGG;IACG,YAAY,IAAI,OAAO,CAAC,IAAI,CAAC;IAyCnC;;;OAGG;YACW,kBAAkB;IA0BhC;;;OAGG;YACW,eAAe;IAiC7B;;OAEG;YACW,WAAW;IAqEzB;;OAEG;IACH,OAAO,CAAC,gBAAgB;IAgCxB;;OAEG;IACH,OAAO,CAAC,cAAc;IAoBtB;;OAEG;IACH,OAAO,CAAC,iBAAiB;IAwCzB;;OAEG;IACH,OAAO,CAAC,wBAAwB;IAShC;;OAEG;IACH,OAAO,CAAC,kBAAkB;IAU1B;;OAEG;YACW,SAAS;IAiBvB;;OAEG;YACW,UAAU;IAiBxB;;;OAGG;IACG,mBAAmB,CAAC,qBAAqB,EAAE,MAAM,GAAG,OAAO,CAAC,IAAI,CAAC;IAmCvE;;;OAGG;IACG,gBAAgB,CAAC,MAAM,CAAC,EAAE,MAAM,GAAG,OAAO,CAAC,IAAI,CAAC;IAkCtD;;;OAGG;IACG,gBAAgB,IAAI,OAAO,CAAC,IAAI,CAAC;IAyBvC;;OAEG;IACG,iBAAiB,IAAI,OAAO,CAAC,IAAI,CAAC;IAyBxC;;;;OAIG;YACW,aAAa;IAc3B;;OAEG;IACH,OAAO,CAAC,SAAS;IAIjB;;OAEG;IACH,OAAO,CAAC,UAAU;IAIlB;;OAEG;IACH,OAAO,CAAC,QAAQ;IAMhB;;OAEG;IACH,QAAQ,IAAI,QAAQ,CAAC,cAAc,CAAC;IAIpC;;OAEG;IACH,SAAS,IAAI,OAAO;IAIpB;;OAEG;IACH,YAAY,IAAI,OAAO;IAIvB;;OAEG;IACH,cAAc,IAAI,oBAAoB,GAAG,IAAI;CAG9C;AAED;;GAEG;AACH,wBAAgB,uBAAuB,CACrC,MAAM,EAAE,uBAAuB,GAC9B,iBAAiB,CAEnB"}
\ No newline at end of file
diff --git a/plugin/calendar/scheduler.js b/plugin/calendar/scheduler.js
index dfc30fc..940c2fb 100644
--- a/plugin/calendar/scheduler.js
+++ b/plugin/calendar/scheduler.js
@@ -88,6 +88,12 @@ class CalendarScheduler {
                 await this.handleNonIdleAgent(response.slots, response.agent_status);
                 return;
             }
+            // Agent is idle again - previously deferred slots should become eligible
+            // for selection in the next planning pass.
+            if (this.state.deferredSlotIds.size > 0) {
+                this.logDebug(`Agent returned to idle; clearing ${this.state.deferredSlotIds.size} deferred slot marker(s) for replanning`);
+                this.state.deferredSlotIds.clear();
+            }
             // Agent is idle - handle pending slots
             await this.handleIdleAgent(response.slots);
         }
@@ -191,6 +197,10 @@ class CalendarScheduler {
                 // Revert slot to not_started status
                 await this.revertSlot(slot);
                 await this.config.bridge.reportAgentStatus({ status: 'idle' });
+                this.state.isProcessing = false;
+                this.state.currentSlot = null;
+                await this.triggerReplan('wake failure');
+                return;
             }
             // Note: isProcessing remains true until agent signals completion
             // This is handled by external completion callback
@@ -386,6 +396,7 @@ Please use this time for the scheduled activity.`;
         finally {
             this.state.isProcessing = false;
             this.state.currentSlot = null;
+            await this.triggerReplan('slot completion');
         }
     }
     /**
@@ -418,6 +429,7 @@ Please use this time for the scheduled activity.`;
         finally {
             this.state.isProcessing = false;
             this.state.currentSlot = null;
+            await this.triggerReplan('slot abort');
         }
     }
     /**
@@ -471,6 +483,23 @@ Please use this time for the scheduled activity.`;
             this.config.logger.error('Failed to resume slot:', err);
         }
     }
+    /**
+     * Trigger an immediate replanning pass after the current slot lifecycle ends.
+     * This lets previously deferred/not-started slots compete again as soon as
+     * the agent becomes idle.
+     */
+    async triggerReplan(reason) {
+        if (!this.state.isRunning) {
+            return;
+        }
+        this.logDebug(`Triggering immediate replanning after ${reason}`);
+        try {
+            await this.runHeartbeat();
+        }
+        catch (err) {
+            this.config.logger.error(`Failed to trigger replanning after ${reason}:`, err);
+        }
+    }
     /**
      * Get a stable ID for a slot (real or virtual).
      */
diff --git a/plugin/calendar/scheduler.js.map b/plugin/calendar/scheduler.js.map
index d14968f..af5353a 100644
--- a/plugin/calendar/scheduler.js.map
+++ b/plugin/calendar/scheduler.js.map
@@ -1 +1 @@
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\ No newline at end of file
diff --git a/plugin/calendar/scheduler.ts b/plugin/calendar/scheduler.ts
index e243c55..718b79e 100644
--- a/plugin/calendar/scheduler.ts
+++ b/plugin/calendar/scheduler.ts
@@ -167,6 +167,15 @@ export class CalendarScheduler {
         return;
       }
 
+      // Agent is idle again - previously deferred slots should become eligible
+      // for selection in the next planning pass.
+      if (this.state.deferredSlotIds.size > 0) {
+        this.logDebug(
+          `Agent returned to idle; clearing ${this.state.deferredSlotIds.size} deferred slot marker(s) for replanning`
+        );
+        this.state.deferredSlotIds.clear();
+      }
+
       // Agent is idle - handle pending slots
       await this.handleIdleAgent(response.slots);
 
@@ -298,6 +307,10 @@ export class CalendarScheduler {
         // Revert slot to not_started status
         await this.revertSlot(slot);
         await this.config.bridge.reportAgentStatus({ status: 'idle' });
+        this.state.isProcessing = false;
+        this.state.currentSlot = null;
+        await this.triggerReplan('wake failure');
+        return;
       }
 
       // Note: isProcessing remains true until agent signals completion
@@ -511,6 +524,7 @@ Please use this time for the scheduled activity.`;
     } finally {
       this.state.isProcessing = false;
       this.state.currentSlot = null;
+      await this.triggerReplan('slot completion');
     }
   }
 
@@ -548,6 +562,7 @@ Please use this time for the scheduled activity.`;
     } finally {
       this.state.isProcessing = false;
       this.state.currentSlot = null;
+      await this.triggerReplan('slot abort');
     }
   }
 
@@ -608,6 +623,25 @@ Please use this time for the scheduled activity.`;
     }
   }
 
+  /**
+   * Trigger an immediate replanning pass after the current slot lifecycle ends.
+   * This lets previously deferred/not-started slots compete again as soon as
+   * the agent becomes idle.
+   */
+  private async triggerReplan(reason: string): Promise<void> {
+    if (!this.state.isRunning) {
+      return;
+    }
+
+    this.logDebug(`Triggering immediate replanning after ${reason}`);
+
+    try {
+      await this.runHeartbeat();
+    } catch (err) {
+      this.config.logger.error(`Failed to trigger replanning after ${reason}:`, err);
+    }
+  }
+
   /**
    * Get a stable ID for a slot (real or virtual).
    */