diff --git a/docs/cron-setup.md b/docs/cron-setup.md
index 571ff54..8daa1b8 100644
--- a/docs/cron-setup.md
+++ b/docs/cron-setup.md
@@ -42,12 +42,14 @@ lettabot-cron create \
 - `--name` - Job name (required)
 - `--schedule` - Cron expression (required)
 - `--message` - Message sent when job runs (required)
-- `--deliver` - Where to send: `channel:chatId` (defaults to last messaged chat)
+- `--deliver` - Where to send: `channel:chatId` (defaults to last messaged chat at creation time; falls back to last messaged chat at runtime)
+- `--silent` - Do not deliver response automatically (agent must use `lettabot-message send`)
 
 ### Managing Jobs
 
 ```bash
 lettabot-cron list              # Show all jobs
+lettabot-cron update <id> ...   # Update job properties (--deliver, --name, --message, etc.)
 lettabot-cron delete <id>       # Delete a job
 lettabot-cron enable <id>       # Enable a job
 lettabot-cron disable <id>      # Disable a job
@@ -144,11 +146,20 @@ Only actionable tasks are shown in the heartbeat prompt:
 - `completed: false`
 - `snoozed_until` not set, or already in the past
 
-## Silent Mode
+## Delivery Behavior
 
-Both cron jobs and heartbeats run in **Silent Mode**:
+### Cron Jobs
+
+Cron jobs deliver responses automatically:
+- If `--deliver` was specified at creation, responses go to that channel/chat
+- If `--deliver` was omitted, the CLI auto-fills from the last messaged chat
+- At runtime, if a job has no configured delivery target, it falls back to the most recent message target
+- Use `--silent` at creation to explicitly opt out of automatic delivery
+
+### Heartbeats (Silent Mode)
+
+Heartbeats run in **Silent Mode** -- responses are NOT automatically delivered:
 
-- The agent's text output is NOT automatically sent to users
 - The agent sees a `[SILENT MODE]` banner with instructions
 - To send messages, the agent must explicitly run:
 
@@ -207,4 +218,8 @@ Migration note:
 
 ### Jobs running but no messages received
 
-The agent runs in Silent Mode - it must actively choose to send messages. Check the agent's behavior in the ADE to see what it's doing during background tasks.
+1. Check `lettabot-cron list` -- does the job show a delivery target?
+2. If delivery shows `(none)`, the job was created without `--deliver` and no user had messaged the bot yet
+3. Fix: `lettabot-cron update <id> --deliver telegram:123456789` (or your channel:chatId)
+4. Alternatively, send the bot any message to establish a last-message target -- new runs will auto-deliver
+5. Check logs for `"mode":"silent"` entries -- this confirms the job ran but had nowhere to send the response
diff --git a/src/cron/cli.ts b/src/cron/cli.ts
index 3a93538..511dd7d 100644
--- a/src/cron/cli.ts
+++ b/src/cron/cli.ts
@@ -16,6 +16,9 @@
 import { existsSync, readFileSync, writeFileSync, appendFileSync, mkdirSync, copyFileSync } from 'node:fs';
 import { dirname } from 'node:path';
 import { getCronLogPath, getCronStorePath, getLegacyCronStorePath } from '../utils/paths.js';
+import { loadLastTarget } from '../cli/shared.js';
+
+const VALID_CHANNELS = ['telegram', 'telegram-mtproto', 'slack', 'discord', 'whatsapp', 'signal'];
 
 // Parse ISO datetime string
 function parseISODateTime(input: string): Date {
@@ -40,6 +43,7 @@ interface CronJob {
     channel: string;
     chatId: string;
   };
+  silent?: boolean;
   deleteAfterRun?: boolean;
   state: {
     lastRunAt?: string;
@@ -156,6 +160,10 @@ function listJobs(): void {
     }
     if (job.deliver) {
       console.log(`    Deliver: ${job.deliver.channel}:${job.deliver.chatId}`);
+    } else if (job.silent) {
+      console.log(`    Deliver: silent (no delivery)`);
+    } else {
+      console.log(`    Deliver: (none -- will use last message target at runtime)`);
     }
   }
   console.log('');
@@ -167,6 +175,7 @@ function createJob(args: string[]): void {
   let at = '';  // One-off timer: ISO datetime or relative (e.g., "5m", "1h")
   let message = '';
   let enabled = true;
+  let silent = false;
   let deliverChannel = '';
   let deliverChatId = '';
   
@@ -189,13 +198,14 @@ function createJob(args: string[]): void {
       i++;
     } else if (arg === '--disabled') {
       enabled = false;
+    } else if (arg === '--silent') {
+      silent = true;
     } else if ((arg === '--deliver' || arg === '-d') && next) {
       // Format: channel:chatId (e.g., telegram:123456789 or discord:123456789012345678)
       const [ch, ...rest] = next.split(':');
       const id = rest.join(':'); // Rejoin in case chatId contains colons
-      const validChannels = ['telegram', 'telegram-mtproto', 'slack', 'discord', 'whatsapp', 'signal'];
-      if (!validChannels.includes(ch)) {
-        console.error(`Error: invalid channel "${ch}". Must be one of: ${validChannels.join(', ')}`);
+      if (!VALID_CHANNELS.includes(ch)) {
+        console.error(`Error: invalid channel "${ch}". Must be one of: ${VALID_CHANNELS.join(', ')}`);
         process.exit(1);
       }
       if (!id) {
@@ -208,6 +218,21 @@ function createJob(args: string[]): void {
     }
   }
   
+  // Auto-fill deliver from last message target when not explicitly set
+  if (!silent && !deliverChannel) {
+    const lastTarget = loadLastTarget();
+    if (lastTarget) {
+      deliverChannel = lastTarget.channel;
+      deliverChatId = lastTarget.chatId;
+      console.log(`  Delivering to ${deliverChannel}:${deliverChatId} (from last message target)`);
+      console.log(`  Use --silent for no delivery, or --deliver channel:chatId to override.`);
+    } else {
+      console.warn('Warning: No --deliver target and no previous messages found.');
+      console.warn('Responses will not be delivered until a user messages the bot.');
+      console.warn('Use --deliver channel:chatId to set a target, or --silent for intentional silent mode.');
+    }
+  }
+  
   if (!name || (!schedule && !at) || !message) {
     console.error('Error: --name, (--schedule or --at), and --message are required');
     console.error('');
@@ -246,7 +271,8 @@ function createJob(args: string[]): void {
     enabled,
     schedule: cronSchedule,
     message,
-    deliver: deliverChannel && deliverChatId ? { channel: deliverChannel, chatId: deliverChatId } : undefined,
+    deliver: !silent && deliverChannel && deliverChatId ? { channel: deliverChannel, chatId: deliverChatId } : undefined,
+    silent: silent || undefined,
     deleteAfterRun,
     state: {},
   };
@@ -332,6 +358,13 @@ function showJob(id: string): void {
   console.log(`Enabled: ${job.enabled}`);
   console.log(`Schedule: ${job.schedule.kind === 'cron' ? job.schedule.expr : JSON.stringify(job.schedule)}`);
   console.log(`Message:\n  ${job.message}`);
+  if (job.deliver) {
+    console.log(`Deliver: ${job.deliver.channel}:${job.deliver.chatId}`);
+  } else if (job.silent) {
+    console.log(`Deliver: silent (no delivery)`);
+  } else {
+    console.log(`Deliver: (none -- will use last message target at runtime)`);
+  }
   console.log(`\nState:`);
   console.log(`  Last run: ${formatDate(job.state.lastRunAt)}`);
   console.log(`  Next run: ${formatDate(job.state.nextRunAt)}`);
@@ -343,6 +376,82 @@ function showJob(id: string): void {
 
 
 
+function updateJob(args: string[]): void {
+  const id = args[0];
+  if (!id) {
+    console.error('Error: Job ID required');
+    console.error('Usage: lettabot-schedule update <id> [--name ...] [--message ...] [--schedule ...] [--at ...] [--deliver channel:chatId] [--silent]');
+    process.exit(1);
+  }
+  
+  const store = loadStore();
+  const job = store.jobs.find(j => j.id === id);
+  
+  if (!job) {
+    console.error(`Error: Job not found: ${id}`);
+    process.exit(1);
+  }
+  
+  const updates: string[] = [];
+  
+  for (let i = 1; i < args.length; i++) {
+    const arg = args[i];
+    const next = args[i + 1];
+    
+    if ((arg === '--name' || arg === '-n') && next) {
+      job.name = next;
+      updates.push(`name="${next}"`);
+      i++;
+    } else if ((arg === '--message' || arg === '-m') && next) {
+      job.message = next;
+      updates.push(`message updated`);
+      i++;
+    } else if ((arg === '--schedule' || arg === '-s') && next) {
+      job.schedule = { kind: 'cron', expr: next };
+      job.deleteAfterRun = false;
+      updates.push(`schedule="${next}"`);
+      i++;
+    } else if ((arg === '--at' || arg === '-a') && next) {
+      const date = parseISODateTime(next);
+      job.schedule = { kind: 'at', date };
+      job.deleteAfterRun = true;
+      updates.push(`at=${date.toISOString()}`);
+      i++;
+    } else if ((arg === '--deliver' || arg === '-d') && next) {
+      const [ch, ...rest] = next.split(':');
+      const chatId = rest.join(':');
+      if (!VALID_CHANNELS.includes(ch)) {
+        console.error(`Error: invalid channel "${ch}". Must be one of: ${VALID_CHANNELS.join(', ')}`);
+        process.exit(1);
+      }
+      if (!chatId) {
+        console.error('Error: --deliver requires format channel:chatId (e.g., telegram:123456789)');
+        process.exit(1);
+      }
+      job.deliver = { channel: ch, chatId };
+      job.silent = undefined;
+      updates.push(`deliver=${ch}:${chatId}`);
+      i++;
+    } else if (arg === '--silent') {
+      job.deliver = undefined;
+      job.silent = true;
+      updates.push('silent mode (no delivery)');
+    }
+  }
+  
+  if (updates.length === 0) {
+    console.error('Error: No updates specified');
+    console.error('Usage: lettabot-schedule update <id> [--name ...] [--message ...] [--schedule ...] [--at ...] [--deliver channel:chatId] [--silent]');
+    process.exit(1);
+  }
+  
+  saveStore(store);
+  
+  log('job_updated', { id, name: job.name, updates });
+  
+  console.log(`✓ Updated "${job.name}": ${updates.join(', ')}`);
+}
+
 function showHelp(): void {
   console.log(`
 lettabot-schedule - Manage scheduled tasks and reminders
@@ -350,26 +459,36 @@ lettabot-schedule - Manage scheduled tasks and reminders
 Commands:
   list                    List all scheduled tasks
   create [options]        Create a new task
+  update <id> [options]   Update an existing task
   delete <id>             Delete a task
   enable <id>             Enable a task
   disable <id>            Disable a task
   show <id>               Show task details
 
-Create options:
-  --name, -n <name>       Task name (required)
+Create/update options:
+  --name, -n <name>       Task name (required for create)
   --schedule, -s <cron>   Cron expression for recurring tasks
   --at, -a <datetime>     ISO datetime for one-off reminder (auto-deletes after)
-  --message, -m <msg>     Prompt sent to agent when job fires (required)
-  --deliver, -d <target>  Auto-deliver response to channel:chatId (omit for silent mode)
+  --message, -m <msg>     Prompt sent to agent when job fires (required for create)
+  --deliver, -d <target>  Deliver response to channel:chatId (defaults to last messaged chat)
+  --silent                Do not deliver response (agent must use lettabot-message CLI)
   --disabled              Create in disabled state
 
+  Note: Use 'enable <id>' / 'disable <id>' to toggle job state.
+
 Examples:
   # One-off reminder (calculate ISO: new Date(Date.now() + 5*60*1000).toISOString())
   lettabot-schedule create -n "Standup" --at "2026-01-28T20:15:00Z" -m "Time to stand!"
 
-  # Recurring daily at 8am
+  # Recurring daily at 8am (delivers to last messaged chat)
   lettabot-schedule create -n "Morning" -s "0 8 * * *" -m "Good morning!"
 
+  # Deliver to specific channel
+  lettabot-schedule create -n "Morning" -s "0 8 * * *" -m "Good morning!" -d telegram:123456789
+
+  # Update delivery target on existing job
+  lettabot-schedule update <id> --deliver telegram:123456789
+
   # List and delete
   lettabot-schedule list
   lettabot-schedule delete job-1234567890-abc123
@@ -391,6 +510,11 @@ switch (command) {
     createJob(args.slice(1));
     break;
     
+  case 'update':
+  case 'edit':
+    updateJob(args.slice(1));
+    break;
+    
   case 'delete':
   case 'rm':
   case 'remove':
diff --git a/src/cron/service.ts b/src/cron/service.ts
index 3299e3c..2b008a1 100644
--- a/src/cron/service.ts
+++ b/src/cron/service.ts
@@ -420,19 +420,27 @@ export class CronService {
       // Send message to agent
       const response = await this.bot.sendToAgent(messageWithMetadata);
       
-      // Deliver response to channel if configured
-      const deliverMode = job.deliver ? 'deliver' : 'silent';
-      if (job.deliver && response) {
+      // Resolve delivery target: explicit config > last message target fallback > silent
+      let deliverTarget: { channel: string; chatId: string } | null = job.deliver ?? null;
+      if (!deliverTarget && !job.silent) {
+        const last = this.bot.getLastMessageTarget();
+        if (last) {
+          log.info(`No deliver target configured for "${job.name}", using last message target: ${last.channel}:${last.chatId}`);
+          deliverTarget = { channel: last.channel, chatId: last.chatId };
+        }
+      }
+      const deliverMode = deliverTarget ? 'deliver' : 'silent';
+      if (deliverTarget && response) {
         try {
-          await this.bot.deliverToChannel(job.deliver.channel, job.deliver.chatId, { text: response });
-          log.info(`📬 Delivered response to ${job.deliver.channel}:${job.deliver.chatId}`);
+          await this.bot.deliverToChannel(deliverTarget.channel, deliverTarget.chatId, { text: response });
+          log.info(`📬 Delivered response to ${deliverTarget.channel}:${deliverTarget.chatId}`);
         } catch (deliverError) {
-          log.error(`Failed to deliver response to ${job.deliver.channel}:${job.deliver.chatId}:`, deliverError);
+          log.error(`Failed to deliver response to ${deliverTarget.channel}:${deliverTarget.chatId}:`, deliverError);
           logEvent('job_deliver_failed', {
             id: job.id,
             name: job.name,
-            channel: job.deliver.channel,
-            chatId: job.deliver.chatId,
+            channel: deliverTarget.channel,
+            chatId: deliverTarget.chatId,
             error: deliverError instanceof Error ? deliverError.message : String(deliverError),
           });
         }
@@ -457,9 +465,9 @@ export class CronService {
       log.info(`✅ JOB COMPLETED: ${job.name} [${deliverMode.toUpperCase()} MODE]`);
       log.info(`       Response: ${response?.slice(0, 200)}${(response?.length || 0) > 200 ? '...' : ''}`);
       if (deliverMode === 'silent') {
-        log.info(`       (Response NOT auto-delivered - agent uses lettabot-message CLI)`);
+        log.info(`       (Response NOT auto-delivered - no target available)`);
       } else {
-        log.info(`       (Response delivered to ${job.deliver!.channel}:${job.deliver!.chatId})`);
+        log.info(`       (Response delivered to ${deliverTarget!.channel}:${deliverTarget!.chatId}${!job.deliver ? ' via fallback' : ''})`);
       }
       log.info(`${'='.repeat(50)}`);
       
@@ -468,7 +476,8 @@ export class CronService {
         name: job.name,
         status: 'ok',
         mode: deliverMode,
-        deliverTarget: job.deliver ? `${job.deliver.channel}:${job.deliver.chatId}` : undefined,
+        deliverTarget: deliverTarget ? `${deliverTarget.channel}:${deliverTarget.chatId}` : undefined,
+        deliverSource: job.deliver ? 'configured' : (deliverTarget ? 'lastMessageTarget' : undefined),
         nextRun: job.state.nextRunAt?.toISOString(),
         responseLength: response?.length || 0,
       });
diff --git a/src/cron/types.ts b/src/cron/types.ts
index 38b32cf..96fd2d5 100644
--- a/src/cron/types.ts
+++ b/src/cron/types.ts
@@ -30,6 +30,9 @@ export interface CronJob {
     chatId: string;
   };
   
+  // Explicitly suppress delivery (skips lastMessageTarget fallback)
+  silent?: boolean;
+  
   // Delete after running (for one-shot jobs)
   deleteAfterRun?: boolean;