diff --git a/package-lock.json b/package-lock.json
index 2013604..cac39c5 100644
--- a/package-lock.json
+++ b/package-lock.json
@@ -26,7 +26,7 @@
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@@ -4587,6 +4576,16 @@
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-        "@types/unist": "^3.0.0",
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-        "devlop": "^1.0.0",
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-        "is-plain-obj": "^4.0.0",
-        "trough": "^2.0.0",
-        "vfile": "^6.0.0"
-      },
-      "funding": {
-        "type": "opencollective",
-        "url": "https://opencollective.com/unified"
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-    "node_modules/unist-util-is": {
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-      "resolved": "https://registry.npmjs.org/unist-util-is/-/unist-util-is-6.0.1.tgz",
-      "integrity": "sha512-LsiILbtBETkDz8I9p1dQ0uyRUWuaQzd/cuEeS1hoRSyW5E5XGmTzlwY1OrNzzakGowI9Dr/I8HVaw4hTtnxy8g==",
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-        "url": "https://opencollective.com/unified"
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-      "license": "MIT",
-      "dependencies": {
-        "@types/unist": "^3.0.0",
-        "unist-util-is": "^6.0.0",
-        "unist-util-visit-parents": "^6.0.0"
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-        "url": "https://opencollective.com/unified"
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-    },
-    "node_modules/unist-util-stringify-position": {
-      "version": "4.0.0",
-      "resolved": "https://registry.npmjs.org/unist-util-stringify-position/-/unist-util-stringify-position-4.0.0.tgz",
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-        "url": "https://opencollective.com/unified"
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-    },
-    "node_modules/unist-util-visit": {
-      "version": "5.1.0",
-      "resolved": "https://registry.npmjs.org/unist-util-visit/-/unist-util-visit-5.1.0.tgz",
-      "integrity": "sha512-m+vIdyeCOpdr/QeQCu2EzxX/ohgS8KbnPDgFni4dQsfSCtpz8UqDyY5GjRru8PDKuYn7Fq19j1CQ+nJSsGKOzg==",
-      "license": "MIT",
-      "dependencies": {
-        "@types/unist": "^3.0.0",
-        "unist-util-is": "^6.0.0",
-        "unist-util-visit-parents": "^6.0.0"
-      },
-      "funding": {
-        "type": "opencollective",
-        "url": "https://opencollective.com/unified"
-      }
-    },
-    "node_modules/unist-util-visit-parents": {
-      "version": "6.0.2",
-      "resolved": "https://registry.npmjs.org/unist-util-visit-parents/-/unist-util-visit-parents-6.0.2.tgz",
-      "integrity": "sha512-goh1s1TBrqSqukSc8wrjwWhL0hiJxgA8m4kFxGlQ+8FYQ3C/m11FcTs4YYem7V664AhHVvgoQLk890Ssdsr2IQ==",
-      "license": "MIT",
-      "dependencies": {
-        "@types/unist": "^3.0.0",
-        "unist-util-is": "^6.0.0"
-      },
-      "funding": {
-        "type": "opencollective",
-        "url": "https://opencollective.com/unified"
-      }
-    },
     "node_modules/unpipe": {
       "version": "1.0.0",
       "resolved": "https://registry.npmjs.org/unpipe/-/unpipe-1.0.0.tgz",
@@ -7786,34 +7337,6 @@
         "node": ">= 0.8"
       }
     },
-    "node_modules/vfile": {
-      "version": "6.0.3",
-      "resolved": "https://registry.npmjs.org/vfile/-/vfile-6.0.3.tgz",
-      "integrity": "sha512-KzIbH/9tXat2u30jf+smMwFCsno4wHVdNmzFyL+T/L3UGqqk6JKfVqOFOZEpZSHADH1k40ab6NUIXZq422ov3Q==",
-      "license": "MIT",
-      "dependencies": {
-        "@types/unist": "^3.0.0",
-        "vfile-message": "^4.0.0"
-      },
-      "funding": {
-        "type": "opencollective",
-        "url": "https://opencollective.com/unified"
-      }
-    },
-    "node_modules/vfile-message": {
-      "version": "4.0.3",
-      "resolved": "https://registry.npmjs.org/vfile-message/-/vfile-message-4.0.3.tgz",
-      "integrity": "sha512-QTHzsGd1EhbZs4AsQ20JX1rC3cOlt/IWJruk893DfLRr57lcnOeMaWG4K0JrRta4mIJZKth2Au3mM3u03/JWKw==",
-      "license": "MIT",
-      "dependencies": {
-        "@types/unist": "^3.0.0",
-        "unist-util-stringify-position": "^4.0.0"
-      },
-      "funding": {
-        "type": "opencollective",
-        "url": "https://opencollective.com/unified"
-      }
-    },
     "node_modules/vite": {
       "version": "6.4.1",
       "resolved": "https://registry.npmjs.org/vite/-/vite-6.4.1.tgz",
@@ -8737,16 +8260,6 @@
       "integrity": "sha512-0LPOt3AxKqMdFBZA3HBAt/t/8vIKq7VaQYbuA8WxCgung+p9TVyKRYdpvCb80HcdTN2NkbIKbhNwKUfm3tQywQ==",
       "license": "MIT",
       "peer": true
-    },
-    "node_modules/zwitch": {
-      "version": "2.0.4",
-      "resolved": "https://registry.npmjs.org/zwitch/-/zwitch-2.0.4.tgz",
-      "integrity": "sha512-bXE4cR/kVZhKZX/RjPEflHaKVhUVl85noU3v6b8apfQEc1x4A+zBxjZ4lN8LqGd6WZ3dl98pY4o717VFmoPp+A==",
-      "license": "MIT",
-      "funding": {
-        "type": "github",
-        "url": "https://github.com/sponsors/wooorm"
-      }
     }
   }
 }
diff --git a/package.json b/package.json
index b79633c..501a6fa 100644
--- a/package.json
+++ b/package.json
@@ -56,7 +56,7 @@
     "open": "^11.0.0",
     "openai": "^6.17.0",
     "qrcode-terminal": "^0.12.0",
-    "telegram-markdown-v2": "^0.0.4",
+    "telegramify-markdown": "^1.0.0",
     "tsx": "^4.21.0",
     "typescript": "^5.9.3",
     "update-notifier": "^7.3.1",
diff --git a/src/channels/telegram-format.test.ts b/src/channels/telegram-format.test.ts
new file mode 100644
index 0000000..839b0d3
--- /dev/null
+++ b/src/channels/telegram-format.test.ts
@@ -0,0 +1,43 @@
+import { describe, expect, it } from 'vitest';
+import { markdownToTelegramV2 } from './telegram-format.js';
+
+describe('markdownToTelegramV2', () => {
+  it('converts bold text', async () => {
+    const result = await markdownToTelegramV2('**hello**');
+    expect(result).toContain('*hello*');
+  });
+
+  it('converts inline code', async () => {
+    const result = await markdownToTelegramV2('use `npm install`');
+    expect(result).toContain('`npm install`');
+  });
+
+  it('escapes special characters outside formatting', async () => {
+    const result = await markdownToTelegramV2('Hello! How are you?');
+    expect(result).toContain('\\!');
+  });
+
+  it('handles code blocks', async () => {
+    const result = await markdownToTelegramV2('```js\nconsole.log("hi")\n```');
+    expect(result).toContain('```');
+  });
+
+  it('returns something for any input (never throws)', async () => {
+    // Even weird inputs should return without throwing
+    const weirdInputs = ['', '\\', '[](){}', '****', '```'];
+    for (const input of weirdInputs) {
+      const result = await markdownToTelegramV2(input);
+      expect(typeof result).toBe('string');
+    }
+  });
+
+  it('handles links', async () => {
+    const result = await markdownToTelegramV2('Check out [Google](https://google.com)');
+    expect(result).toContain('https://google.com');
+  });
+
+  it('preserves plain text', async () => {
+    const result = await markdownToTelegramV2('Just some plain text');
+    expect(result).toContain('Just some plain text');
+  });
+});
diff --git a/src/channels/telegram-format.ts b/src/channels/telegram-format.ts
index b3fa29c..dc7fe79 100644
--- a/src/channels/telegram-format.ts
+++ b/src/channels/telegram-format.ts
@@ -11,13 +11,13 @@
  */
 export async function markdownToTelegramV2(markdown: string): Promise<string> {
   try {
-    // Dynamic import to avoid ESM/CommonJS compatibility issues
-    const { convert } = await import('telegram-markdown-v2');
-    // Use 'keep' strategy to preserve blockquotes (>) and other elements
-    return convert(markdown, 'keep');
+    // Dynamic import to handle ESM module
+    const telegramifyMarkdown = (await import('telegramify-markdown')).default;
+    // Use 'keep' strategy to preserve blockquotes (>) and other unsupported elements
+    return telegramifyMarkdown(markdown, 'keep');
   } catch (e) {
-    console.error('[Telegram] Markdown conversion failed, using fallback:', e);
-    // Fallback: escape special characters manually
+    console.error('[Telegram] Markdown conversion failed, using escape fallback:', e);
+    // Fallback: escape special characters manually (loses formatting)
     return escapeMarkdownV2(markdown);
   }
 }
diff --git a/src/channels/telegram.ts b/src/channels/telegram.ts
index e2d8207..6e0e015 100644
--- a/src/channels/telegram.ts
+++ b/src/channels/telegram.ts
@@ -347,14 +347,24 @@ export class TelegramAdapter implements ChannelAdapter {
   async sendMessage(msg: OutboundMessage): Promise<{ messageId: string }> {
     const { markdownToTelegramV2 } = await import('./telegram-format.js');
     
-    // Convert markdown to Telegram MarkdownV2 format
-    const formatted = await markdownToTelegramV2(msg.text);
-    
-    const result = await this.bot.api.sendMessage(msg.chatId, formatted, {
-      parse_mode: 'MarkdownV2',
-      reply_to_message_id: msg.replyToMessageId ? Number(msg.replyToMessageId) : undefined,
-    });
-    return { messageId: String(result.message_id) };
+    // Try MarkdownV2 first
+    try {
+      const formatted = await markdownToTelegramV2(msg.text);
+      const result = await this.bot.api.sendMessage(msg.chatId, formatted, {
+        parse_mode: 'MarkdownV2',
+        reply_to_message_id: msg.replyToMessageId ? Number(msg.replyToMessageId) : undefined,
+      });
+      return { messageId: String(result.message_id) };
+    } catch (e) {
+      // If MarkdownV2 fails, send raw text with notice
+      console.warn('[Telegram] MarkdownV2 send failed, falling back to raw text:', e);
+      const errorMsg = e instanceof Error ? e.message : String(e);
+      const fallbackText = `${msg.text}\n\n(Telegram formatting failed: ${errorMsg.slice(0, 50)}. Report: github.com/letta-ai/lettabot/issues)`;
+      const result = await this.bot.api.sendMessage(msg.chatId, fallbackText, {
+        reply_to_message_id: msg.replyToMessageId ? Number(msg.replyToMessageId) : undefined,
+      });
+      return { messageId: String(result.message_id) };
+    }
   }
 
   async sendFile(file: OutboundFile): Promise<{ messageId: string }> {
diff --git a/src/core/bot.ts b/src/core/bot.ts
index f9f2894..01f4a62 100644
--- a/src/core/bot.ts
+++ b/src/core/bot.ts
@@ -549,24 +549,25 @@ export class LettaBot {
       // Only show "no response" if we never sent anything
       if (!sentAnyMessage) {
         if (!receivedAnyData) {
-          // Stream timed out with NO data at all - likely stuck approval or connection issue
-          console.error('[Bot] Stream received NO DATA - possible stuck tool approval');
+          // Stream timed out with NO data at all - likely stuck state
+          console.error('[Bot] Stream received NO DATA - possible stuck state');
+          console.error('[Bot] Agent:', this.store.agentId);
           console.error('[Bot] Conversation:', this.store.conversationId);
           console.error('[Bot] This can happen when a previous session disconnected mid-tool-approval');
-          console.error('[Bot] Recovery will be attempted automatically on the next message.');
           await adapter.sendMessage({ 
             chatId: msg.chatId, 
-            text: '(Session interrupted. Please try your message again - recovery in progress.)', 
+            text: '(Session interrupted. Try: lettabot reset-conversation)', 
             threadId: msg.threadId 
           });
         } else {
           console.warn('[Bot] Stream received data but no assistant message');
           console.warn('[Bot] Message types received:', msgTypeCounts);
-          console.warn('[Bot] This may indicate: ADE session conflict, agent processing, or internal error');
-          // Give user informative message - avoid suggesting reset
+          console.warn('[Bot] Agent:', this.store.agentId);
+          console.warn('[Bot] Conversation:', this.store.conversationId);
+          const convIdShort = this.store.conversationId?.slice(0, 8) || 'none';
           await adapter.sendMessage({ 
             chatId: msg.chatId, 
-            text: '(Agent is processing but returned no response. Please try again.)', 
+            text: `(No response. Conversation: ${convIdShort}... Try: lettabot reset-conversation)`, 
             threadId: msg.threadId 
           });
         }