diff --git a/AppImage/scripts/notification_channels.py b/AppImage/scripts/notification_channels.py
index ebcaa666..0f6b43c8 100644
--- a/AppImage/scripts/notification_channels.py
+++ b/AppImage/scripts/notification_channels.py
@@ -332,6 +332,7 @@ class TelegramChannel(NotificationChannel):
             r'&(?:#[0-9]+|#x[0-9A-Fa-f]+|[A-Za-z][A-Za-z0-9]+);|<[^<>]+>|.',
             re.DOTALL,
         )
+        entity_re = re.compile(r'&(?:#[0-9]+|#x[0-9A-Fa-f]+|[A-Za-z][A-Za-z0-9]+);')
         tag_re = re.compile(r'<\s*(/?)\s*([A-Za-z0-9-]+)(?:\s[^<>]*)?>')
         void_tags = {'br'}
 
@@ -352,19 +353,69 @@ class TelegramChannel(NotificationChannel):
         def _closers(stack):
             return ''.join(f'</{name}>' for name, _ in reversed(stack))
 
+        def _openers(stack):
+            return ''.join(opener for _, opener in stack)
+
+        def _plain_chunks(tokens):
+            """Drop unsafe formatting while preserving safe visible HTML text."""
+            safe_tokens = []
+            for token in tokens:
+                if tag_re.fullmatch(token):
+                    continue
+                if entity_re.fullmatch(token) and len(token) <= self.MAX_LENGTH:
+                    safe_tokens.append(token)
+                    continue
+                if entity_re.fullmatch(token) or token in {'&', '<', '>'}:
+                    safe_tokens.extend(token_re.findall(self._escape_html(token)))
+                else:
+                    safe_tokens.append(token)
+
+            plain_chunks = []
+            current = ''
+            for token in safe_tokens:
+                if current and len(current) + len(token) > self.MAX_LENGTH:
+                    plain_chunks.append(current)
+                    current = ''
+                current += token
+            if current:
+                plain_chunks.append(current)
+            return plain_chunks
+
+        tokens = token_re.findall(text)
+        probe_tags = []
+        unsafe_html = False
+        for token in tokens:
+            match = tag_re.fullmatch(token)
+            if match and match.group(1):
+                name = match.group(2).lower()
+                if not probe_tags or probe_tags[-1][0] != name:
+                    unsafe_html = True
+                    break
+            next_tags = _advance(probe_tags, token)
+            minimum_chunk = len(_openers(probe_tags)) + len(token) + len(_closers(next_tags))
+            if len(token) > self.MAX_LENGTH or minimum_chunk > self.MAX_LENGTH:
+                unsafe_html = True
+                break
+            probe_tags = next_tags
+
+        if unsafe_html:
+            return _plain_chunks(tokens)
+
         chunks = []
         current = ''
         open_tags = []
-        for token in token_re.findall(text):
+        for token in tokens:
             next_tags = _advance(open_tags, token)
             if current and len(current) + len(token) + len(_closers(next_tags)) > self.MAX_LENGTH:
                 chunks.append(current + _closers(open_tags))
-                current = ''.join(opener for _, opener in open_tags)
+                current = _openers(open_tags)
             current += token
             open_tags = _advance(open_tags, token)
 
         if current:
             chunks.append(current + _closers(open_tags))
+        if any(len(chunk) > self.MAX_LENGTH for chunk in chunks):
+            return _plain_chunks(tokens)
         return chunks
     
     @staticmethod
diff --git a/AppImage/scripts/tests/test_vzdump_ai_integrity.py b/AppImage/scripts/tests/test_vzdump_ai_integrity.py
index faf79382..458606bf 100644
--- a/AppImage/scripts/tests/test_vzdump_ai_integrity.py
+++ b/AppImage/scripts/tests/test_vzdump_ai_integrity.py
@@ -250,8 +250,8 @@ class VzdumpAIIntegrityTests(unittest.TestCase):
             rendered["body"], "INFO", data,
         )
 
-        self.assertEqual(html.count("guest-100 (100)"), 1)
-        self.assertEqual(html.count("guest-148 (148)"), 1)
+        for vmid in range(100, 149):
+            self.assertEqual(html.count(f"guest-{vmid} ({vmid})"), 1, vmid)
         self.assertEqual(html.count("49 backups"), 1)
 
     def test_backup_fail_email_html_keeps_inventory_and_localized_status_once(self):
@@ -275,12 +275,13 @@ class VzdumpAIIntegrityTests(unittest.TestCase):
             rendered["body"], "CRITICAL", data,
         )
 
-        self.assertEqual(html.count("guest-100 (100)"), 1)
-        self.assertEqual(html.count("guest-148 (148)"), 1)
+        for vmid in range(100, 149):
+            self.assertEqual(html.count(f"guest-{vmid} ({vmid})"), 1, vmid)
         self.assertEqual(html.count("49 backups"), 1)
         self.assertEqual(html.count("1 failed"), 1)
         self.assertEqual(html.count(">Zlyhalo<"), 1)
         self.assertNotIn(">Failed<", html)
+        self.assertLessEqual(html.count("last guest failed"), 1)
 
     def test_telegram_chunks_preserve_complete_49_item_message(self):
         rendered = _render("backup_complete")
@@ -330,6 +331,50 @@ class VzdumpAIIntegrityTests(unittest.TestCase):
             self.assertNotRegex(chunk, r"&(?:amp)?$")
             self.assertNotRegex(chunk, r"^amp;")
 
+    def test_telegram_chunks_bound_an_oversized_entity(self):
+        channel = TelegramChannel("123:token", "456")
+        chunks = channel._split_message("&" + ("entity" * 900) + ";")
+
+        self.assertTrue(chunks)
+        self.assertTrue(all(len(chunk) <= 4096 for chunk in chunks))
+
+    def test_telegram_chunks_bound_an_oversized_tag(self):
+        channel = TelegramChannel("123:token", "456")
+        html_message = '<b data-value="' + ("x" * 5000) + '">visible text</b>'
+        chunks = channel._split_message(html_message)
+
+        self.assertTrue(chunks)
+        self.assertTrue(all(len(chunk) <= 4096 for chunk in chunks))
+        self.assertIn("visible text", "".join(chunks))
+
+    def test_telegram_chunks_bound_deeply_nested_formatting(self):
+        from html.parser import HTMLParser
+
+        class _BalancedParser(HTMLParser):
+            def __init__(self):
+                super().__init__(convert_charrefs=False)
+                self.stack = []
+
+            def handle_starttag(self, tag, attrs):
+                self.stack.append(tag)
+
+            def handle_endtag(self, tag):
+                if not self.stack or self.stack.pop() != tag:
+                    raise AssertionError(f"unbalanced closing tag: {tag}")
+
+        html_message = ("<b>" * 700) + ("A" * 5000) + ("</b>" * 700)
+        channel = TelegramChannel("123:token", "456")
+        chunks = channel._split_message(html_message)
+
+        self.assertTrue(chunks)
+        self.assertTrue(all(len(chunk) <= 4096 for chunk in chunks))
+        self.assertEqual("".join(chunks).count("A"), 5000)
+        for chunk in chunks:
+            parser = _BalancedParser()
+            parser.feed(chunk)
+            parser.close()
+            self.assertEqual(parser.stack, [])
+
 
 if __name__ == "__main__":
     unittest.main()