diff --git a/app/handlers/start.py b/app/handlers/start.py
index 6576e7f1..b8a49355 100644
--- a/app/handlers/start.py
+++ b/app/handlers/start.py
@@ -1958,7 +1958,7 @@ async def get_main_menu_text_simple(user_name, texts, db: AsyncSession):
 async def required_sub_channel_check(
     query: types.CallbackQuery, bot: Bot, state: FSMContext, db: AsyncSession, db_user=None
 ):
-    from app.utils.message_patch import _cache_logo_file_id, get_logo_media
+    from app.utils.message_patch import _cache_logo_file_id, caption_exceeds_telegram_limit, get_logo_media
 
     language = DEFAULT_LANGUAGE
     texts = get_texts(language)
@@ -2129,7 +2129,7 @@ async def required_sub_channel_check(
             if pinned_message and pinned_message.send_before_menu:
                 await _send_pinned_message(bot, db, user, pinned_message)
 
-            if settings.ENABLE_LOGO_MODE and len(menu_text) <= 900:
+            if settings.ENABLE_LOGO_MODE and not caption_exceeds_telegram_limit(menu_text):
                 _result = await bot.send_photo(
                     chat_id=query.from_user.id,
                     photo=get_logo_media(),
@@ -2255,7 +2255,7 @@ async def required_sub_channel_check(
                     if pinned_message and pinned_message.send_before_menu:
                         await _send_pinned_message(bot, db, user, pinned_message)
 
-                    if settings.ENABLE_LOGO_MODE and len(menu_text) <= 900:
+                    if settings.ENABLE_LOGO_MODE and not caption_exceeds_telegram_limit(menu_text):
                         _result = await bot.send_photo(
                             chat_id=query.from_user.id,
                             photo=get_logo_media(),
@@ -2286,7 +2286,7 @@ async def required_sub_channel_check(
             else:
                 rules_text = await get_rules(language)
 
-                if settings.ENABLE_LOGO_MODE and len(rules_text) <= 900:
+                if settings.ENABLE_LOGO_MODE and not caption_exceeds_telegram_limit(rules_text):
                     _result = await bot.send_photo(
                         chat_id=query.from_user.id,
                         photo=get_logo_media(),
diff --git a/app/services/admin_notification_service.py b/app/services/admin_notification_service.py
index c92be503..dc40195d 100644
--- a/app/services/admin_notification_service.py
+++ b/app/services/admin_notification_service.py
@@ -22,6 +22,7 @@ from app.database.models import (
     Transaction,
     User,
 )
+from app.utils.message_patch import caption_exceeds_telegram_limit
 from app.utils.timezone import format_local_datetime
 
 
@@ -1915,7 +1916,7 @@ class AdminNotificationService:
         keyboard: types.InlineKeyboardMarkup | None = None,
     ) -> bool:
         """Отправить фото с текстом в тикет-топик.
-        Если текст <= 1024 символов — отправляем фото с caption.
+        Если текст помещается в caption (≤1024 символов после парсинга HTML) — фото с caption.
         Иначе — сначала текст, потом фото в тот же топик.
         """
         if not self.chat_id:
@@ -1924,7 +1925,7 @@ class AdminNotificationService:
         thread_id = self.ticket_topic_id or self.topic_id
 
         try:
-            if len(text) <= 1024:
+            if not caption_exceeds_telegram_limit(text):
                 # Фото с caption — всё в одном сообщении
                 photo_kwargs: dict = {
                     'chat_id': self.chat_id,
diff --git a/app/services/monitoring_service.py b/app/services/monitoring_service.py
index e4fe7232..ffe528f8 100644
--- a/app/services/monitoring_service.py
+++ b/app/services/monitoring_service.py
@@ -58,6 +58,7 @@ from app.services.notification_settings_service import NotificationSettingsServi
 from app.services.promo_offer_service import promo_offer_service
 from app.services.subscription_service import SubscriptionService
 from app.utils.cache import cache
+from app.utils.message_patch import caption_exceeds_telegram_limit
 from app.utils.miniapp_buttons import build_miniapp_or_callback_button
 from app.utils.promo_offer import get_user_active_promo_discount_percent
 from app.utils.subscription_utils import (
@@ -110,7 +111,7 @@ class MonitoringService:
             logger.debug('Пропуск уведомления: пользователь недоступен', user_id=user.id, status=user.status)
             return None
 
-        if settings.ENABLE_LOGO_MODE and LOGO_PATH.exists() and (text is None or len(text) <= 1000):
+        if settings.ENABLE_LOGO_MODE and LOGO_PATH.exists() and not caption_exceeds_telegram_limit(text):
             try:
                 from app.utils.message_patch import _cache_logo_file_id, get_logo_media
 
diff --git a/app/utils/message_patch.py b/app/utils/message_patch.py
index 8fd6049e..e6ca9cd6 100644
--- a/app/utils/message_patch.py
+++ b/app/utils/message_patch.py
@@ -1,3 +1,5 @@
+import html as html_module
+import re
 from pathlib import Path
 from typing import Any
 
@@ -9,6 +11,20 @@ from app.localization.texts import get_texts
 
 
 LOGO_PATH = Path(settings.LOGO_FILE)
+
+# Telegram API: caption limit is 1024 characters AFTER HTML entity parsing (tags stripped)
+TELEGRAM_CAPTION_LIMIT = 1024
+_HTML_TAG_RE = re.compile(r'<[^>]+>')
+
+
+def caption_exceeds_telegram_limit(text: str | None) -> bool:
+    """Check if text exceeds Telegram's caption limit (1024 parsed chars)."""
+    if not text:
+        return False
+    stripped = html_module.unescape(_HTML_TAG_RE.sub('', text))
+    return len(stripped) > TELEGRAM_CAPTION_LIMIT
+
+
 _PRIVACY_RESTRICTED_CODE = 'BUTTON_USER_PRIVACY_RESTRICTED'
 
 # Кеш file_id логотипа: после первой загрузки Telegram возвращает file_id,
@@ -139,7 +155,7 @@ async def _answer_with_photo(self: Message, text: str = None, **kwargs):
         return await _original_answer(self, text, **kwargs)
     # Если caption слишком длинный для фото — отправим как текст
     try:
-        if text is not None and len(text) > 900:
+        if caption_exceeds_telegram_limit(text):
             return await _text_answer(self, text, **kwargs)
     except Exception:
         pass
@@ -207,7 +223,7 @@ async def _edit_with_photo(self: Message, text: str, **kwargs):
         language = _get_language(self)
         # Если caption потенциально слишком длинный — отправим как текст вместо caption
         try:
-            if text is not None and len(text) > 900:
+            if caption_exceeds_telegram_limit(text):
                 try:
                     await self.delete()
                 except Exception:
diff --git a/app/utils/photo_message.py b/app/utils/photo_message.py
index e9273d02..b04268b9 100644
--- a/app/utils/photo_message.py
+++ b/app/utils/photo_message.py
@@ -11,6 +11,7 @@ from .message_patch import (
     LOGO_PATH,
     _cache_logo_file_id,
     append_privacy_hint,
+    caption_exceeds_telegram_limit,
     get_logo_media,
     is_privacy_restricted_error,
     is_qr_message,
@@ -137,7 +138,7 @@ async def edit_or_answer_photo(
         return
 
     # Если текст слишком длинный для caption — отправим как текст
-    if caption and len(caption) > 1000:
+    if caption_exceeds_telegram_limit(caption):
         try:
             if callback.message.photo:
                 await callback.message.delete()