diff --git a/hh_llm.py b/hh_llm.py
index 030af68..7b80dca 100644
--- a/hh_llm.py
+++ b/hh_llm.py
@@ -90,7 +90,10 @@ def generate_response(llm_config, vacancy, resume_text, style_hint=""):
         raise RuntimeError(f"LLM ошибка {resp.status_code}: {resp.text[:300]}")
 
     data = resp.json()
-    return data["choices"][0]["message"]["content"].strip()
+    content = (data["choices"][0]["message"].get("content") or "").strip()
+    if not content:
+        raise RuntimeError("LLM вернул пустой текст — попробуйте ещё раз")
+    return content
 
 
 def generate_response_with_retry(llm_config, vacancy, resume_text, style_hint="", attempts=2):
diff --git a/templates/index.html b/templates/index.html
index 860f5cb..82243fc 100644
--- a/templates/index.html
+++ b/templates/index.html
@@ -656,6 +656,8 @@ async function openSendModal(id) {
       renderTexts();
     } else if (data.errors && data.errors[id]) {
       document.getElementById('send-modal-note').textContent = 'Ошибка: ' + data.errors[id];
+    } else {
+      document.getElementById('send-modal-note').textContent = 'Не удалось сгенерировать текст — попробуйте ещё раз';
     }
   } catch (e) {
     document.getElementById('send-loading').classList.add('hidden');
diff --git a/webui.py b/webui.py
index 99bc316..7d2a8d8 100644
--- a/webui.py
+++ b/webui.py
@@ -31,7 +31,7 @@ from werkzeug.security import check_password_hash, generate_password_hash
 
 from hh_search import (search_vacancies, fetch_vacancy_details, fetch_my_resumes,
                        parse_cookies, get_proxies)
-from hh_llm import generate_response
+from hh_llm import generate_response_with_retry
 from hh_browser import browser_open, browser_send, browser_close
 
 BASE_DIR = os.path.dirname(os.path.abspath(__file__))
@@ -508,8 +508,8 @@ def api_generate(name):
         details = fetch_vacancy_details(vid, proxies=get_proxies()) or {}
         vacancy_full = {**vacancy, **details}
         try:
-            texts[vid] = generate_response(cfg.get("llm", {}), vacancy_full,
-                                           resume, cfg.get("style", ""))
+            texts[vid] = generate_response_with_retry(cfg.get("llm", {}), vacancy_full,
+                                                      resume, cfg.get("style", ""))
             if limit is not None:
                 used += 1
                 bump_llm_usage(current_user())