refactor: unify Telegram delivery and add quality checks

.agents/skills/grill-me/SKILL.md

@@ -0,0 +1,7 @@
+---
+name: grill-me
+description: A relentless interview to sharpen a plan or design.
+disable-model-invocation: true
+---
+
+Run a `/grilling` session.

.agents/skills/grill-me/agents/openai.yaml

@@ -0,0 +1,5 @@
+interface:
+  display_name: "Grill Me"
+  short_description: "Sharpen a plan through interview"
+policy:
+  allow_implicit_invocation: false

.air/settings.json

@@ -1,3 +0,0 @@
-{
-    "editor.guides": []
-}

.github/workflows/quality.yml

@@ -0,0 +1,29 @@
+name: quality
+
+on:
+  push:
+  pull_request:
+
+jobs:
+  test:
+    runs-on: ubuntu-latest
+    strategy:
+      matrix:
+        python-version: ["3.10", "3.12"]
+
+    steps:
+      - uses: actions/checkout@v4
+      - uses: actions/setup-python@v5
+        with:
+          python-version: ${{ matrix.python-version }}
+          cache: pip
+      - name: Install test dependencies
+        run: |
+          python -m pip install --upgrade pip
+          python -m pip install -r requirements-common.txt -r requirements-dev.txt
+      - name: Lint
+        run: python -m ruff check .
+      - name: Test with coverage
+        run: |
+          python -m coverage run -m unittest discover -v
+          python -m coverage report

.gitignore

@@ -1,5 +1,10 @@
 .env
 .venv/
+.idea/
 __pycache__/
 *.py[cod]
 assistant_data.sqlite3*
+.coverage
+.mypy_cache/
+.pytest_cache/
+.ruff_cache/

.idea/.gitignore

@@ -1,5 +0,0 @@
-# Default ignored files
-/shelf/
-/workspace.xml
-# Editor-based HTTP Client requests
-/httpRequests/

.idea/KAndrusyak_Bot.iml

@@ -1,10 +0,0 @@
-<?xml version="1.0" encoding="UTF-8"?>
-<module type="PYTHON_MODULE" version="4">
-  <component name="NewModuleRootManager">
-    <content url="file://$MODULE_DIR$">
-      <excludeFolder url="file://$MODULE_DIR$/.venv" />
-    </content>
-    <orderEntry type="jdk" jdkName="kandrusyak_bot" jdkType="Python SDK" />
-    <orderEntry type="sourceFolder" forTests="false" />
-  </component>
-</module>

.idea/inspectionProfiles/profiles_settings.xml

@@ -1,6 +0,0 @@
-<component name="InspectionProjectProfileManager">
-  <settings>
-    <option name="USE_PROJECT_PROFILE" value="false" />
-    <version value="1.0" />
-  </settings>
-</component>

.idea/misc.xml

@@ -1,7 +0,0 @@
-<?xml version="1.0" encoding="UTF-8"?>
-<project version="4">
-  <component name="Black">
-    <option name="sdkName" value="kandrusyak_bot" />
-  </component>
-  <component name="ProjectRootManager" version="2" project-jdk-name="kandrusyak_bot" project-jdk-type="Python SDK" />
-</project>

.idea/modules.xml

@@ -1,8 +0,0 @@
-<?xml version="1.0" encoding="UTF-8"?>
-<project version="4">
-  <component name="ProjectModuleManager">
-    <modules>
-      <module fileurl="file://$PROJECT_DIR$/.idea/KAndrusyak_Bot.iml" filepath="$PROJECT_DIR$/.idea/KAndrusyak_Bot.iml" />
-    </modules>
-  </component>
-</project>

.idea/vcs.xml

@@ -1,6 +0,0 @@
-<?xml version="1.0" encoding="UTF-8"?>
-<project version="4">
-  <component name="VcsDirectoryMappings">
-    <mapping directory="" vcs="Git" />
-  </component>
-</project>

README.md

@@ -20,9 +20,12 @@ Telegram-ассистент с двумя режимами AI: локальны
 - `assistant_bot/ollama.py` — HTTP-клиент Ollama;
 - `assistant_bot/yandex_ai.py` — адаптер Yandex AI Studio SDK;
 - `assistant_bot/agent.py` — агентный цикл и выполнение внутренних tools;
+- `assistant_bot/agent_tools.py` — единый реестр и исполнители agent tools;
+- `assistant_bot/services.py` — типизированный контейнер сервисов приложения;
 - `assistant_bot/handlers.py` — Telegram-команды и сообщения;
 - `assistant_bot/reminders.py` — разбор времени напоминаний;
 - `assistant_bot/jobs.py` — фоновые задачи;
+- `assistant_bot/migrations.py` — версионируемые миграции SQLite;
 - `tests/` — модульные тесты ядра.
 
 ## Запуск
@@ -39,9 +42,14 @@ python main.py
 
 ```dotenv
 BOT_TOKEN=...
+ASSISTANT_PASSWORD=...
 ASSISTANT_MODE=local
 ```
 
+`ASSISTANT_PASSWORD` — общий пароль доступа к боту. Новый пользователь должен
+один раз отправить его боту в личном чате; после успешной проверки авторизация
+сохраняется в SQLite, а сам пароль в базу данных не записывается.
+
 `ASSISTANT_MODE` принимает `local` (значение по умолчанию) или `yandex`.
 Общие дополнительные настройки: `ASSISTANT_DB`, `ASSISTANT_TIMEZONE` и
 `VOICE_MAX_DURATION_SECONDS`.
@@ -146,3 +154,12 @@ Ollama должна быть доступна контейнеру по адре
 conda activate kandrusyak_bot
 python -m unittest discover -v
 ```
+
+Для локальных проверок качества установите dev-зависимости:
+
+```powershell
+python -m pip install -r requirements-common.txt -r requirements-dev.txt
+python -m ruff check .
+python -m coverage run -m unittest discover -v
+python -m coverage report
+```

assistant_bot/agent.py

@@ -1,29 +1,29 @@
 import json
 import logging
 import re
-from datetime import datetime, timezone
+from datetime import datetime
 from typing import Any
 from zoneinfo import ZoneInfo
 
 from telegram import Update
-from telegram.constants import ChatAction
 from telegram.ext import ContextTypes
 
+from .agent_tools import execute_agent_tool, render_agent_tool_catalog
 from .ai import AIClientError
 from .config import CONVERSATION_HISTORY_LIMIT, MAX_AGENT_STEPS
-from .models import AgentDecision, ReminderParseResult
+from .models import AgentDecision
 from .prompts import ASSISTANT_SYSTEM_PROMPT
-from .reminders import parse_reminder
 from .storage import AssistantStorage
 from .telegram_utils import (
-    edit_or_reply,
+    escape_markdown_text,
     get_ai_client,
     get_storage,
     get_tz,
-    parse_positive_int,
+    reply_markdown,
     require_user_id,
+    typing_action,
 )
-from .time_utils import format_local_dt, to_utc_iso, utc_now
+from .time_utils import format_local_dt
 
 
 logger = logging.getLogger(__name__)
@@ -80,32 +80,18 @@ def build_agent_tool_prompt(tz: ZoneInfo) -> str:
         "Ты работаешь как агент с внутренними tools. Пользователь пишет свободным текстом, "
         "а Telegram-команды ему не нужны.\n"
         f"Текущее локальное время: {now_local}. Таймзона: {tz.key}.\n\n"
-        "Отвечай СТРОГО одним JSON-объектом без Markdown и без текста вокруг.\n"
+        "Отвечай СТРОГО одним JSON-объектом без Markdown-блока и без текста вокруг.\n"
         "Если нужно выполнить действие, верни tool_calls. Если действие уже выполнено "
         "или tool не нужен, верни final.\n\n"
         "Форматы ответа:\n"
         '{"tool_calls":[{"name":"create_note","arguments":{"text":"..."}}],"reset_context":false}\n'
         '{"final":"Короткий ответ пользователю","reset_context":false}\n\n'
+        "Значение final оформляй обычным Markdown, не MarkdownV2. Умеренно используй "
+        "жирный и курсивный текст, списки, ссылки и блоки кода, когда они улучшают "
+        "читаемость. Для короткого простого ответа разметка не обязательна. "
+        "Не добавляй декоративные эмодзи чаще одного раза на сообщение.\n\n"
         "Доступные tools:\n"
-        "- get_current_datetime {} - узнать текущее локальное и UTC-время.\n"
-        '- remember {"text": string} - сохранить важный долгосрочный факт о пользователе.\n'
-        '- list_memory {"limit": number} - показать сохраненную память.\n'
-        '- delete_memory {"id": number} - удалить запись памяти.\n'
-        '- create_note {"text": string} - сохранить заметку.\n'
-        '- list_notes {"limit": number} - показать заметки.\n'
-        '- delete_note {"id": number} - удалить заметку.\n'
-        '- create_reminder {"when": string, "text": string} - поставить напоминание. '
-        "when можно указывать как '30m', 'через 2 часа', '18:30', '2026-07-16 18:30'. "
-        "Если пользователь говорит 'завтра/послезавтра/через неделю', сам рассчитай "
-        "дату от текущего локального времени и передай 'YYYY-MM-DD HH:MM'.\n"
-        '- list_reminders {"limit": number} - показать активные напоминания.\n'
-        '- cancel_reminder {"id": number} - отменить напоминание.\n'
-        '- create_status {"title": string, "status": string} - начать отслеживать статус.\n'
-        '- list_statuses {"limit": number} - показать отслеживаемые статусы.\n'
-        '- update_status {"id": number, "status": string} - обновить статус.\n'
-        '- delete_status {"id": number} - удалить отслеживаемый объект.\n\n'
-        '- search_conversation {"query": string, "limit": number} - найти старое обсуждение '
-        "во всей сохраненной переписке по содержательным ключевым словам.\n\n"
+        f"{render_agent_tool_catalog()}\n\n"
         "Правила:\n"
         "- Для просьб 'запомни', 'сохрани как факт', 'учти на будущее' используй remember.\n"
         "- Для заметок используй create_note, для напоминаний create_reminder, "
@@ -200,185 +186,6 @@ def save_conversation_exchange(
     storage.add_conversation_exchange(user_id, chat_id, prompt, answer)
 
 
-def coerce_positive_int(value: Any, default: int, maximum: int = 50) -> int:
-    try:
-        parsed = int(value)
-    except (TypeError, ValueError):
-        return default
-    if parsed <= 0:
-        return default
-    return min(parsed, maximum)
-
-
-def coerce_required_text(arguments: dict[str, Any], key: str) -> str:
-    value = arguments.get(key, "")
-    return str(value).strip()
-
-
-def parse_agent_reminder(
-    when: str, text: str, tz: ZoneInfo
-) -> ReminderParseResult | None:
-    parsed = parse_reminder(f"{when} {text}".strip(), tz)
-    if parsed:
-        return parsed
-
-    normalized_when = when.strip().replace("T", " ")
-    try:
-        parsed_dt = datetime.fromisoformat(normalized_when)
-    except ValueError:
-        return None
-
-    if parsed_dt.tzinfo is None:
-        parsed_dt = parsed_dt.replace(tzinfo=tz)
-    return ReminderParseResult(parsed_dt.astimezone(timezone.utc), text)
-
-
-def execute_agent_tool(
-    name: str,
-    arguments: dict[str, Any],
-    storage: AssistantStorage,
-    user_id: int,
-    chat_id: int,
-    tz: ZoneInfo,
-) -> dict[str, Any]:
-    tool_name = name.strip().lower()
-
-    if tool_name == "get_current_datetime":
-        now = utc_now()
-        return {
-            "ok": True,
-            "local": now.astimezone(tz).strftime("%Y-%m-%d %H:%M:%S"),
-            "utc": to_utc_iso(now),
-            "timezone": tz.key,
-        }
-
-    if tool_name == "remember":
-        text = coerce_required_text(arguments, "text")
-        if not text:
-            return {"ok": False, "error": "text is required"}
-        memory_id = storage.add_memory(user_id, text)
-        return {"ok": True, "id": memory_id, "text": text}
-
-    if tool_name == "list_memory":
-        rows = storage.list_memories(
-            user_id, coerce_positive_int(arguments.get("limit"), 20)
-        )
-        return {"ok": True, "items": rows}
-
-    if tool_name == "delete_memory":
-        memory_id = parse_positive_int(str(arguments.get("id", "")))
-        if memory_id is None:
-            return {"ok": False, "error": "valid id is required"}
-        return {"ok": storage.delete_memory(user_id, memory_id), "id": memory_id}
-
-    if tool_name == "create_note":
-        text = coerce_required_text(arguments, "text")
-        if not text:
-            return {"ok": False, "error": "text is required"}
-        note_id = storage.add_note(user_id, text)
-        return {"ok": True, "id": note_id, "text": text}
-
-    if tool_name == "list_notes":
-        rows = storage.list_notes(
-            user_id, coerce_positive_int(arguments.get("limit"), 20)
-        )
-        return {"ok": True, "items": rows}
-
-    if tool_name == "delete_note":
-        note_id = parse_positive_int(str(arguments.get("id", "")))
-        if note_id is None:
-            return {"ok": False, "error": "valid id is required"}
-        return {"ok": storage.delete_note(user_id, note_id), "id": note_id}
-
-    if tool_name == "create_reminder":
-        when = coerce_required_text(arguments, "when")
-        text = coerce_required_text(arguments, "text")
-        if not when or not text:
-            return {"ok": False, "error": "when and text are required"}
-        parsed = parse_agent_reminder(when, text, tz)
-        if not parsed:
-            return {"ok": False, "error": "could not parse reminder time"}
-        if parsed.remind_at_utc <= utc_now():
-            return {"ok": False, "error": "reminder time must be in the future"}
-
-        reminder_id = storage.add_reminder(
-            user_id, chat_id, parsed.text, parsed.remind_at_utc
-        )
-        return {
-            "ok": True,
-            "id": reminder_id,
-            "text": parsed.text,
-            "remind_at": format_local_dt(parsed.remind_at_utc, tz),
-        }
-
-    if tool_name == "list_reminders":
-        rows = storage.list_reminders(
-            user_id, coerce_positive_int(arguments.get("limit"), 20)
-        )
-        for row in rows:
-            row["remind_at_local"] = format_local_dt(row["remind_at"], tz)
-        return {"ok": True, "items": rows}
-
-    if tool_name == "cancel_reminder":
-        reminder_id = parse_positive_int(str(arguments.get("id", "")))
-        if reminder_id is None:
-            return {"ok": False, "error": "valid id is required"}
-        return {"ok": storage.cancel_reminder(user_id, reminder_id), "id": reminder_id}
-
-    if tool_name == "create_status":
-        title = coerce_required_text(arguments, "title")
-        status = coerce_required_text(arguments, "status") or "open"
-        if not title:
-            return {"ok": False, "error": "title is required"}
-        item_id = storage.add_tracked_item(user_id, title, status)
-        return {"ok": True, "id": item_id, "title": title, "status": status}
-
-    if tool_name == "list_statuses":
-        rows = storage.list_tracked_items(
-            user_id, coerce_positive_int(arguments.get("limit"), 30)
-        )
-        return {"ok": True, "items": rows}
-
-    if tool_name == "update_status":
-        item_id = parse_positive_int(str(arguments.get("id", "")))
-        status = coerce_required_text(arguments, "status")
-        if item_id is None or not status:
-            return {"ok": False, "error": "valid id and status are required"}
-        return {
-            "ok": storage.set_tracked_status(user_id, item_id, status),
-            "id": item_id,
-            "status": status,
-        }
-
-    if tool_name == "delete_status":
-        item_id = parse_positive_int(str(arguments.get("id", "")))
-        if item_id is None:
-            return {"ok": False, "error": "valid id is required"}
-        return {"ok": storage.delete_tracked_item(user_id, item_id), "id": item_id}
-
-    if tool_name == "search_conversation":
-        query = coerce_required_text(arguments, "query")
-        if not query:
-            return {"ok": False, "error": "query is required"}
-        limit = coerce_positive_int(arguments.get("limit"), 5, maximum=10)
-        hits = storage.search_conversation_messages(user_id, chat_id, query, limit)
-        discussions = [
-            {
-                "matched_message_id": hit["id"],
-                "score": hit["score"],
-                "messages": storage.conversation_message_window(
-                    user_id,
-                    chat_id,
-                    int(hit["id"]),
-                ),
-            }
-            for hit in hits
-        ]
-        return {"ok": True, "query": query, "discussions": discussions}
-
-    return {"ok": False, "error": f"unknown tool: {name}"}
-
-
 async def run_agent_prompt(
     update: Update,
     context: ContextTypes.DEFAULT_TYPE,
@@ -389,7 +196,10 @@ async def run_agent_prompt(
 
     user_id = require_user_id(update)
     if user_id is None:
-        await update.effective_message.reply_text("Не могу определить пользователя.")
+        await reply_markdown(
+            update.effective_message,
+            "⚠️ **Не могу определить пользователя.**",
+        )
         return
 
     storage = get_storage(context)
@@ -424,17 +234,12 @@ async def run_agent_prompt(
         {"role": "user", "content": prompt},
     ]
 
-    await context.bot.send_chat_action(
-        chat_id=chat_id,
-        action=ChatAction.TYPING,
-    )
-    placeholder = await update.effective_message.reply_text(
-        f"Думаю через {ai_client.display_name} / {model}..."
-    )
-
     try:
         last_tool_results: list[dict[str, Any]] = []
         reset_context = False
+        final_answer: str | None = None
+
+        async with typing_action(context.bot, chat_id):
             for _step in range(MAX_AGENT_STEPS):
                 raw_answer = await ai_client.chat(model, messages, json_mode=True)
                 decision = parse_agent_decision(raw_answer)
@@ -463,7 +268,9 @@ async def run_agent_prompt(
                     messages.append(
                         {
                             "role": "assistant",
-                        "content": json_dumps({"tool_calls": decision.tool_calls}),
+                            "content": json_dumps(
+                                {"tool_calls": decision.tool_calls}
+                            ),
                         }
                     )
                     messages.append(
@@ -480,19 +287,12 @@ async def run_agent_prompt(
                     continue
 
                 if decision.final:
-                await edit_or_reply(placeholder, decision.final)
-                save_conversation_exchange(
-                    storage,
-                    user_id,
-                    chat_id,
-                    prompt,
-                    decision.final,
-                    reset_context,
-                )
-                return
+                    final_answer = decision.final
+                    break
 
                 messages.append({"role": "assistant", "content": raw_answer})
 
+            if final_answer is None:
                 final_answer = await ai_client.chat(
                     model,
                     [
@@ -502,12 +302,13 @@ async def run_agent_prompt(
                             "content": (
                                 "Лимит tool-шагов исчерпан. Больше не вызывай tools. "
                                 f"Последние результаты tools: {json_dumps(last_tool_results)}. "
-                        "Сформулируй короткий финальный ответ пользователю обычным текстом."
+                                "Сформулируй короткий финальный ответ пользователю обычным Markdown."
                             ),
                         },
                     ],
                 )
-        await edit_or_reply(placeholder, final_answer)
+
+        await reply_markdown(update.effective_message, final_answer)
         save_conversation_exchange(
             storage,
             user_id,
@@ -523,18 +324,17 @@ async def run_agent_prompt(
             hint = (
                 "Проверь YANDEX_CLOUD_FOLDER, YC_API_KEY и доступ к выбранной модели."
             )
-        await placeholder.edit_text(
-            f"Не получилось вызвать {ai_client.display_name}.\n{exc}\n\n{hint}"
+        await reply_markdown(
+            update.effective_message,
+            f"⚠️ **Не получилось вызвать "
+            f"{escape_markdown_text(ai_client.display_name)}.**\n\n"
+            f"{escape_markdown_text(exc)}\n\n"
+            f"{escape_markdown_text(hint)}",
         )
         return
     except Exception:
         logger.exception("Failed to run AI prompt")
-        await placeholder.edit_text("Произошла внутренняя ошибка при запросе к модели.")
-
-
-async def run_ai_prompt(
-    update: Update,
-    context: ContextTypes.DEFAULT_TYPE,
-    prompt: str,
-) -> None:
-    await run_agent_prompt(update, context, prompt)
+        await reply_markdown(
+            update.effective_message,
+            "⚠️ **Произошла внутренняя ошибка** при запросе к модели.",
+        )

assistant_bot/agent_tools.py

@@ -0,0 +1,417 @@
+from dataclasses import dataclass
+from datetime import datetime, timezone
+from typing import Any, Callable
+from zoneinfo import ZoneInfo
+
+from .models import ReminderParseResult
+from .reminders import parse_reminder
+from .storage import AssistantStorage
+from .telegram_utils import parse_positive_int
+from .time_utils import format_local_dt, to_utc_iso, utc_now
+
+
+ToolResult = dict[str, Any]
+ToolExecutor = Callable[[dict[str, Any], "ToolContext"], ToolResult]
+
+
+@dataclass(frozen=True)
+class ToolContext:
+    storage: AssistantStorage
+    user_id: int
+    chat_id: int
+    tz: ZoneInfo
+
+
+@dataclass(frozen=True)
+class AgentTool:
+    name: str
+    usage: str
+    description: str
+    execute: ToolExecutor
+    paragraph_before: bool = False
+
+    def prompt_line(self) -> str:
+        suffix = f" {self.usage}" if self.usage else " {}"
+        prefix = "\n" if self.paragraph_before else ""
+        return f"{prefix}- {self.name}{suffix} - {self.description}"
+
+
+def coerce_positive_int(value: Any, default: int, maximum: int = 50) -> int:
+    try:
+        parsed = int(value)
+    except (TypeError, ValueError):
+        return default
+    if parsed <= 0:
+        return default
+    return min(parsed, maximum)
+
+
+def coerce_required_text(arguments: dict[str, Any], key: str) -> str:
+    value = arguments.get(key, "")
+    return str(value).strip()
+
+
+def parse_agent_reminder(
+    when: str,
+    text: str,
+    tz: ZoneInfo,
+) -> ReminderParseResult | None:
+    parsed = parse_reminder(f"{when} {text}".strip(), tz)
+    if parsed:
+        return parsed
+
+    normalized_when = when.strip().replace("T", " ")
+    try:
+        parsed_dt = datetime.fromisoformat(normalized_when)
+    except ValueError:
+        return None
+
+    if parsed_dt.tzinfo is None:
+        parsed_dt = parsed_dt.replace(tzinfo=tz)
+    return ReminderParseResult(parsed_dt.astimezone(timezone.utc), text)
+
+
+def get_current_datetime(
+    _arguments: dict[str, Any],
+    context: ToolContext,
+) -> ToolResult:
+    now = utc_now()
+    return {
+        "ok": True,
+        "local": now.astimezone(context.tz).strftime("%Y-%m-%d %H:%M:%S"),
+        "utc": to_utc_iso(now),
+        "timezone": context.tz.key,
+    }
+
+
+def remember(arguments: dict[str, Any], context: ToolContext) -> ToolResult:
+    text = coerce_required_text(arguments, "text")
+    if not text:
+        return {"ok": False, "error": "text is required"}
+    memory_id = context.storage.add_memory(context.user_id, text)
+    return {"ok": True, "id": memory_id, "text": text}
+
+
+def list_memory(arguments: dict[str, Any], context: ToolContext) -> ToolResult:
+    rows = context.storage.list_memories(
+        context.user_id,
+        coerce_positive_int(arguments.get("limit"), 20),
+    )
+    return {"ok": True, "items": rows}
+
+
+def delete_memory(arguments: dict[str, Any], context: ToolContext) -> ToolResult:
+    memory_id = parse_positive_int(str(arguments.get("id", "")))
+    if memory_id is None:
+        return {"ok": False, "error": "valid id is required"}
+    return {
+        "ok": context.storage.delete_memory(context.user_id, memory_id),
+        "id": memory_id,
+    }
+
+
+def create_note(arguments: dict[str, Any], context: ToolContext) -> ToolResult:
+    text = coerce_required_text(arguments, "text")
+    if not text:
+        return {"ok": False, "error": "text is required"}
+    note_id = context.storage.add_note(context.user_id, text)
+    return {"ok": True, "id": note_id, "text": text}
+
+
+def list_notes(arguments: dict[str, Any], context: ToolContext) -> ToolResult:
+    rows = context.storage.list_notes(
+        context.user_id,
+        coerce_positive_int(arguments.get("limit"), 20),
+    )
+    return {"ok": True, "items": rows}
+
+
+def delete_note(arguments: dict[str, Any], context: ToolContext) -> ToolResult:
+    note_id = parse_positive_int(str(arguments.get("id", "")))
+    if note_id is None:
+        return {"ok": False, "error": "valid id is required"}
+    return {
+        "ok": context.storage.delete_note(context.user_id, note_id),
+        "id": note_id,
+    }
+
+
+def create_reminder(
+    arguments: dict[str, Any],
+    context: ToolContext,
+) -> ToolResult:
+    when = coerce_required_text(arguments, "when")
+    text = coerce_required_text(arguments, "text")
+    if not when or not text:
+        return {"ok": False, "error": "when and text are required"}
+    parsed = parse_agent_reminder(when, text, context.tz)
+    if not parsed:
+        return {"ok": False, "error": "could not parse reminder time"}
+    if parsed.remind_at_utc <= utc_now():
+        return {"ok": False, "error": "reminder time must be in the future"}
+
+    reminder_id = context.storage.add_reminder(
+        context.user_id,
+        context.chat_id,
+        parsed.text,
+        parsed.remind_at_utc,
+    )
+    return {
+        "ok": True,
+        "id": reminder_id,
+        "text": parsed.text,
+        "remind_at": format_local_dt(parsed.remind_at_utc, context.tz),
+    }
+
+
+def list_reminders(
+    arguments: dict[str, Any],
+    context: ToolContext,
+) -> ToolResult:
+    rows = context.storage.list_reminders(
+        context.user_id,
+        coerce_positive_int(arguments.get("limit"), 20),
+    )
+    for row in rows:
+        row["remind_at_local"] = format_local_dt(
+            row["remind_at"],
+            context.tz,
+        )
+    return {"ok": True, "items": rows}
+
+
+def cancel_reminder(
+    arguments: dict[str, Any],
+    context: ToolContext,
+) -> ToolResult:
+    reminder_id = parse_positive_int(str(arguments.get("id", "")))
+    if reminder_id is None:
+        return {"ok": False, "error": "valid id is required"}
+    return {
+        "ok": context.storage.cancel_reminder(
+            context.user_id,
+            reminder_id,
+        ),
+        "id": reminder_id,
+    }
+
+
+def create_status(arguments: dict[str, Any], context: ToolContext) -> ToolResult:
+    title = coerce_required_text(arguments, "title")
+    status = coerce_required_text(arguments, "status") or "open"
+    if not title:
+        return {"ok": False, "error": "title is required"}
+    item_id = context.storage.add_tracked_item(
+        context.user_id,
+        title,
+        status,
+    )
+    return {
+        "ok": True,
+        "id": item_id,
+        "title": title,
+        "status": status,
+    }
+
+
+def list_statuses(
+    arguments: dict[str, Any],
+    context: ToolContext,
+) -> ToolResult:
+    rows = context.storage.list_tracked_items(
+        context.user_id,
+        coerce_positive_int(arguments.get("limit"), 30),
+    )
+    return {"ok": True, "items": rows}
+
+
+def update_status(arguments: dict[str, Any], context: ToolContext) -> ToolResult:
+    item_id = parse_positive_int(str(arguments.get("id", "")))
+    status = coerce_required_text(arguments, "status")
+    if item_id is None or not status:
+        return {"ok": False, "error": "valid id and status are required"}
+    return {
+        "ok": context.storage.set_tracked_status(
+            context.user_id,
+            item_id,
+            status,
+        ),
+        "id": item_id,
+        "status": status,
+    }
+
+
+def delete_status(arguments: dict[str, Any], context: ToolContext) -> ToolResult:
+    item_id = parse_positive_int(str(arguments.get("id", "")))
+    if item_id is None:
+        return {"ok": False, "error": "valid id is required"}
+    return {
+        "ok": context.storage.delete_tracked_item(
+            context.user_id,
+            item_id,
+        ),
+        "id": item_id,
+    }
+
+
+def search_conversation(
+    arguments: dict[str, Any],
+    context: ToolContext,
+) -> ToolResult:
+    query = coerce_required_text(arguments, "query")
+    if not query:
+        return {"ok": False, "error": "query is required"}
+    limit = coerce_positive_int(arguments.get("limit"), 5, maximum=10)
+    hits = context.storage.search_conversation_messages(
+        context.user_id,
+        context.chat_id,
+        query,
+        limit,
+    )
+    discussions = [
+        {
+            "matched_message_id": hit["id"],
+            "score": hit["score"],
+            "messages": context.storage.conversation_message_window(
+                context.user_id,
+                context.chat_id,
+                int(hit["id"]),
+            ),
+        }
+        for hit in hits
+    ]
+    return {
+        "ok": True,
+        "query": query,
+        "discussions": discussions,
+    }
+
+
+AGENT_TOOLS = (
+    AgentTool(
+        "get_current_datetime",
+        "",
+        "узнать текущее локальное и UTC-время.",
+        get_current_datetime,
+    ),
+    AgentTool(
+        "remember",
+        '{"text": string}',
+        "сохранить важный долгосрочный факт о пользователе.",
+        remember,
+    ),
+    AgentTool(
+        "list_memory",
+        '{"limit": number}',
+        "показать сохраненную память.",
+        list_memory,
+    ),
+    AgentTool(
+        "delete_memory",
+        '{"id": number}',
+        "удалить запись памяти.",
+        delete_memory,
+    ),
+    AgentTool(
+        "create_note",
+        '{"text": string}',
+        "сохранить заметку.",
+        create_note,
+    ),
+    AgentTool(
+        "list_notes",
+        '{"limit": number}',
+        "показать заметки.",
+        list_notes,
+    ),
+    AgentTool(
+        "delete_note",
+        '{"id": number}',
+        "удалить заметку.",
+        delete_note,
+    ),
+    AgentTool(
+        "create_reminder",
+        '{"when": string, "text": string}',
+        (
+            "поставить напоминание. when можно указывать как '30m', "
+            "'через 2 часа', '18:30', '2026-07-16 18:30'. Если пользователь "
+            "говорит 'завтра/послезавтра/через неделю', сам рассчитай дату от "
+            "текущего локального времени и передай 'YYYY-MM-DD HH:MM'."
+        ),
+        create_reminder,
+    ),
+    AgentTool(
+        "list_reminders",
+        '{"limit": number}',
+        "показать активные напоминания.",
+        list_reminders,
+    ),
+    AgentTool(
+        "cancel_reminder",
+        '{"id": number}',
+        "отменить напоминание.",
+        cancel_reminder,
+    ),
+    AgentTool(
+        "create_status",
+        '{"title": string, "status": string}',
+        "начать отслеживать статус.",
+        create_status,
+    ),
+    AgentTool(
+        "list_statuses",
+        '{"limit": number}',
+        "показать отслеживаемые статусы.",
+        list_statuses,
+    ),
+    AgentTool(
+        "update_status",
+        '{"id": number, "status": string}',
+        "обновить статус.",
+        update_status,
+    ),
+    AgentTool(
+        "delete_status",
+        '{"id": number}',
+        "удалить отслеживаемый объект.",
+        delete_status,
+    ),
+    AgentTool(
+        "search_conversation",
+        '{"query": string, "limit": number}',
+        (
+            "найти старое обсуждение во всей сохраненной переписке по "
+            "содержательным ключевым словам."
+        ),
+        search_conversation,
+        paragraph_before=True,
+    ),
+)
+AGENT_TOOL_BY_NAME = {tool.name: tool for tool in AGENT_TOOLS}
+
+
+def render_agent_tool_catalog() -> str:
+    return "\n".join(tool.prompt_line() for tool in AGENT_TOOLS)
+
+
+def execute_agent_tool(
+    name: str,
+    arguments: dict[str, Any],
+    storage: AssistantStorage,
+    user_id: int,
+    chat_id: int,
+    tz: ZoneInfo,
+) -> ToolResult:
+    tool = AGENT_TOOL_BY_NAME.get(name.strip().lower())
+    if tool is None:
+        return {"ok": False, "error": f"unknown tool: {name}"}
+    return tool.execute(
+        arguments,
+        ToolContext(
+            storage=storage,
+            user_id=user_id,
+            chat_id=chat_id,
+            tz=tz,
+        ),
+    )

assistant_bot/application.py

@@ -6,25 +6,13 @@ from telegram.ext import (
     CommandHandler,
     InlineQueryHandler,
     MessageHandler,
+    TypeHandler,
     filters,
 )
 
 from .ai import AIClient
-from .config import (
-    get_assistant_mode,
-    get_bot_token,
-    get_db_path,
-    get_local_timezone,
-    get_ollama_base_url,
-    get_voice_max_duration_seconds,
-    get_whisper_compute_type,
-    get_whisper_device,
-    get_whisper_language,
-    get_whisper_model,
-    get_yandex_cloud_folder,
-    get_yandex_stt_language,
-    get_yandex_stt_model,
-)
+from .auth import authentication_guard
+from .config import AppSettings, load_app_settings
 from .handlers import (
     ask_command,
     help_command,
@@ -39,6 +27,7 @@ from .handlers import (
 )
 from .jobs import post_init, post_shutdown
 from .ollama import OllamaClient
+from .services import SERVICES_KEY, ApplicationServices
 from .storage import AssistantStorage
 from .speech import SpeechRecognizer, SpeechTranscriber
 from .yandex_ai import YandexAIClient, YandexSpeechRecognizer
@@ -52,42 +41,56 @@ def configure_logging() -> None:
     logging.getLogger("httpx").setLevel(logging.WARNING)
 
 
-def create_application() -> Application:
-    storage = AssistantStorage(get_db_path())
-    mode = get_assistant_mode()
+def create_services(settings: AppSettings) -> ApplicationServices:
+    storage = AssistantStorage(
+        settings.db_path,
+        default_models=settings.default_models(),
+    )
+    ai_client: AIClient
+    speech_recognizer: SpeechTranscriber
+    if settings.mode == "local":
+        ai_client = OllamaClient(settings.ollama_base_url)
+        speech_recognizer = SpeechRecognizer(
+            model_name=settings.whisper_model,
+            device=settings.whisper_device,
+            compute_type=settings.whisper_compute_type,
+            language=settings.whisper_language,
+        )
+    else:
+        folder_id = settings.yandex_cloud_folder
+        if folder_id is None:
+            raise RuntimeError(
+                "YANDEX_CLOUD_FOLDER is required in yandex mode."
+            )
+        ai_client = YandexAIClient(folder_id=folder_id)
+        speech_recognizer = YandexSpeechRecognizer(
+            folder_id=folder_id,
+            language=settings.yandex_stt_language,
+            model=settings.yandex_stt_model,
+        )
+
+    return ApplicationServices(
+        storage=storage,
+        ai_client=ai_client,
+        timezone=settings.timezone,
+        speech_recognizer=speech_recognizer,
+        voice_max_duration_seconds=settings.voice_max_duration_seconds,
+        assistant_password=settings.assistant_password,
+    )
+
+
+def create_application(settings: AppSettings | None = None) -> Application:
+    settings = settings or load_app_settings()
     application = (
         Application.builder()
-        .token(get_bot_token())
+        .token(settings.bot_token)
         .post_init(post_init)
         .post_shutdown(post_shutdown)
         .build()
     )
-    application.bot_data["storage"] = storage
-    ai_client: AIClient
-    speech_recognizer: SpeechTranscriber
-    if mode == "local":
-        ai_client = OllamaClient(get_ollama_base_url())
-        speech_recognizer = SpeechRecognizer(
-            model_name=get_whisper_model(),
-            device=get_whisper_device(),
-            compute_type=get_whisper_compute_type(),
-            language=get_whisper_language(),
-        )
-    else:
-        folder_id = get_yandex_cloud_folder()
-        ai_client = YandexAIClient(folder_id=folder_id)
-        speech_recognizer = YandexSpeechRecognizer(
-            folder_id=folder_id,
-            language=get_yandex_stt_language(),
-            model=get_yandex_stt_model(),
-        )
-
-    application.bot_data["ai_client"] = ai_client
-    application.bot_data["assistant_mode"] = mode
-    application.bot_data["timezone"] = get_local_timezone()
-    application.bot_data["speech_recognizer"] = speech_recognizer
-    application.bot_data["voice_max_duration"] = get_voice_max_duration_seconds()
+    application.bot_data[SERVICES_KEY] = create_services(settings)
 
+    application.add_handler(TypeHandler(Update, authentication_guard), group=-1)
     application.add_handler(CommandHandler("start", start))
     application.add_handler(CommandHandler("help", help_command))
     application.add_handler(CommandHandler("ask", ask_command))

assistant_bot/auth.py

@@ -0,0 +1,68 @@
+from hmac import compare_digest
+
+from telegram import Update
+from telegram.constants import ChatType
+from telegram.ext import ApplicationHandlerStop, ContextTypes
+
+from .telegram_utils import (
+    get_services,
+    get_storage,
+    reply_markdown,
+    require_user_id,
+)
+
+
+def passwords_match(candidate: str, expected: str) -> bool:
+    return compare_digest(
+        candidate.encode("utf-8"),
+        expected.encode("utf-8"),
+    )
+
+
+async def authentication_guard(
+    update: Update,
+    context: ContextTypes.DEFAULT_TYPE,
+) -> None:
+    user_id = require_user_id(update)
+    if user_id is None:
+        raise ApplicationHandlerStop
+
+    storage = get_storage(context)
+    if storage.is_user_authorized(user_id):
+        return
+
+    message = update.effective_message
+    chat = update.effective_chat
+    if chat is not None and chat.type != ChatType.PRIVATE:
+        if message:
+            await reply_markdown(
+                message,
+                "🔐 **Сначала авторизуйся в личном чате с ботом.**",
+            )
+        raise ApplicationHandlerStop
+
+    candidate = message.text.strip() if message and message.text else ""
+    password = get_services(context).assistant_password
+    if candidate and passwords_match(candidate, password):
+        storage.authorize_user(user_id)
+        await reply_markdown(
+            message,
+            "✅ **Пароль принят.** Доступ открыт — повторно вводить его не нужно.",
+        )
+        raise ApplicationHandlerStop
+
+    if candidate and not candidate.startswith("/"):
+        await reply_markdown(
+            message,
+            "🔐 **Неверный пароль.** Попробуй ещё раз.",
+        )
+        raise ApplicationHandlerStop
+
+    if message:
+        await reply_markdown(
+            message,
+            "🔐 **Для доступа к боту введи пароль** одним текстовым сообщением.",
+        )
+    elif update.inline_query:
+        await update.inline_query.answer([], cache_time=0)
+    raise ApplicationHandlerStop

assistant_bot/config.py

@@ -1,5 +1,6 @@
 import logging
 import os
+from dataclasses import dataclass
 from pathlib import Path
 from zoneinfo import ZoneInfo, ZoneInfoNotFoundError
 
@@ -10,6 +11,7 @@ PROJECT_ROOT = Path(__file__).resolve().parent.parent
 ENV_FILE = PROJECT_ROOT / ".env"
 
 TOKEN_ENV_NAME = "BOT_TOKEN"
+PASSWORD_ENV_NAME = "ASSISTANT_PASSWORD"
 DB_ENV_NAME = "ASSISTANT_DB"
 MODE_ENV_NAME = "ASSISTANT_MODE"
 OLLAMA_BASE_URL_ENV_NAME = "OLLAMA_BASE_URL"
@@ -44,10 +46,34 @@ MAX_TELEGRAM_MESSAGE_LENGTH = 3900
 MAX_AGENT_STEPS = 5
 CONVERSATION_HISTORY_LIMIT = 12
 
-HTML_FORMATS = (
-    ("Bold", "b"),
-    ("Italic", "i"),
-)
+
+@dataclass(frozen=True)
+class AppSettings:
+    bot_token: str
+    assistant_password: str
+    db_path: Path
+    mode: str
+    timezone: ZoneInfo
+    voice_max_duration_seconds: int
+    ollama_base_url: str
+    ollama_model: str
+    yandex_cloud_folder: str | None
+    yandex_cloud_model: str
+    yandex_stt_model: str
+    yandex_stt_language: str
+    whisper_model: str
+    whisper_device: str
+    whisper_compute_type: str
+    whisper_language: str | None
+
+    def default_models(self) -> dict[str, str]:
+        models = {"local": self.ollama_model}
+        if self.yandex_cloud_folder:
+            models["yandex"] = (
+                f"gpt://{self.yandex_cloud_folder}/"
+                f"{self.yandex_cloud_model}"
+            )
+        return models
 
 
 def load_env_file(path: Path = ENV_FILE) -> None:
@@ -72,142 +98,123 @@ def load_env_file(path: Path = ENV_FILE) -> None:
         os.environ[key] = value
 
 
-def get_bot_token() -> str:
+def load_app_settings() -> AppSettings:
+    """Load and validate the complete startup configuration once."""
     load_env_file()
+
     token = os.getenv(TOKEN_ENV_NAME)
     if not token:
-        raise RuntimeError(f"Set {TOKEN_ENV_NAME} in environment or .env file.")
-    return token
+        raise RuntimeError(
+            f"Set {TOKEN_ENV_NAME} in environment or .env file."
+        )
 
+    password = os.getenv(PASSWORD_ENV_NAME, "").strip()
+    if not password:
+        raise RuntimeError(
+            f"Set {PASSWORD_ENV_NAME} in environment or .env file."
+        )
 
-def get_db_path() -> Path:
-    load_env_file()
-    raw_path = os.getenv(DB_ENV_NAME)
-    if not raw_path:
-        return DEFAULT_DB_FILE
-
-    path = Path(raw_path).expanduser()
-    if path.is_absolute():
-        return path
-    return PROJECT_ROOT / path
-
-
-def get_assistant_mode() -> str:
-    load_env_file()
     mode = os.getenv(MODE_ENV_NAME, DEFAULT_MODE).strip().lower()
     if mode not in {"local", "yandex"}:
         raise RuntimeError(
             f"{MODE_ENV_NAME} must be either 'local' or 'yandex', got {mode!r}."
         )
-    return mode
 
+    raw_db_path = os.getenv(DB_ENV_NAME)
+    if raw_db_path:
+        db_path = Path(raw_db_path).expanduser()
+        if not db_path.is_absolute():
+            db_path = PROJECT_ROOT / db_path
+    else:
+        db_path = DEFAULT_DB_FILE
 
-def get_ollama_base_url() -> str:
-    load_env_file()
-    return os.getenv(OLLAMA_BASE_URL_ENV_NAME, DEFAULT_OLLAMA_BASE_URL).rstrip("/")
-
-
-def get_default_ollama_model() -> str:
-    load_env_file()
-    return os.getenv(OLLAMA_MODEL_ENV_NAME, DEFAULT_OLLAMA_MODEL)
-
-
-def get_yandex_cloud_folder() -> str:
-    load_env_file()
-    folder = os.getenv(YANDEX_CLOUD_FOLDER_ENV_NAME, "").strip()
-    if not folder or folder == "":
-        raise RuntimeError(
-            f"Set {YANDEX_CLOUD_FOLDER_ENV_NAME} in environment or .env file."
-        )
-    return folder.strip("/")
-
-
-def get_yandex_cloud_model() -> str:
-    load_env_file()
-    model = os.getenv(
-        YANDEX_CLOUD_MODEL_ENV_NAME,
-        DEFAULT_YANDEX_CLOUD_MODEL,
-    ).strip()
-    return model.strip("/") or DEFAULT_YANDEX_CLOUD_MODEL
-
-
-def get_default_yandex_model() -> str:
-    return f"gpt://{get_yandex_cloud_folder()}/{get_yandex_cloud_model()}"
-
-
-def get_default_model(provider: str) -> str:
-    if provider == "local":
-        return get_default_ollama_model()
-    if provider == "yandex":
-        return get_default_yandex_model()
-    raise ValueError(f"Unknown AI provider: {provider}")
-
-
-def get_yandex_stt_model() -> str:
-    load_env_file()
-    return os.getenv(YANDEX_STT_MODEL_ENV_NAME, DEFAULT_YANDEX_STT_MODEL).strip()
-
-
-def get_yandex_stt_language() -> str:
-    load_env_file()
-    return os.getenv(
-        YANDEX_STT_LANGUAGE_ENV_NAME,
-        DEFAULT_YANDEX_STT_LANGUAGE,
-    ).strip()
-
-
-def get_local_timezone() -> ZoneInfo:
-    load_env_file()
     timezone_name = os.getenv(TIMEZONE_ENV_NAME, DEFAULT_TIMEZONE)
     try:
-        return ZoneInfo(timezone_name)
+        local_timezone = ZoneInfo(timezone_name)
     except ZoneInfoNotFoundError:
-        logger.warning("Unknown timezone %s, falling back to UTC", timezone_name)
-        return ZoneInfo("UTC")
+        logger.warning(
+            "Unknown timezone %s, falling back to UTC",
+            timezone_name,
+        )
+        local_timezone = ZoneInfo("UTC")
 
-
-def get_whisper_model() -> str:
-    load_env_file()
-    return os.getenv(WHISPER_MODEL_ENV_NAME, DEFAULT_WHISPER_MODEL).strip()
-
-
-def get_whisper_device() -> str:
-    load_env_file()
-    return os.getenv(WHISPER_DEVICE_ENV_NAME, DEFAULT_WHISPER_DEVICE).strip()
-
-
-def get_whisper_compute_type() -> str:
-    load_env_file()
-    return os.getenv(
-        WHISPER_COMPUTE_TYPE_ENV_NAME,
-        DEFAULT_WHISPER_COMPUTE_TYPE,
-    ).strip()
-
-
-def get_whisper_language() -> str | None:
-    load_env_file()
-    language = os.getenv(
-        WHISPER_LANGUAGE_ENV_NAME,
-        DEFAULT_WHISPER_LANGUAGE,
-    ).strip()
-    return None if language.lower() == "auto" else language or None
-
-
-def get_voice_max_duration_seconds() -> int:
-    load_env_file()
-    raw_value = os.getenv(
+    raw_voice_duration = os.getenv(
         VOICE_MAX_DURATION_ENV_NAME,
         str(DEFAULT_VOICE_MAX_DURATION_SECONDS),
     )
     try:
-        value = int(raw_value)
+        voice_duration = int(raw_voice_duration)
     except ValueError:
-        value = 0
-    if value <= 0:
+        voice_duration = 0
+    if voice_duration <= 0:
         logger.warning(
             "%s must be a positive integer, using %s",
             VOICE_MAX_DURATION_ENV_NAME,
             DEFAULT_VOICE_MAX_DURATION_SECONDS,
         )
-        return DEFAULT_VOICE_MAX_DURATION_SECONDS
-    return value
+        voice_duration = DEFAULT_VOICE_MAX_DURATION_SECONDS
+
+    yandex_folder = os.getenv(
+        YANDEX_CLOUD_FOLDER_ENV_NAME,
+        "",
+    ).strip().strip("/")
+    if mode == "yandex" and not yandex_folder:
+        raise RuntimeError(
+            f"Set {YANDEX_CLOUD_FOLDER_ENV_NAME} in environment or .env file."
+        )
+
+    yandex_model = os.getenv(
+        YANDEX_CLOUD_MODEL_ENV_NAME,
+        DEFAULT_YANDEX_CLOUD_MODEL,
+    ).strip().strip("/")
+    if not yandex_model:
+        yandex_model = DEFAULT_YANDEX_CLOUD_MODEL
+
+    whisper_language = os.getenv(
+        WHISPER_LANGUAGE_ENV_NAME,
+        DEFAULT_WHISPER_LANGUAGE,
+    ).strip()
+
+    return AppSettings(
+        bot_token=token,
+        assistant_password=password,
+        db_path=db_path,
+        mode=mode,
+        timezone=local_timezone,
+        voice_max_duration_seconds=voice_duration,
+        ollama_base_url=os.getenv(
+            OLLAMA_BASE_URL_ENV_NAME,
+            DEFAULT_OLLAMA_BASE_URL,
+        ).rstrip("/"),
+        ollama_model=os.getenv(
+            OLLAMA_MODEL_ENV_NAME,
+            DEFAULT_OLLAMA_MODEL,
+        ),
+        yandex_cloud_folder=yandex_folder or None,
+        yandex_cloud_model=yandex_model,
+        yandex_stt_model=os.getenv(
+            YANDEX_STT_MODEL_ENV_NAME,
+            DEFAULT_YANDEX_STT_MODEL,
+        ).strip(),
+        yandex_stt_language=os.getenv(
+            YANDEX_STT_LANGUAGE_ENV_NAME,
+            DEFAULT_YANDEX_STT_LANGUAGE,
+        ).strip(),
+        whisper_model=os.getenv(
+            WHISPER_MODEL_ENV_NAME,
+            DEFAULT_WHISPER_MODEL,
+        ).strip(),
+        whisper_device=os.getenv(
+            WHISPER_DEVICE_ENV_NAME,
+            DEFAULT_WHISPER_DEVICE,
+        ).strip(),
+        whisper_compute_type=os.getenv(
+            WHISPER_COMPUTE_TYPE_ENV_NAME,
+            DEFAULT_WHISPER_COMPUTE_TYPE,
+        ).strip(),
+        whisper_language=(
+            None
+            if whisper_language.lower() == "auto"
+            else whisper_language or None
+        ),
+    )

assistant_bot/handlers.py

@@ -3,7 +3,6 @@ import logging
 import os
 import tempfile
 from pathlib import Path
-from typing import Any
 
 from telegram import Update
 from telegram.constants import ChatAction
@@ -12,17 +11,18 @@ from telegram.ext import ContextTypes
 
 from .ai import AIClientError
 from .agent import run_agent_prompt
-from .reminders import parse_reminder
 from .telegram_utils import (
     build_inline_results,
     command_text,
+    edit_markdown,
+    escape_markdown_text,
     get_ai_client,
     get_speech_recognizer,
     get_storage,
     get_tz,
     get_voice_max_duration,
-    parse_positive_int,
-    reply_long,
+    markdown_code,
+    reply_markdown,
     require_user_id,
 )
 from .speech import SpeechRecognitionError
@@ -32,42 +32,37 @@ from .time_utils import format_local_dt
 logger = logging.getLogger(__name__)
 
 
-def format_numbered_rows(
-    rows: list[dict[str, Any]],
-    formatter,
-    empty_text: str,
-) -> str:
-    if not rows:
-        return empty_text
-    return "\n".join(formatter(row) for row in rows)
-
-
 async def start(update: Update, _context: ContextTypes.DEFAULT_TYPE) -> None:
     if update.message:
-        await update.message.reply_text(
-            "Я готов как персональный ассистент.\n"
-            "Пиши обычным текстом или отправляй голосовые сообщения: "
-            "'запомни, что...', 'напомни завтра в 10:00...', "
-            "'сохрани заметку...', 'покажи мои статусы'.\n"
-            "Я помню последние реплики диалога; команда /new очищает текущий контекст.\n"
-            "Я сам решу, когда нужно вызвать внутренний tool."
+        await reply_markdown(
+            update.message,
+            "**👋 Персональный ассистент готов**\n\n"
+            "Пиши обычным текстом или отправляй голосовые сообщения. Например:\n\n"
+            "- Запомни, что я предпочитаю короткие ответы\n"
+            "- Напомни завтра в 10:00 проверить почту\n"
+            "- Сохрани заметку с идеей проекта\n"
+            "- Покажи мои статусы\n\n"
+            "Я помню последние реплики диалога. Команда `/new` начинает новую тему, "
+            "не удаляя архив переписки.",
         )
 
 
 async def help_command(update: Update, _context: ContextTypes.DEFAULT_TYPE) -> None:
     if update.message:
-        await update.message.reply_text(
-            "Основной режим - свободный диалог текстом или голосовыми сообщениями.\n\n"
-            "Примеры:\n"
-            "Запомни, что я предпочитаю короткие ответы.\n"
-            "Сохрани заметку: идея для проекта.\n"
-            "Напомни через 30 минут проверить сборку.\n"
-            "Отслеживай паспорт, статус: жду ответа.\n"
-            "Покажи активные напоминания.\n\n"
-            "Вся переписка сохраняется. /history тема ищет старое обсуждение, "
-            "/new начинает новый контекст без удаления архива.\n\n"
-            "Служебные команды оставлены для настройки и отладки: /models, /model, /ask.\n"
-            "Режим выбирается через ASSISTANT_MODE=local или ASSISTANT_MODE=yandex."
+        await reply_markdown(
+            update.message,
+            "**🧭 Как пользоваться ботом**\n\n"
+            "Основной режим — свободный диалог текстом или голосовыми сообщениями.\n\n"
+            "**Примеры запросов**\n\n"
+            "- Запомни, что я предпочитаю короткие ответы\n"
+            "- Сохрани заметку: идея для проекта\n"
+            "- Напомни через 30 минут проверить сборку\n"
+            "- Отслеживай паспорт, статус: жду ответа\n"
+            "- Покажи активные напоминания\n\n"
+            "Вся переписка сохраняется. `/history тема` ищет старое обсуждение, "
+            "а `/new` начинает новый контекст без удаления архива.\n\n"
+            "**Служебные команды:** `/models`, `/model`, `/ask`\n"
+            "**Режим:** `ASSISTANT_MODE=local` или `ASSISTANT_MODE=yandex`",
         )
 
 
@@ -76,10 +71,13 @@ async def new_conversation_command(update: Update, context: ContextTypes.DEFAULT
         return
     user_id = require_user_id(update)
     if user_id is None:
-        await update.message.reply_text("Не могу определить пользователя.")
+        await reply_markdown(update.message, "⚠️ **Не могу определить пользователя.**")
         return
     get_storage(context).start_new_conversation(user_id, int(update.message.chat_id))
-    await update.message.reply_text("Начинаем новую тему. Предыдущая переписка сохранена в архиве.")
+    await reply_markdown(
+        update.message,
+        "🆕 **Начинаем новую тему.** Предыдущая переписка сохранена в архиве.",
+    )
 
 
 async def history_command(update: Update, context: ContextTypes.DEFAULT_TYPE) -> None:
@@ -87,12 +85,15 @@ async def history_command(update: Update, context: ContextTypes.DEFAULT_TYPE) ->
         return
     user_id = require_user_id(update)
     if user_id is None:
-        await update.message.reply_text("Не могу определить пользователя.")
+        await reply_markdown(update.message, "⚠️ **Не могу определить пользователя.**")
         return
 
     query = command_text(context)
     if not query:
-        await update.message.reply_text("Укажи тему или ключевые слова: /history отпуск")
+        await reply_markdown(
+            update.message,
+            "🔎 Укажи тему или ключевые слова: `/history отпуск`",
+        )
         return
 
     rows = get_storage(context).search_conversation_messages(
@@ -102,24 +103,31 @@ async def history_command(update: Update, context: ContextTypes.DEFAULT_TYPE) ->
         limit=10,
     )
     if not rows:
-        await update.message.reply_text("В сохраненной переписке ничего не найдено.")
+        await reply_markdown(
+            update.message,
+            "🔎 **В сохранённой переписке ничего не найдено.**",
+        )
         return
 
     role_names = {"user": "Вы", "assistant": "Бот"}
     tz = get_tz(context)
-    text = "Найденные сообщения:\n\n" + "\n\n".join(
-        f"{role_names.get(str(row['role']), row['role'])} · "
-        f"{format_local_dt(row['created_at'], tz)}\n{row['content']}"
+    text = "**🔎 Найденные сообщения**\n\n" + "\n\n".join(
+        f"**{escape_markdown_text(role_names.get(str(row['role']), row['role']))}** · "
+        f"{markdown_code(format_local_dt(row['created_at'], tz))}\n"
+        f"{str(row['content']) if row['role'] == 'assistant' else escape_markdown_text(row['content'])}"
         for row in rows
     )
-    await reply_long(update.message, text)
+    await reply_markdown(update.message, text)
 
 
 async def ask_command(update: Update, context: ContextTypes.DEFAULT_TYPE) -> None:
     prompt = command_text(context)
     if not prompt:
         if update.message:
-            await update.message.reply_text("Напиши текст после /ask или просто отправь сообщение в личный чат.")
+            await reply_markdown(
+                update.message,
+                "💬 Напиши текст после `/ask` или просто отправь сообщение в личный чат.",
+            )
         return
     await run_agent_prompt(update, context, prompt)
 
@@ -137,8 +145,10 @@ async def private_voice(update: Update, context: ContextTypes.DEFAULT_TYPE) -> N
     voice = update.message.voice
     max_duration = get_voice_max_duration(context)
     if voice.duration > max_duration:
-        await update.message.reply_text(
-            f"Голосовое сообщение слишком длинное. Максимум: {max_duration} сек."
+        await reply_markdown(
+            update.message,
+            "🎙️ **Голосовое сообщение слишком длинное.** "
+            f"Максимум: {markdown_code(max_duration)} сек.",
         )
         return
 
@@ -146,7 +156,10 @@ async def private_voice(update: Update, context: ContextTypes.DEFAULT_TYPE) -> N
         chat_id=int(update.message.chat_id),
         action=ChatAction.TYPING,
     )
-    status_message = await update.message.reply_text("Распознаю голосовое сообщение...")
+    status_message = await reply_markdown(
+        update.message,
+        "🎙️ *Распознаю голосовое сообщение…*",
+    )
     temp_path: Path | None = None
     transcript = ""
 
@@ -163,14 +176,17 @@ async def private_voice(update: Update, context: ContextTypes.DEFAULT_TYPE) -> N
         )
     except (SpeechRecognitionError, TelegramError):
         logger.exception("Failed to transcribe Telegram voice message")
-        await status_message.edit_text(
-            "Не получилось распознать голосовое сообщение. Попробуй еще раз позже."
+        await edit_markdown(
+            status_message,
+            "⚠️ **Не получилось распознать голосовое сообщение.** "
+            "Попробуй ещё раз позже.",
         )
         return
     except Exception:
         logger.exception("Unexpected error while processing Telegram voice message")
-        await status_message.edit_text(
-            "Произошла внутренняя ошибка при обработке голосового сообщения."
+        await edit_markdown(
+            status_message,
+            "⚠️ **Произошла внутренняя ошибка** при обработке голосового сообщения.",
         )
         return
     finally:
@@ -181,11 +197,17 @@ async def private_voice(update: Update, context: ContextTypes.DEFAULT_TYPE) -> N
                 logger.warning("Could not delete temporary voice file %s", temp_path)
 
     if not transcript:
-        await status_message.edit_text("Не удалось расслышать речь в сообщении.")
+        await edit_markdown(
+            status_message,
+            "⚠️ **Не удалось расслышать речь в сообщении.**",
+        )
         return
 
     preview = transcript if len(transcript) <= 500 else f"{transcript[:497]}..."
-    await status_message.edit_text(f"Распознано: {preview}")
+    await edit_markdown(
+        status_message,
+        f"🎙️ **Распознано:** {escape_markdown_text(preview)}",
+    )
     await run_agent_prompt(update, context, transcript)
 
 
@@ -197,20 +219,26 @@ async def models_command(update: Update, context: ContextTypes.DEFAULT_TYPE) ->
     try:
         models = await ai_client.list_models()
     except AIClientError as exc:
-        await update.message.reply_text(
-            f"Не получилось получить список моделей {ai_client.display_name}.\n{exc}"
+        await reply_markdown(
+            update.message,
+            "⚠️ **Не получилось получить список моделей "
+            f"{escape_markdown_text(ai_client.display_name)}.**\n\n"
+            f"{escape_markdown_text(exc)}",
         )
         return
 
     if not models:
-        await update.message.reply_text(
-            f"{ai_client.display_name} доступна, но моделей не найдено."
+        await reply_markdown(
+            update.message,
+            f"🤖 **{escape_markdown_text(ai_client.display_name)} доступна, "
+            "но моделей не найдено.**",
         )
         return
 
-    await update.message.reply_text(
-        f"Модели {ai_client.display_name}:\n"
-        + "\n".join(f"- {model}" for model in models)
+    await reply_markdown(
+        update.message,
+        f"**🤖 Модели {escape_markdown_text(ai_client.display_name)}**\n\n"
+        + "\n".join(f"- {markdown_code(model)}" for model in models),
     )
 
 
@@ -220,276 +248,29 @@ async def model_command(update: Update, context: ContextTypes.DEFAULT_TYPE) -> N
 
     user_id = require_user_id(update)
     if user_id is None:
-        await update.message.reply_text("Не могу определить пользователя.")
+        await reply_markdown(update.message, "⚠️ **Не могу определить пользователя.**")
         return
 
     storage = get_storage(context)
     ai_client = get_ai_client(context)
     model = command_text(context)
     if not model:
-        await update.message.reply_text(
-            f"Текущая модель {ai_client.display_name}: "
-            f"{ai_client.normalize_model(storage.get_user_model(user_id, ai_client.provider))}"
+        await reply_markdown(
+            update.message,
+            f"🤖 **Текущая модель {escape_markdown_text(ai_client.display_name)}:** "
+            f"{markdown_code(ai_client.normalize_model(storage.get_user_model(user_id, ai_client.provider)))}",
         )
         return
 
     model = ai_client.normalize_model(model)
     storage.set_user_model(user_id, model, ai_client.provider)
-    await update.message.reply_text(
-        f"Модель {ai_client.display_name} сохранена: {model}"
+    await reply_markdown(
+        update.message,
+        f"✅ **Модель {escape_markdown_text(ai_client.display_name)} сохранена:** "
+        f"{markdown_code(model)}",
     )
 
 
-async def remember_command(update: Update, context: ContextTypes.DEFAULT_TYPE) -> None:
-    if not update.message:
-        return
-
-    user_id = require_user_id(update)
-    text = command_text(context)
-    if user_id is None:
-        await update.message.reply_text("Не могу определить пользователя.")
-        return
-    if not text:
-        await update.message.reply_text("Напиши факт после команды: /remember я предпочитаю короткие ответы")
-        return
-
-    memory_id = get_storage(context).add_memory(user_id, text)
-    await update.message.reply_text(f"Запомнил. ID памяти: {memory_id}")
-
-
-async def memory_command(update: Update, context: ContextTypes.DEFAULT_TYPE) -> None:
-    if not update.message:
-        return
-
-    user_id = require_user_id(update)
-    if user_id is None:
-        await update.message.reply_text("Не могу определить пользователя.")
-        return
-
-    rows = get_storage(context).list_memories(user_id)
-    text = format_numbered_rows(
-        rows,
-        lambda row: f"#{row['id']} - {row['text']}",
-        "Долговременная память пока пустая.",
-    )
-    await reply_long(update.message, text)
-
-
-async def forget_memory_command(update: Update, context: ContextTypes.DEFAULT_TYPE) -> None:
-    if not update.message:
-        return
-
-    user_id = require_user_id(update)
-    memory_id = parse_positive_int(command_text(context))
-    if user_id is None:
-        await update.message.reply_text("Не могу определить пользователя.")
-        return
-    if memory_id is None:
-        await update.message.reply_text("Укажи ID: /forget_memory 3")
-        return
-
-    deleted = get_storage(context).delete_memory(user_id, memory_id)
-    await update.message.reply_text("Удалил." if deleted else "Не нашел такую запись памяти.")
-
-
-async def note_command(update: Update, context: ContextTypes.DEFAULT_TYPE) -> None:
-    if not update.message:
-        return
-
-    user_id = require_user_id(update)
-    text = command_text(context)
-    if user_id is None:
-        await update.message.reply_text("Не могу определить пользователя.")
-        return
-    if not text:
-        await update.message.reply_text("Напиши текст заметки: /note идея для проекта")
-        return
-
-    note_id = get_storage(context).add_note(user_id, text)
-    await update.message.reply_text(f"Заметка сохранена. ID: {note_id}")
-
-
-async def notes_command(update: Update, context: ContextTypes.DEFAULT_TYPE) -> None:
-    if not update.message:
-        return
-
-    user_id = require_user_id(update)
-    if user_id is None:
-        await update.message.reply_text("Не могу определить пользователя.")
-        return
-
-    rows = get_storage(context).list_notes(user_id)
-    text = format_numbered_rows(
-        rows,
-        lambda row: f"#{row['id']} - {row['text']}",
-        "Заметок пока нет.",
-    )
-    await reply_long(update.message, text)
-
-
-async def forget_note_command(update: Update, context: ContextTypes.DEFAULT_TYPE) -> None:
-    if not update.message:
-        return
-
-    user_id = require_user_id(update)
-    note_id = parse_positive_int(command_text(context))
-    if user_id is None:
-        await update.message.reply_text("Не могу определить пользователя.")
-        return
-    if note_id is None:
-        await update.message.reply_text("Укажи ID: /forget 3")
-        return
-
-    deleted = get_storage(context).delete_note(user_id, note_id)
-    await update.message.reply_text("Удалил." if deleted else "Не нашел такую заметку.")
-
-
-async def remind_command(update: Update, context: ContextTypes.DEFAULT_TYPE) -> None:
-    if not update.message or not update.effective_chat:
-        return
-
-    user_id = require_user_id(update)
-    if user_id is None:
-        await update.message.reply_text("Не могу определить пользователя.")
-        return
-
-    parsed = parse_reminder(command_text(context), get_tz(context))
-    if not parsed:
-        await update.message.reply_text(
-            "Формат напоминания:\n"
-            "/remind 30m позвонить\n"
-            "/remind через 2 часа проверить статус\n"
-            "/remind 18:30 отправить отчет\n"
-            "/remind 2026-07-16 18:30 отправить отчет"
-        )
-        return
-
-    reminder_id = get_storage(context).add_reminder(
-        user_id=user_id,
-        chat_id=int(update.message.chat_id),
-        text=parsed.text,
-        remind_at_utc=parsed.remind_at_utc,
-    )
-    await update.message.reply_text(
-        f"Напоминание #{reminder_id} поставлено на "
-        f"{format_local_dt(parsed.remind_at_utc, get_tz(context))}."
-    )
-
-
-async def reminders_command(update: Update, context: ContextTypes.DEFAULT_TYPE) -> None:
-    if not update.message:
-        return
-
-    user_id = require_user_id(update)
-    if user_id is None:
-        await update.message.reply_text("Не могу определить пользователя.")
-        return
-
-    tz = get_tz(context)
-    rows = get_storage(context).list_reminders(user_id)
-    text = format_numbered_rows(
-        rows,
-        lambda row: f"#{row['id']} - {format_local_dt(row['remind_at'], tz)} - {row['text']}",
-        "Активных напоминаний нет.",
-    )
-    await reply_long(update.message, text)
-
-
-async def cancel_reminder_command(update: Update, context: ContextTypes.DEFAULT_TYPE) -> None:
-    if not update.message:
-        return
-
-    user_id = require_user_id(update)
-    reminder_id = parse_positive_int(command_text(context))
-    if user_id is None:
-        await update.message.reply_text("Не могу определить пользователя.")
-        return
-    if reminder_id is None:
-        await update.message.reply_text("Укажи ID: /cancelreminder 3")
-        return
-
-    cancelled = get_storage(context).cancel_reminder(user_id, reminder_id)
-    await update.message.reply_text("Отменил." if cancelled else "Не нашел активное напоминание.")
-
-
-def split_tracking_text(raw: str) -> tuple[str, str]:
-    if "|" not in raw:
-        return raw.strip(), "open"
-    title, status = raw.split("|", 1)
-    return title.strip(), status.strip() or "open"
-
-
-async def track_command(update: Update, context: ContextTypes.DEFAULT_TYPE) -> None:
-    if not update.message:
-        return
-
-    user_id = require_user_id(update)
-    raw_text = command_text(context)
-    if user_id is None:
-        await update.message.reply_text("Не могу определить пользователя.")
-        return
-    if not raw_text:
-        await update.message.reply_text("Формат: /track паспорт | жду ответа")
-        return
-
-    title, status = split_tracking_text(raw_text)
-    if not title:
-        await update.message.reply_text("Название не должно быть пустым.")
-        return
-
-    item_id = get_storage(context).add_tracked_item(user_id, title, status)
-    await update.message.reply_text(f"Добавил отслеживание #{item_id}: {title} - {status}")
-
-
-async def status_command(update: Update, context: ContextTypes.DEFAULT_TYPE) -> None:
-    if not update.message:
-        return
-
-    user_id = require_user_id(update)
-    if user_id is None:
-        await update.message.reply_text("Не могу определить пользователя.")
-        return
-
-    raw_text = command_text(context)
-    storage = get_storage(context)
-    if not raw_text:
-        rows = storage.list_tracked_items(user_id)
-        text = format_numbered_rows(
-            rows,
-            lambda row: f"#{row['id']} - {row['title']}: {row['status']}",
-            "Нет отслеживаемых статусов.",
-        )
-        await reply_long(update.message, text)
-        return
-
-    parts = raw_text.split(maxsplit=1)
-    item_id = parse_positive_int(parts[0])
-    new_status = parts[1].strip() if len(parts) > 1 else ""
-    if item_id is None or not new_status:
-        await update.message.reply_text("Формат: /status 3 новый статус")
-        return
-
-    updated = storage.set_tracked_status(user_id, item_id, new_status)
-    await update.message.reply_text("Статус обновлен." if updated else "Не нашел такой объект.")
-
-
-async def untrack_command(update: Update, context: ContextTypes.DEFAULT_TYPE) -> None:
-    if not update.message:
-        return
-
-    user_id = require_user_id(update)
-    item_id = parse_positive_int(command_text(context))
-    if user_id is None:
-        await update.message.reply_text("Не могу определить пользователя.")
-        return
-    if item_id is None:
-        await update.message.reply_text("Укажи ID: /untrack 3")
-        return
-
-    deleted = get_storage(context).delete_tracked_item(user_id, item_id)
-    await update.message.reply_text("Удалил." if deleted else "Не нашел такой объект.")
-
-
 async def inline_query(update: Update, _context: ContextTypes.DEFAULT_TYPE) -> None:
     if not update.inline_query or not update.inline_query.query:
         return

assistant_bot/jobs.py

@@ -6,7 +6,8 @@ from zoneinfo import ZoneInfo
 from telegram.ext import Application
 
 from .config import REMINDER_POLL_SECONDS
-from .storage import AssistantStorage
+from .services import SERVICES_KEY, ApplicationServices
+from .telegram_utils import escape_markdown_text, markdown_code, send_markdown
 from .time_utils import format_local_dt, utc_now
 
 
@@ -14,19 +15,23 @@ logger = logging.getLogger(__name__)
 
 
 async def reminder_loop(application: Application) -> None:
-    storage: AssistantStorage = application.bot_data["storage"]
-    tz: ZoneInfo = application.bot_data["timezone"]
+    services: ApplicationServices = application.bot_data[SERVICES_KEY]
+    storage = services.storage
+    tz: ZoneInfo = services.timezone
 
     while True:
         try:
             due_reminders = storage.due_reminders(utc_now())
             for reminder in due_reminders:
-                await application.bot.send_message(
+                await send_markdown(
+                    application.bot,
                     chat_id=reminder["chat_id"],
-                    text=(
-                        f"Напоминание #{reminder['id']} "
-                        f"({format_local_dt(reminder['remind_at'], tz)}):\n"
-                        f"{reminder['text']}"
+                    markdown=(
+                        f"**⏰ Напоминание "
+                        f"{markdown_code('#' + str(reminder['id']))}**\n\n"
+                        f"**Время:** "
+                        f"{markdown_code(format_local_dt(reminder['remind_at'], tz))}\n"
+                        f"**Задача:** {escape_markdown_text(reminder['text'])}"
                     ),
                 )
                 storage.mark_reminder_sent(int(reminder["id"]))

assistant_bot/migrations.py

@@ -0,0 +1,113 @@
+import sqlite3
+
+
+LATEST_SCHEMA_VERSION = 2
+
+INITIAL_SCHEMA = """
+    CREATE TABLE IF NOT EXISTS user_settings (
+        user_id INTEGER PRIMARY KEY,
+        ollama_model TEXT,
+        updated_at TEXT NOT NULL
+    );
+
+    CREATE TABLE IF NOT EXISTS authorized_users (
+        user_id INTEGER PRIMARY KEY,
+        authorized_at TEXT NOT NULL
+    );
+
+    CREATE TABLE IF NOT EXISTS memories (
+        id INTEGER PRIMARY KEY AUTOINCREMENT,
+        user_id INTEGER NOT NULL,
+        text TEXT NOT NULL,
+        created_at TEXT NOT NULL
+    );
+
+    CREATE TABLE IF NOT EXISTS notes (
+        id INTEGER PRIMARY KEY AUTOINCREMENT,
+        user_id INTEGER NOT NULL,
+        text TEXT NOT NULL,
+        created_at TEXT NOT NULL
+    );
+
+    CREATE TABLE IF NOT EXISTS reminders (
+        id INTEGER PRIMARY KEY AUTOINCREMENT,
+        user_id INTEGER NOT NULL,
+        chat_id INTEGER NOT NULL,
+        text TEXT NOT NULL,
+        remind_at TEXT NOT NULL,
+        status TEXT NOT NULL DEFAULT 'pending',
+        created_at TEXT NOT NULL,
+        sent_at TEXT
+    );
+
+    CREATE TABLE IF NOT EXISTS tracked_items (
+        id INTEGER PRIMARY KEY AUTOINCREMENT,
+        user_id INTEGER NOT NULL,
+        title TEXT NOT NULL,
+        status TEXT NOT NULL,
+        created_at TEXT NOT NULL,
+        updated_at TEXT NOT NULL
+    );
+
+    CREATE TABLE IF NOT EXISTS conversation_messages (
+        id INTEGER PRIMARY KEY AUTOINCREMENT,
+        user_id INTEGER NOT NULL,
+        chat_id INTEGER NOT NULL,
+        role TEXT NOT NULL CHECK(role IN ('user', 'assistant')),
+        content TEXT NOT NULL,
+        created_at TEXT NOT NULL
+    );
+
+    CREATE TABLE IF NOT EXISTS conversation_contexts (
+        user_id INTEGER NOT NULL,
+        chat_id INTEGER NOT NULL,
+        started_after_id INTEGER NOT NULL DEFAULT 0,
+        updated_at TEXT NOT NULL,
+        PRIMARY KEY (user_id, chat_id)
+    );
+
+    CREATE INDEX IF NOT EXISTS idx_memories_user_created
+        ON memories(user_id, created_at DESC);
+    CREATE INDEX IF NOT EXISTS idx_notes_user_created
+        ON notes(user_id, created_at DESC);
+    CREATE INDEX IF NOT EXISTS idx_reminders_due
+        ON reminders(status, remind_at);
+    CREATE INDEX IF NOT EXISTS idx_tracked_user_updated
+        ON tracked_items(user_id, updated_at DESC);
+    CREATE INDEX IF NOT EXISTS idx_conversation_chat_id
+        ON conversation_messages(user_id, chat_id, id DESC);
+"""
+
+
+def _schema_version(connection: sqlite3.Connection) -> int:
+    row = connection.execute("PRAGMA user_version").fetchone()
+    return int(row[0])
+
+
+def _has_column(
+    connection: sqlite3.Connection,
+    table: str,
+    column: str,
+) -> bool:
+    return any(
+        str(row["name"]) == column
+        for row in connection.execute(f"PRAGMA table_info({table})")
+    )
+
+
+def migrate_database(connection: sqlite3.Connection) -> None:
+    """Bring a new or existing database to the latest known schema."""
+    connection.execute("PRAGMA journal_mode=WAL")
+    version = _schema_version(connection)
+
+    if version < 1:
+        connection.executescript(INITIAL_SCHEMA)
+        connection.execute("PRAGMA user_version = 1")
+        version = 1
+
+    if version < 2:
+        if not _has_column(connection, "user_settings", "yandex_model"):
+            connection.execute(
+                "ALTER TABLE user_settings ADD COLUMN yandex_model TEXT"
+            )
+        connection.execute("PRAGMA user_version = 2")

assistant_bot/services.py

@@ -0,0 +1,19 @@
+from dataclasses import dataclass
+from zoneinfo import ZoneInfo
+
+from .ai import AIClient
+from .speech import SpeechTranscriber
+from .storage import AssistantStorage
+
+
+SERVICES_KEY = "services"
+
+
+@dataclass(frozen=True)
+class ApplicationServices:
+    storage: AssistantStorage
+    ai_client: AIClient
+    timezone: ZoneInfo
+    speech_recognizer: SpeechTranscriber
+    voice_max_duration_seconds: int
+    assistant_password: str

assistant_bot/storage.py

@@ -3,9 +3,9 @@ import sqlite3
 from contextlib import contextmanager
 from datetime import datetime
 from pathlib import Path
-from typing import Any
+from typing import Any, Mapping
 
-from .config import get_default_model
+from .migrations import migrate_database
 from .time_utils import to_utc_iso, utc_now
 
 
@@ -21,8 +21,13 @@ def required_lastrowid(cursor: sqlite3.Cursor) -> int:
 
 
 class AssistantStorage:
-    def __init__(self, path: Path) -> None:
+    def __init__(
+        self,
+        path: Path,
+        default_models: Mapping[str, str],
+    ) -> None:
         self.path = path
+        self._default_models = dict(default_models)
         self.path.parent.mkdir(parents=True, exist_ok=True)
         self._init_db()
 
@@ -45,86 +50,25 @@ class AssistantStorage:
 
     def _init_db(self) -> None:
         with self._connection() as connection:
-            connection.execute("PRAGMA journal_mode=WAL")
-            connection.executescript(
-                """
-                CREATE TABLE IF NOT EXISTS user_settings (
-                    user_id INTEGER PRIMARY KEY,
-                    ollama_model TEXT,
-                    yandex_model TEXT,
-                    updated_at TEXT NOT NULL
-                );
+            migrate_database(connection)
 
-                CREATE TABLE IF NOT EXISTS memories (
-                    id INTEGER PRIMARY KEY AUTOINCREMENT,
-                    user_id INTEGER NOT NULL,
-                    text TEXT NOT NULL,
-                    created_at TEXT NOT NULL
-                );
+    def is_user_authorized(self, user_id: int) -> bool:
+        with self._connection() as connection:
+            row = connection.execute(
+                "SELECT 1 FROM authorized_users WHERE user_id = ?",
+                (user_id,),
+            ).fetchone()
+        return row is not None
 
-                CREATE TABLE IF NOT EXISTS notes (
-                    id INTEGER PRIMARY KEY AUTOINCREMENT,
-                    user_id INTEGER NOT NULL,
-                    text TEXT NOT NULL,
-                    created_at TEXT NOT NULL
-                );
-
-                CREATE TABLE IF NOT EXISTS reminders (
-                    id INTEGER PRIMARY KEY AUTOINCREMENT,
-                    user_id INTEGER NOT NULL,
-                    chat_id INTEGER NOT NULL,
-                    text TEXT NOT NULL,
-                    remind_at TEXT NOT NULL,
-                    status TEXT NOT NULL DEFAULT 'pending',
-                    created_at TEXT NOT NULL,
-                    sent_at TEXT
-                );
-
-                CREATE TABLE IF NOT EXISTS tracked_items (
-                    id INTEGER PRIMARY KEY AUTOINCREMENT,
-                    user_id INTEGER NOT NULL,
-                    title TEXT NOT NULL,
-                    status TEXT NOT NULL,
-                    created_at TEXT NOT NULL,
-                    updated_at TEXT NOT NULL
-                );
-
-                CREATE TABLE IF NOT EXISTS conversation_messages (
-                    id INTEGER PRIMARY KEY AUTOINCREMENT,
-                    user_id INTEGER NOT NULL,
-                    chat_id INTEGER NOT NULL,
-                    role TEXT NOT NULL CHECK(role IN ('user', 'assistant')),
-                    content TEXT NOT NULL,
-                    created_at TEXT NOT NULL
-                );
-
-                CREATE TABLE IF NOT EXISTS conversation_contexts (
-                    user_id INTEGER NOT NULL,
-                    chat_id INTEGER NOT NULL,
-                    started_after_id INTEGER NOT NULL DEFAULT 0,
-                    updated_at TEXT NOT NULL,
-                    PRIMARY KEY (user_id, chat_id)
-                );
-
-                CREATE INDEX IF NOT EXISTS idx_memories_user_created
-                    ON memories(user_id, created_at DESC);
-                CREATE INDEX IF NOT EXISTS idx_notes_user_created
-                    ON notes(user_id, created_at DESC);
-                CREATE INDEX IF NOT EXISTS idx_reminders_due
-                    ON reminders(status, remind_at);
-                CREATE INDEX IF NOT EXISTS idx_tracked_user_updated
-                    ON tracked_items(user_id, updated_at DESC);
-                CREATE INDEX IF NOT EXISTS idx_conversation_chat_id
-                    ON conversation_messages(user_id, chat_id, id DESC);
-                """
-            )
-            columns = {
-                str(row["name"])
-                for row in connection.execute("PRAGMA table_info(user_settings)")
-            }
-            if "yandex_model" not in columns:
+    def authorize_user(self, user_id: int) -> None:
+        with self._connection() as connection:
             connection.execute(
-                    "ALTER TABLE user_settings ADD COLUMN yandex_model TEXT"
+                """
+                INSERT INTO authorized_users(user_id, authorized_at)
+                VALUES (?, ?)
+                ON CONFLICT(user_id) DO NOTHING
+                """,
+                (user_id, to_utc_iso(utc_now())),
             )
 
     def add_conversation_exchange(
@@ -288,7 +232,12 @@ class AssistantStorage:
             ).fetchone()
         if row and row["model"]:
             return str(row["model"])
-        return get_default_model(provider)
+        try:
+            return self._default_models[provider]
+        except KeyError as exc:
+            raise ValueError(
+                f"No default model configured for provider: {provider}"
+            ) from exc
 
     def set_user_model(
         self,

assistant_bot/telegram_utils.py

@@ -1,59 +1,300 @@
-from html import escape
+import asyncio
+import logging
+import re
+from collections.abc import AsyncIterator, Awaitable, Callable
+from contextlib import asynccontextmanager, suppress
 from uuid import uuid4
 from zoneinfo import ZoneInfo
 
-from telegram import InlineQueryResultArticle, InputTextMessageContent, Message, Update
-from telegram.constants import ParseMode
+from telegram import Bot, InlineQueryResultArticle, InputTextMessageContent, Message, Update
+from telegram.constants import ChatAction, ParseMode
+from telegram.error import BadRequest
 from telegram.ext import ContextTypes
+from telegramify_markdown import (
+    convert,
+    entities_to_markdownv2,
+    split_entities,
+    utf16_len,
+)
+from telegramify_markdown.config import RenderConfig
 
 from .ai import AIClient
-from .config import HTML_FORMATS, MAX_TELEGRAM_MESSAGE_LENGTH
+from .config import MAX_TELEGRAM_MESSAGE_LENGTH
+from .services import SERVICES_KEY, ApplicationServices
 from .speech import SpeechTranscriber
 from .storage import AssistantStorage
 
 
+logger = logging.getLogger(__name__)
+
+FORMATTING_FALLBACK_NOTICE = "⚠️ Не удалось применить форматирование."
+TYPING_REFRESH_INTERVAL_SECONDS = 4.0
+_MARKDOWN_SPECIAL_CHARS = re.compile(r"([\\`*_[\]{}()#+\-.!|>~])")
+_RENDER_CONFIG = RenderConfig()
+_RENDER_CONFIG.markdown_symbol.heading_level_1 = ""
+_RENDER_CONFIG.markdown_symbol.heading_level_2 = ""
+_RENDER_CONFIG.markdown_symbol.heading_level_3 = ""
+_RENDER_CONFIG.markdown_symbol.heading_level_4 = ""
+
+
+async def _refresh_typing(
+    bot: Bot,
+    chat_id: int,
+    interval: float,
+) -> None:
+    while True:
+        await asyncio.sleep(interval)
+        try:
+            await bot.send_chat_action(
+                chat_id=chat_id,
+                action=ChatAction.TYPING,
+            )
+        except asyncio.CancelledError:
+            raise
+        except Exception:
+            logger.warning("Failed to refresh Telegram typing action", exc_info=True)
+
+
+@asynccontextmanager
+async def typing_action(
+    bot: Bot,
+    chat_id: int,
+    interval: float = TYPING_REFRESH_INTERVAL_SECONDS,
+) -> AsyncIterator[None]:
+    """Keep Telegram's typing indicator active while work is in progress."""
+    try:
+        await bot.send_chat_action(
+            chat_id=chat_id,
+            action=ChatAction.TYPING,
+        )
+    except Exception:
+        logger.warning("Failed to send Telegram typing action", exc_info=True)
+
+    refresh_task = asyncio.create_task(
+        _refresh_typing(bot, chat_id, interval),
+        name=f"telegram-typing-{chat_id}",
+    )
+    try:
+        yield
+    finally:
+        refresh_task.cancel()
+        with suppress(asyncio.CancelledError):
+            await refresh_task
+
+
+def escape_markdown_text(value: object) -> str:
+    """Escape dynamic text before embedding it into ordinary Markdown."""
+    return _MARKDOWN_SPECIAL_CHARS.sub(r"\\\1", str(value))
+
+
+def markdown_code(value: object) -> str:
+    """Render a dynamic value as a safe CommonMark inline-code span."""
+    text = str(value)
+    longest_run = max((len(run) for run in re.findall(r"`+", text)), default=0)
+    delimiter = "`" * (longest_run + 1)
+    padding = " " if text.startswith(("`", " ")) or text.endswith(("`", " ")) else ""
+    return f"{delimiter}{padding}{text}{padding}{delimiter}"
+
+
+def render_markdown_chunks(markdown: str) -> list[tuple[str, str]]:
+    """Return (MarkdownV2, plain text) pairs that fit Telegram's limit."""
+    plain_text, entities = convert(
+        markdown,
+        latex_escape=False,
+        config=_RENDER_CONFIG,
+    )
+    pending = list(
+        split_entities(
+            plain_text,
+            entities,
+            max_utf16_len=MAX_TELEGRAM_MESSAGE_LENGTH,
+        )
+    )
+    chunks: list[tuple[str, str]] = []
+
+    while pending:
+        chunk_text, chunk_entities = pending.pop(0)
+        markdown_v2 = entities_to_markdownv2(chunk_text, chunk_entities)
+        if utf16_len(markdown_v2) <= MAX_TELEGRAM_MESSAGE_LENGTH:
+            chunks.append((markdown_v2, chunk_text))
+            continue
+
+        plain_length = utf16_len(chunk_text)
+        if plain_length <= 1:
+            raise ValueError("Unable to split MarkdownV2 within Telegram's limit")
+
+        sub_limit = max(1, plain_length // 2)
+        sub_chunks = list(
+            split_entities(
+                chunk_text,
+                chunk_entities,
+                max_utf16_len=sub_limit,
+            )
+        )
+        if len(sub_chunks) == 1:
+            sub_chunks = list(
+                split_entities(
+                    chunk_text,
+                    chunk_entities,
+                    max_utf16_len=max(1, plain_length - 1),
+                )
+            )
+        if len(sub_chunks) == 1:
+            raise ValueError("Unable to split MarkdownV2 within Telegram's limit")
+        pending = sub_chunks + pending
+
+    return chunks
+
+
+def _plain_chunks(text: str) -> list[str]:
+    chunks = split_entities(
+        text,
+        [],
+        max_utf16_len=MAX_TELEGRAM_MESSAGE_LENGTH,
+    )
+    return [chunk_text for chunk_text, _entities in chunks] or [text]
+
+
+def _prepare_chunks(markdown: str) -> tuple[list[tuple[str, str]], bool]:
+    try:
+        chunks = render_markdown_chunks(markdown)
+    except Exception:
+        logger.exception("Failed to convert Markdown to Telegram MarkdownV2")
+        return [(chunk, chunk) for chunk in _plain_chunks(markdown)], True
+    return chunks or [("", "")], False
+
+
+def _with_fallback_notice(text: str) -> str:
+    return f"{text}\n\n{FORMATTING_FALLBACK_NOTICE}"
+
+
+def _with_markdown_notice(markdown_v2: str) -> str:
+    notice = entities_to_markdownv2(FORMATTING_FALLBACK_NOTICE, [])
+    return f"{markdown_v2}\n\n{notice}"
+
+
+async def reply_markdown(message: Message, markdown: str) -> Message:
+    async def send_formatted(text: str) -> Message:
+        return await message.reply_text(
+            text,
+            parse_mode=ParseMode.MARKDOWN_V2,
+        )
+
+    async def send_plain(text: str) -> Message:
+        return await message.reply_text(text)
+
+    return await _send_markdown_chunks(
+        markdown,
+        send_formatted,
+        send_plain,
+    )
+
+
+MarkdownSender = Callable[[str], Awaitable[Message]]
+
+
+async def _send_markdown_chunks(
+    markdown: str,
+    send_formatted: MarkdownSender,
+    send_plain: MarkdownSender,
+) -> Message:
+    chunks, formatting_failed = _prepare_chunks(markdown)
+    first_message: Message | None = None
+
+    for index, (markdown_v2, plain_text) in enumerate(chunks):
+        is_last = index == len(chunks) - 1
+        formatted_text = (
+            _with_markdown_notice(markdown_v2)
+            if is_last and formatting_failed
+            else markdown_v2
+        )
+        try:
+            sent = await send_formatted(formatted_text)
+        except BadRequest:
+            logger.warning("Telegram rejected MarkdownV2; retrying as plain text")
+            formatting_failed = True
+            fallback_text = (
+                _with_fallback_notice(plain_text) if is_last else plain_text
+            )
+            sent = await send_plain(fallback_text)
+        if first_message is None:
+            first_message = sent
+
+    assert first_message is not None
+    return first_message
+
+
+async def edit_markdown(message: Message, markdown: str) -> None:
+    await _edit_or_reply(message, markdown)
+
+
+async def send_markdown(bot: Bot, chat_id: int, markdown: str) -> Message:
+    async def send_formatted(text: str) -> Message:
+        return await bot.send_message(
+            chat_id=chat_id,
+            text=text,
+            parse_mode=ParseMode.MARKDOWN_V2,
+        )
+
+    async def send_plain(text: str) -> Message:
+        return await bot.send_message(chat_id=chat_id, text=text)
+
+    return await _send_markdown_chunks(
+        markdown,
+        send_formatted,
+        send_plain,
+    )
+
+
 def make_article(
     title: str,
-    text: str,
-    parse_mode: str | None = None,
+    markdown: str,
 ) -> InlineQueryResultArticle:
+    markdown_v2 = render_markdown_chunks(markdown)[0][0]
     return InlineQueryResultArticle(
         id=f"inline_{uuid4()}",
         title=title,
-        input_message_content=InputTextMessageContent(text, parse_mode=parse_mode),
+        input_message_content=InputTextMessageContent(
+            markdown_v2,
+            parse_mode=ParseMode.MARKDOWN_V2,
+        ),
     )
 
 
 def build_inline_results(query: str) -> list[InlineQueryResultArticle]:
-    escaped_query = escape(query)
+    escaped_query = escape_markdown_text(query)
 
     return [
-        make_article("Caps", query.upper()),
-        *[
-            make_article(title, f"<{tag}>{escaped_query}</{tag}>", ParseMode.HTML)
-            for title, tag in HTML_FORMATS
-        ],
+        make_article("Caps", escape_markdown_text(query.upper())),
+        make_article("Bold", f"**{escaped_query}**"),
+        make_article("Italic", f"*{escaped_query}*"),
     ]
 
 
+def get_services(
+    context: ContextTypes.DEFAULT_TYPE,
+) -> ApplicationServices:
+    return context.application.bot_data[SERVICES_KEY]
+
+
 def get_storage(context: ContextTypes.DEFAULT_TYPE) -> AssistantStorage:
-    return context.application.bot_data["storage"]
+    return get_services(context).storage
 
 
 def get_ai_client(context: ContextTypes.DEFAULT_TYPE) -> AIClient:
-    return context.application.bot_data["ai_client"]
+    return get_services(context).ai_client
 
 
 def get_tz(context: ContextTypes.DEFAULT_TYPE) -> ZoneInfo:
-    return context.application.bot_data["timezone"]
+    return get_services(context).timezone
 
 
 def get_speech_recognizer(context: ContextTypes.DEFAULT_TYPE) -> SpeechTranscriber:
-    return context.application.bot_data["speech_recognizer"]
+    return get_services(context).speech_recognizer
 
 
 def get_voice_max_duration(context: ContextTypes.DEFAULT_TYPE) -> int:
-    return int(context.application.bot_data["voice_max_duration"])
+    return get_services(context).voice_max_duration_seconds
 
 
 def command_text(context: ContextTypes.DEFAULT_TYPE) -> str:
@@ -67,25 +308,38 @@ def require_user_id(update: Update) -> int | None:
     return None
 
 
-async def reply_long(message: Message, text: str) -> None:
-    chunks = [
-        text[index : index + MAX_TELEGRAM_MESSAGE_LENGTH]
-        for index in range(0, len(text), MAX_TELEGRAM_MESSAGE_LENGTH)
-    ] or [""]
+async def _edit_or_reply(message: Message, text: str) -> None:
+    chunks, formatting_failed = _prepare_chunks(text)
 
-    for chunk in chunks:
-        await message.reply_text(chunk)
-
-
-async def edit_or_reply(message: Message, text: str) -> None:
-    chunks = [
-        text[index : index + MAX_TELEGRAM_MESSAGE_LENGTH]
-        for index in range(0, len(text), MAX_TELEGRAM_MESSAGE_LENGTH)
-    ] or [""]
-
-    await message.edit_text(chunks[0])
-    for chunk in chunks[1:]:
-        await message.reply_text(chunk)
+    for index, (markdown_v2, plain_text) in enumerate(chunks):
+        is_first = index == 0
+        is_last = index == len(chunks) - 1
+        formatted_text = (
+            _with_markdown_notice(markdown_v2)
+            if is_last and formatting_failed
+            else markdown_v2
+        )
+        try:
+            if is_first:
+                await message.edit_text(
+                    formatted_text,
+                    parse_mode=ParseMode.MARKDOWN_V2,
+                )
+            else:
+                await message.reply_text(
+                    formatted_text,
+                    parse_mode=ParseMode.MARKDOWN_V2,
+                )
+        except BadRequest:
+            logger.warning("Telegram rejected MarkdownV2; retrying as plain text")
+            formatting_failed = True
+            fallback_text = (
+                _with_fallback_notice(plain_text) if is_last else plain_text
+            )
+            if is_first:
+                await message.edit_text(fallback_text)
+            else:
+                await message.reply_text(fallback_text)
 
 
 def parse_positive_int(value: str) -> int | None:

pyproject.toml

@@ -0,0 +1,16 @@
+[tool.ruff]
+target-version = "py310"
+line-length = 100
+extend-exclude = [".agents"]
+
+[tool.ruff.lint]
+select = ["E4", "E7", "E9", "F"]
+
+[tool.coverage.run]
+branch = true
+source = ["assistant_bot"]
+
+[tool.coverage.report]
+fail_under = 60
+show_missing = true
+skip_covered = true

requirements-common.txt

@@ -1 +1,2 @@
 python-telegram-bot==22.8
+telegramify-markdown==1.2.0

requirements-dev.txt

@@ -0,0 +1,2 @@
+coverage[toml]>=7.6,<8
+ruff>=0.9,<1

skills-lock.json

@@ -0,0 +1,11 @@
+{
+  "version": 1,
+  "skills": {
+    "grill-me": {
+      "source": "mattpocock/skills",
+      "sourceType": "github",
+      "skillPath": "skills/productivity/grill-me/SKILL.md",
+      "computedHash": "7edd436132b43ea2973710f0c28a9879c9b0910651eb89a991a7e98cb6dbbacb"
+    }
+  }
+}

tests/test_application.py

@@ -0,0 +1,68 @@
+import tempfile
+import unittest
+from pathlib import Path
+from zoneinfo import ZoneInfo
+
+from assistant_bot import application as application_module
+from assistant_bot.auth import authentication_guard
+from assistant_bot.config import AppSettings
+from assistant_bot.handlers import (
+    ask_command,
+    help_command,
+    history_command,
+    inline_query,
+    model_command,
+    models_command,
+    new_conversation_command,
+    private_text,
+    private_voice,
+    start,
+)
+
+
+class ApplicationRegistrationTests(unittest.TestCase):
+    def test_registers_the_current_public_handlers_in_order(self) -> None:
+        with tempfile.TemporaryDirectory() as directory:
+            settings = AppSettings(
+                bot_token="123456:TEST",
+                assistant_password="secret",
+                db_path=Path(directory) / "assistant.sqlite3",
+                mode="local",
+                timezone=ZoneInfo("UTC"),
+                voice_max_duration_seconds=120,
+                ollama_base_url="http://localhost:11434",
+                ollama_model="qwen3.5:9b",
+                yandex_cloud_folder=None,
+                yandex_cloud_model="yandexgpt/latest",
+                yandex_stt_model="general",
+                yandex_stt_language="ru-RU",
+                whisper_model="small",
+                whisper_device="cpu",
+                whisper_compute_type="int8",
+                whisper_language="ru",
+            )
+            application = application_module.create_application(settings)
+
+        self.assertEqual(
+            [handler.callback for handler in application.handlers[-1]],
+            [authentication_guard],
+        )
+        self.assertEqual(
+            [handler.callback for handler in application.handlers[0]],
+            [
+                start,
+                help_command,
+                ask_command,
+                models_command,
+                model_command,
+                new_conversation_command,
+                history_command,
+                inline_query,
+                private_voice,
+                private_text,
+            ],
+        )
+
+
+if __name__ == "__main__":
+    unittest.main()

tests/test_auth.py

@@ -0,0 +1,93 @@
+import tempfile
+import unittest
+from pathlib import Path
+from types import SimpleNamespace
+from typing import Any
+from unittest.mock import AsyncMock
+from zoneinfo import ZoneInfo
+
+from telegram.constants import ChatType, ParseMode
+from telegram.ext import ApplicationHandlerStop
+
+from assistant_bot.auth import authentication_guard
+from assistant_bot.services import SERVICES_KEY, ApplicationServices
+from assistant_bot.storage import AssistantStorage
+from assistant_bot.telegram_utils import render_markdown_chunks
+
+
+class AuthenticationGuardTests(unittest.IsolatedAsyncioTestCase):
+    def setUp(self) -> None:
+        self.temporary_directory = tempfile.TemporaryDirectory()
+        self.storage = AssistantStorage(
+            Path(self.temporary_directory.name) / "assistant.sqlite3",
+            default_models={"local": "qwen3.5:9b"},
+        )
+
+    def tearDown(self) -> None:
+        self.temporary_directory.cleanup()
+
+    def make_update_and_context(self, text: str) -> tuple[Any, Any]:
+        message = SimpleNamespace(text=text, reply_text=AsyncMock())
+        update = SimpleNamespace(
+            effective_user=SimpleNamespace(id=42),
+            effective_chat=SimpleNamespace(type=ChatType.PRIVATE),
+            effective_message=message,
+            inline_query=None,
+        )
+        context = SimpleNamespace(
+            application=SimpleNamespace(
+                bot_data={
+                    SERVICES_KEY: ApplicationServices(
+                        storage=self.storage,
+                        ai_client=SimpleNamespace(),
+                        timezone=ZoneInfo("UTC"),
+                        speech_recognizer=SimpleNamespace(),
+                        voice_max_duration_seconds=120,
+                        assistant_password="секрет",
+                    ),
+                }
+            )
+        )
+        return update, context
+
+    async def test_correct_password_authorizes_user(self) -> None:
+        update, context = self.make_update_and_context("секрет")
+
+        with self.assertRaises(ApplicationHandlerStop):
+            await authentication_guard(update, context)
+
+        self.assertTrue(self.storage.is_user_authorized(42))
+        rendered = render_markdown_chunks(
+            "✅ **Пароль принят.** Доступ открыт — повторно вводить его не нужно."
+        )[0][0]
+        update.effective_message.reply_text.assert_awaited_once_with(
+            rendered,
+            parse_mode=ParseMode.MARKDOWN_V2,
+        )
+
+    async def test_wrong_password_does_not_authorize_user(self) -> None:
+        update, context = self.make_update_and_context("неверно")
+
+        with self.assertRaises(ApplicationHandlerStop):
+            await authentication_guard(update, context)
+
+        self.assertFalse(self.storage.is_user_authorized(42))
+        rendered = render_markdown_chunks(
+            "🔐 **Неверный пароль.** Попробуй ещё раз."
+        )[0][0]
+        update.effective_message.reply_text.assert_awaited_once_with(
+            rendered,
+            parse_mode=ParseMode.MARKDOWN_V2,
+        )
+
+    async def test_authorized_user_passes_guard(self) -> None:
+        self.storage.authorize_user(42)
+        update, context = self.make_update_and_context("обычное сообщение")
+
+        await authentication_guard(update, context)
+
+        update.effective_message.reply_text.assert_not_awaited()
+
+
+if __name__ == "__main__":
+    unittest.main()

tests/test_config.py

@@ -5,67 +5,102 @@ from unittest.mock import patch
 from assistant_bot import config
 
 
-class WhisperConfigTests(unittest.TestCase):
+class AppSettingsTests(unittest.TestCase):
+    @staticmethod
+    def load_settings(**overrides):
+        environment = {
+            config.TOKEN_ENV_NAME: "token",
+            config.PASSWORD_ENV_NAME: "secret",
+            **overrides,
+        }
+        with patch("assistant_bot.config.load_env_file"), patch.dict(
+            os.environ,
+            environment,
+            clear=True,
+        ):
+            return config.load_app_settings()
+
+    def test_loads_complete_startup_configuration_once(self) -> None:
+        environment = {
+            config.TOKEN_ENV_NAME: "token",
+            config.PASSWORD_ENV_NAME: "secret",
+            config.MODE_ENV_NAME: "local",
+            config.DB_ENV_NAME: "data/test.sqlite3",
+            config.TIMEZONE_ENV_NAME: "UTC",
+            config.WHISPER_LANGUAGE_ENV_NAME: "auto",
+        }
+        with patch(
+            "assistant_bot.config.load_env_file"
+        ) as load_env_file, patch.dict(
+            os.environ,
+            environment,
+            clear=True,
+        ):
+            settings = config.load_app_settings()
+
+        load_env_file.assert_called_once_with()
+        self.assertEqual(settings.bot_token, "token")
+        self.assertEqual(settings.assistant_password, "secret")
+        self.assertEqual(settings.mode, "local")
+        self.assertEqual(settings.db_path, config.PROJECT_ROOT / "data/test.sqlite3")
+        self.assertEqual(settings.timezone.key, "UTC")
+        self.assertIsNone(settings.whisper_language)
+        self.assertIsNone(settings.yandex_cloud_folder)
+
     def test_gpu_int8_defaults(self) -> None:
-        variable_names = (
-            config.WHISPER_MODEL_ENV_NAME,
-            config.WHISPER_DEVICE_ENV_NAME,
-            config.WHISPER_COMPUTE_TYPE_ENV_NAME,
-        )
-        with patch("assistant_bot.config.load_env_file"), patch.dict(
-            os.environ,
-            {},
-            clear=False,
-        ):
-            for variable_name in variable_names:
-                os.environ.pop(variable_name, None)
+        settings = self.load_settings()
 
-            self.assertEqual(config.get_whisper_model(), "large-v3")
-            self.assertEqual(config.get_whisper_device(), "cuda")
-            self.assertEqual(config.get_whisper_compute_type(), "int8")
+        self.assertEqual(settings.whisper_model, "large-v3")
+        self.assertEqual(settings.whisper_device, "cuda")
+        self.assertEqual(settings.whisper_compute_type, "int8")
 
-
-class AssistantModeConfigTests(unittest.TestCase):
     def test_local_mode_is_default(self) -> None:
-        with patch("assistant_bot.config.load_env_file"), patch.dict(
-            os.environ,
-            {},
-            clear=False,
-        ):
-            os.environ.pop(config.MODE_ENV_NAME, None)
-            self.assertEqual(config.get_assistant_mode(), "local")
+        self.assertEqual(self.load_settings().mode, "local")
 
     def test_yandex_mode_is_supported(self) -> None:
-        with patch("assistant_bot.config.load_env_file"), patch.dict(
-            os.environ,
-            {config.MODE_ENV_NAME: "YANDEX"},
-            clear=False,
-        ):
-            self.assertEqual(config.get_assistant_mode(), "yandex")
+        settings = self.load_settings(
+            **{
+                config.MODE_ENV_NAME: "YANDEX",
+                config.YANDEX_CLOUD_FOLDER_ENV_NAME: "folder-id",
+            }
+        )
+
+        self.assertEqual(settings.mode, "yandex")
 
     def test_unknown_mode_is_rejected(self) -> None:
-        with patch("assistant_bot.config.load_env_file"), patch.dict(
-            os.environ,
-            {config.MODE_ENV_NAME: "cloud"},
-            clear=False,
-        ):
         with self.assertRaises(RuntimeError):
-                config.get_assistant_mode()
+            self.load_settings(**{config.MODE_ENV_NAME: "cloud"})
 
     def test_yandex_model_is_full_gpt_uri(self) -> None:
-        with patch("assistant_bot.config.load_env_file"), patch.dict(
-            os.environ,
-            {
+        settings = self.load_settings(
+            **{
+                config.MODE_ENV_NAME: "yandex",
                 config.YANDEX_CLOUD_FOLDER_ENV_NAME: "folder-id",
                 config.YANDEX_CLOUD_MODEL_ENV_NAME: "yandexgpt/latest",
-            },
-            clear=False,
-        ):
+            }
+        )
+
         self.assertEqual(
-                config.get_default_yandex_model(),
+            settings.default_models()["yandex"],
             "gpt://folder-id/yandexgpt/latest",
         )
 
+    def test_password_is_required(self) -> None:
+        with patch("assistant_bot.config.load_env_file"), patch.dict(
+            os.environ,
+            {config.TOKEN_ENV_NAME: "token"},
+            clear=True,
+        ):
+            with self.assertRaises(RuntimeError):
+                config.load_app_settings()
+
+    def test_password_is_read_from_environment(self) -> None:
+        settings = self.load_settings(
+            **{config.PASSWORD_ENV_NAME: "  test-password  "}
+        )
+
+        self.assertEqual(settings.assistant_password, "test-password")
+
 
 if __name__ == "__main__":
     unittest.main()

tests/test_core.py

@@ -6,11 +6,27 @@ from datetime import datetime, timezone
 from pathlib import Path
 from zoneinfo import ZoneInfo
 
-from assistant_bot.agent import execute_agent_tool, parse_agent_decision
+from assistant_bot.agent import (
+    build_agent_tool_prompt,
+    execute_agent_tool,
+    parse_agent_decision,
+)
+from assistant_bot.agent_tools import AGENT_TOOLS
+from assistant_bot.migrations import LATEST_SCHEMA_VERSION
 from assistant_bot.reminders import parse_reminder, unit_to_timedelta
 from assistant_bot.storage import AssistantStorage
 
 
+DEFAULT_MODELS = {
+    "local": "qwen3.5:9b",
+    "yandex": "gpt://folder/yandexgpt/latest",
+}
+
+
+def create_storage(path: Path) -> AssistantStorage:
+    return AssistantStorage(path, default_models=DEFAULT_MODELS)
+
+
 class ReminderParserTests(unittest.TestCase):
     def test_supported_relative_unit(self) -> None:
         delta = unit_to_timedelta(2, "часа")
@@ -52,7 +68,173 @@ class AgentDecisionTests(unittest.TestCase):
         self.assertTrue(decision.reset_context)
 
 
+class AgentToolContractTests(unittest.TestCase):
+    TOOL_NAMES = (
+        "get_current_datetime",
+        "remember",
+        "list_memory",
+        "delete_memory",
+        "create_note",
+        "list_notes",
+        "delete_note",
+        "create_reminder",
+        "list_reminders",
+        "cancel_reminder",
+        "create_status",
+        "list_statuses",
+        "update_status",
+        "delete_status",
+        "search_conversation",
+    )
+
+    def test_prompt_exposes_all_supported_tool_names(self) -> None:
+        prompt = build_agent_tool_prompt(ZoneInfo("UTC"))
+
+        self.assertEqual(
+            tuple(tool.name for tool in AGENT_TOOLS),
+            self.TOOL_NAMES,
+        )
+        for tool_name in self.TOOL_NAMES:
+            with self.subTest(tool_name=tool_name):
+                self.assertIn(tool_name, prompt)
+
+    def test_crud_tool_result_shapes_remain_stable(self) -> None:
+        with tempfile.TemporaryDirectory() as directory:
+            storage = create_storage(Path(directory) / "assistant.sqlite3")
+            common = {
+                "storage": storage,
+                "user_id": 42,
+                "chat_id": 100,
+                "tz": ZoneInfo("UTC"),
+            }
+
+            memory = execute_agent_tool(
+                "remember",
+                {"text": "короткие ответы"},
+                **common,
+            )
+            self.assertEqual(
+                memory,
+                {"ok": True, "id": memory["id"], "text": "короткие ответы"},
+            )
+            self.assertEqual(
+                execute_agent_tool("list_memory", {"limit": 10}, **common)[
+                    "items"
+                ][0]["id"],
+                memory["id"],
+            )
+            self.assertEqual(
+                execute_agent_tool(
+                    "delete_memory",
+                    {"id": memory["id"]},
+                    **common,
+                ),
+                {"ok": True, "id": memory["id"]},
+            )
+
+            note = execute_agent_tool(
+                "create_note",
+                {"text": "идея"},
+                **common,
+            )
+            self.assertEqual(
+                note,
+                {"ok": True, "id": note["id"], "text": "идея"},
+            )
+            self.assertEqual(
+                execute_agent_tool("list_notes", {}, **common)["items"][0][
+                    "id"
+                ],
+                note["id"],
+            )
+            self.assertEqual(
+                execute_agent_tool(
+                    "delete_note",
+                    {"id": note["id"]},
+                    **common,
+                ),
+                {"ok": True, "id": note["id"]},
+            )
+
+            status = execute_agent_tool(
+                "create_status",
+                {"title": "паспорт", "status": "ожидание"},
+                **common,
+            )
+            self.assertEqual(
+                status,
+                {
+                    "ok": True,
+                    "id": status["id"],
+                    "title": "паспорт",
+                    "status": "ожидание",
+                },
+            )
+            self.assertEqual(
+                execute_agent_tool(
+                    "update_status",
+                    {"id": status["id"], "status": "готово"},
+                    **common,
+                ),
+                {"ok": True, "id": status["id"], "status": "готово"},
+            )
+            self.assertEqual(
+                execute_agent_tool("list_statuses", {}, **common)["items"][0][
+                    "status"
+                ],
+                "готово",
+            )
+            self.assertEqual(
+                execute_agent_tool(
+                    "delete_status",
+                    {"id": status["id"]},
+                    **common,
+                ),
+                {"ok": True, "id": status["id"]},
+            )
+
+    def test_unknown_tool_error_remains_stable(self) -> None:
+        with tempfile.TemporaryDirectory() as directory:
+            result = execute_agent_tool(
+                "missing",
+                {},
+                create_storage(Path(directory) / "assistant.sqlite3"),
+                user_id=42,
+                chat_id=100,
+                tz=ZoneInfo("UTC"),
+            )
+
+        self.assertEqual(
+            result,
+            {"ok": False, "error": "unknown tool: missing"},
+        )
+
+
 class StorageTests(unittest.TestCase):
+    def test_new_database_uses_latest_schema_version(self) -> None:
+        with tempfile.TemporaryDirectory() as directory:
+            database_path = Path(directory) / "assistant.sqlite3"
+            create_storage(database_path)
+
+            with closing(sqlite3.connect(database_path)) as connection:
+                version = connection.execute(
+                    "PRAGMA user_version"
+                ).fetchone()[0]
+
+        self.assertEqual(version, LATEST_SCHEMA_VERSION)
+
+    def test_user_authorization_is_persisted(self) -> None:
+        with tempfile.TemporaryDirectory() as directory:
+            database_path = Path(directory) / "assistant.sqlite3"
+            storage = create_storage(database_path)
+
+            self.assertFalse(storage.is_user_authorized(42))
+            storage.authorize_user(42)
+
+            reopened_storage = create_storage(database_path)
+            self.assertTrue(reopened_storage.is_user_authorized(42))
+            self.assertFalse(reopened_storage.is_user_authorized(43))
+
     def test_legacy_user_settings_gets_yandex_model_column(self) -> None:
         with tempfile.TemporaryDirectory() as directory:
             database_path = Path(directory) / "assistant.sqlite3"
@@ -68,14 +250,32 @@ class StorageTests(unittest.TestCase):
                 )
                 connection.commit()
 
-            storage = AssistantStorage(database_path)
+            storage = create_storage(database_path)
             storage.set_user_model(42, "yandexgpt", "yandex")
 
             self.assertEqual(storage.get_user_model(42, "yandex"), "yandexgpt")
+            with closing(sqlite3.connect(database_path)) as connection:
+                version = connection.execute(
+                    "PRAGMA user_version"
+                ).fetchone()[0]
+            self.assertEqual(version, LATEST_SCHEMA_VERSION)
+
+    def test_default_models_are_injected(self) -> None:
+        with tempfile.TemporaryDirectory() as directory:
+            storage = create_storage(Path(directory) / "assistant.sqlite3")
+
+            self.assertEqual(
+                storage.get_user_model(42, "local"),
+                DEFAULT_MODELS["local"],
+            )
+            self.assertEqual(
+                storage.get_user_model(42, "yandex"),
+                DEFAULT_MODELS["yandex"],
+            )
 
     def test_provider_models_are_stored_separately(self) -> None:
         with tempfile.TemporaryDirectory() as directory:
-            storage = AssistantStorage(Path(directory) / "assistant.sqlite3")
+            storage = create_storage(Path(directory) / "assistant.sqlite3")
 
             storage.set_user_model(42, "qwen3.5:9b", "local")
             storage.set_user_model(42, "yandexgpt", "yandex")
@@ -85,7 +285,7 @@ class StorageTests(unittest.TestCase):
 
     def test_memory_crud(self) -> None:
         with tempfile.TemporaryDirectory() as directory:
-            storage = AssistantStorage(Path(directory) / "assistant.sqlite3")
+            storage = create_storage(Path(directory) / "assistant.sqlite3")
             memory_id = storage.add_memory(42, "короткие ответы")
 
             self.assertEqual(storage.list_memories(42)[0]["id"], memory_id)
@@ -94,7 +294,7 @@ class StorageTests(unittest.TestCase):
 
     def test_new_context_preserves_searchable_archive(self) -> None:
         with tempfile.TemporaryDirectory() as directory:
-            storage = AssistantStorage(Path(directory) / "assistant.sqlite3")
+            storage = create_storage(Path(directory) / "assistant.sqlite3")
             storage.add_conversation_exchange(
                 42,
                 100,

tests/test_telegram_utils.py

@@ -0,0 +1,162 @@
+import asyncio
+import unittest
+from types import SimpleNamespace
+from unittest.mock import AsyncMock
+
+from telegram.constants import ChatAction, ParseMode
+from telegram.error import BadRequest
+
+from assistant_bot.telegram_utils import (
+    FORMATTING_FALLBACK_NOTICE,
+    build_inline_results,
+    escape_markdown_text,
+    render_markdown_chunks,
+    reply_markdown,
+    send_markdown,
+    typing_action,
+)
+
+
+class MarkdownRenderingTests(unittest.TestCase):
+    def test_converts_common_markdown_to_markdown_v2(self) -> None:
+        chunks = render_markdown_chunks(
+            "**📝 Заметки**\n\n- `#3` Проект\\_v2\\.0"
+        )
+
+        self.assertEqual(len(chunks), 1)
+        markdown_v2, plain_text = chunks[0]
+        self.assertIn("*📝 Заметки*", markdown_v2)
+        self.assertIn("Проект\\_v2\\.0", markdown_v2)
+        self.assertNotIn("**", markdown_v2)
+        self.assertIn("Проект_v2.0", plain_text)
+
+    def test_splits_long_formatted_text_without_losing_format(self) -> None:
+        chunks = render_markdown_chunks(f"**{'слово ' * 999}слово**")
+
+        self.assertGreater(len(chunks), 1)
+        for markdown_v2, plain_text in chunks:
+            self.assertLessEqual(len(plain_text.encode("utf-16-le")) // 2, 3900)
+            self.assertLessEqual(len(markdown_v2.encode("utf-16-le")) // 2, 3900)
+            self.assertTrue(markdown_v2.startswith("*"))
+            self.assertTrue(markdown_v2.rstrip().endswith("*"))
+
+    def test_splits_by_rendered_markdown_v2_length(self) -> None:
+        chunks = render_markdown_chunks(escape_markdown_text("_" * 5000))
+
+        self.assertGreater(len(chunks), 2)
+        for markdown_v2, _plain_text in chunks:
+            self.assertLessEqual(len(markdown_v2.encode("utf-16-le")) // 2, 3900)
+
+    def test_inline_results_use_markdown_v2(self) -> None:
+        results = build_inline_results("проект_v2")
+
+        bold_content = results[1].input_message_content
+        self.assertEqual(bold_content.parse_mode, ParseMode.MARKDOWN_V2)
+        self.assertEqual(bold_content.message_text, "*проект\\_v2*")
+
+
+class MarkdownDeliveryTests(unittest.IsolatedAsyncioTestCase):
+    async def test_send_markdown_uses_the_shared_formatted_delivery(self) -> None:
+        sent_message = SimpleNamespace()
+        bot = SimpleNamespace(
+            send_message=AsyncMock(return_value=sent_message)
+        )
+
+        result = await send_markdown(bot, 42, "**Готово.**")
+
+        self.assertIs(result, sent_message)
+        bot.send_message.assert_awaited_once_with(
+            chat_id=42,
+            text="*Готово\\.*",
+            parse_mode=ParseMode.MARKDOWN_V2,
+        )
+
+    async def test_retries_plain_text_with_notice_when_telegram_rejects_markup(
+        self,
+    ) -> None:
+        fallback_message = SimpleNamespace()
+        message = SimpleNamespace(
+            reply_text=AsyncMock(
+                side_effect=[
+                    BadRequest("Can't parse entities"),
+                    fallback_message,
+                ]
+            )
+        )
+
+        sent = await reply_markdown(message, "**Готово.**")
+
+        self.assertIs(sent, fallback_message)
+        self.assertEqual(message.reply_text.await_count, 2)
+        formatted_call, fallback_call = message.reply_text.await_args_list
+        self.assertEqual(
+            formatted_call.kwargs["parse_mode"],
+            ParseMode.MARKDOWN_V2,
+        )
+        self.assertNotIn("parse_mode", fallback_call.kwargs)
+        self.assertEqual(
+            fallback_call.args[0],
+            f"Готово.\n\n{FORMATTING_FALLBACK_NOTICE}",
+        )
+
+    async def test_places_fallback_notice_only_in_last_chunk(self) -> None:
+        first_message = SimpleNamespace()
+        markdown = f"**{'слово ' * 999}слово**"
+        expected_chunks = render_markdown_chunks(markdown)
+        call_number = 0
+
+        async def send(*_args, **_kwargs):
+            nonlocal call_number
+            call_number += 1
+            if call_number == 1:
+                raise BadRequest("Can't parse entities")
+            return first_message if call_number == 2 else SimpleNamespace()
+
+        message = SimpleNamespace(reply_text=AsyncMock(side_effect=send))
+
+        await reply_markdown(message, markdown)
+
+        self.assertEqual(message.reply_text.await_count, len(expected_chunks) + 1)
+        first_plain_call = message.reply_text.await_args_list[1]
+        last_formatted_call = message.reply_text.await_args_list[-1]
+        self.assertNotIn(FORMATTING_FALLBACK_NOTICE, first_plain_call.args[0])
+        self.assertIn(
+            "Не удалось применить форматирование",
+            last_formatted_call.args[0],
+        )
+        self.assertEqual(
+            last_formatted_call.kwargs["parse_mode"],
+            ParseMode.MARKDOWN_V2,
+        )
+
+
+class TypingActionTests(unittest.IsolatedAsyncioTestCase):
+    async def test_refreshes_typing_until_context_exits(self) -> None:
+        refreshed = asyncio.Event()
+        call_count = 0
+
+        async def send_chat_action(**_kwargs) -> None:
+            nonlocal call_count
+            call_count += 1
+            if call_count >= 2:
+                refreshed.set()
+
+        bot = SimpleNamespace(
+            send_chat_action=AsyncMock(side_effect=send_chat_action)
+        )
+
+        async with typing_action(bot, chat_id=42, interval=0.001):
+            await asyncio.wait_for(refreshed.wait(), timeout=0.5)
+
+        calls_after_exit = call_count
+        await asyncio.sleep(0.01)
+
+        self.assertGreaterEqual(calls_after_exit, 2)
+        self.assertEqual(call_count, calls_after_exit)
+        for call in bot.send_chat_action.await_args_list:
+            self.assertEqual(call.kwargs["chat_id"], 42)
+            self.assertEqual(call.kwargs["action"], ChatAction.TYPING)
+
+
+if __name__ == "__main__":
+    unittest.main()

tests/test_voice_handler.py

@@ -3,8 +3,13 @@ from pathlib import Path
 from types import SimpleNamespace
 from typing import Any
 from unittest.mock import AsyncMock, MagicMock, patch
+from zoneinfo import ZoneInfo
+
+from telegram.constants import ParseMode
 
 from assistant_bot.handlers import private_voice
+from assistant_bot.services import SERVICES_KEY, ApplicationServices
+from assistant_bot.telegram_utils import render_markdown_chunks
 
 
 class VoiceHandlerTests(unittest.IsolatedAsyncioTestCase):
@@ -28,8 +33,14 @@ class VoiceHandlerTests(unittest.IsolatedAsyncioTestCase):
             bot=bot,
             application=SimpleNamespace(
                 bot_data={
-                    "speech_recognizer": recognizer,
-                    "voice_max_duration": 120,
+                    SERVICES_KEY: ApplicationServices(
+                        storage=SimpleNamespace(),
+                        ai_client=SimpleNamespace(),
+                        timezone=ZoneInfo("UTC"),
+                        speech_recognizer=recognizer,
+                        voice_max_duration_seconds=120,
+                        assistant_password="secret",
+                    ),
                 }
             ),
         )
@@ -42,8 +53,12 @@ class VoiceHandlerTests(unittest.IsolatedAsyncioTestCase):
 
         await private_voice(update, context)
 
+        rendered = render_markdown_chunks(
+            "🎙️ **Голосовое сообщение слишком длинное.** Максимум: `120` сек."
+        )[0][0]
         update.message.reply_text.assert_awaited_once_with(
-            "Голосовое сообщение слишком длинное. Максимум: 120 сек."
+            rendered,
+            parse_mode=ParseMode.MARKDOWN_V2,
         )
         recognizer.transcribe.assert_not_called()
 
@@ -64,7 +79,13 @@ class VoiceHandlerTests(unittest.IsolatedAsyncioTestCase):
         telegram_file.download_to_drive.assert_awaited_once_with(
             custom_path=temporary_path
         )
-        status.edit_text.assert_awaited_once_with("Распознано: Напомни позвонить")
+        rendered = render_markdown_chunks(
+            "🎙️ **Распознано:** Напомни позвонить"
+        )[0][0]
+        status.edit_text.assert_awaited_once_with(
+            rendered,
+            parse_mode=ParseMode.MARKDOWN_V2,
+        )
         run_agent.assert_awaited_once_with(
             update,
             context,