feat: restore roast-of-the-day with 14-day prompt history

Separate roast generation from motivation again and pass cached roasts
from the last 14 days into the OpenRouter prompt to reduce repetition.

Co-authored-by: Cursor <cursoragent@cursor.com>

server/scheduler.py

@@ -9,7 +9,7 @@ from apscheduler.schedulers.asyncio import AsyncIOScheduler
 from apscheduler.triggers.cron import CronTrigger
 from apscheduler.triggers.date import DateTrigger
 
-from server.ai import generate_daily_motivation
+from server.ai import generate_daily_motivation, generate_roast_of_the_day
 from server.config_loader import load_meds_config, slot_to_dict, today_str
 from server.db import get_db, utc_now_iso
 from server.messages import pick
@@ -54,6 +54,17 @@ async def _generate_daily_motivation() -> None:
         await db.close()
 
 
+async def _generate_daily_roast() -> None:
+    config = load_meds_config()
+    db = await get_db()
+    try:
+        await generate_roast_of_the_day(db, config.timezone)
+    except Exception:
+        logger.exception("Daily roast generation failed")
+    finally:
+        await db.close()
+
+
 async def _evening_check() -> None:
     logger.info("Evening check triggered")
     db = await get_db()
@@ -147,6 +158,13 @@ def start_scheduler() -> None:
         replace_existing=True,
     )
 
+    scheduler.add_job(
+        _generate_daily_roast,
+        trigger=CronTrigger(hour=3, minute=5, timezone=tz),
+        id="daily-roast",
+        replace_existing=True,
+    )
+
     if not scheduler.running:
         scheduler.start()
         logger.info("Scheduler started for timezone %s", tz)