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- Add proactive_cron, proactive_prompt, last_proactive_at fields to Discord models - Add /proactive command handler for configuring check-in schedules - Add evaluate_proactive_checkins task (runs every minute via celery beat) - Add execute_proactive_checkin task that evaluates interest and sends messages - Smart bot selection finds the correct bot for each server - Channel selection defaults to "general" text channel for servers - Add database migration for new fields - Add comprehensive tests for commands and tasks 🤖 Generated with [Claude Code](https://claude.com/claude-code) Co-Authored-By: Claude Opus 4.5 <noreply@anthropic.com>