Add proactive-reminders skill to productivity plugin

[DyrtyJax]

Summary

Adds a proactive-reminders skill to the productivity plugin — time-based reminders that deliver themselves via ~~chat when they come due.

This fills a gap between task-management (tracks what needs doing) and actually ensuring it gets done on time. Tasks are a backlog; reminders are a push notification.

What it does

• Natural language scheduling — "remind me to call Acme next Tuesday at 2pm"
• Cross-team reminders — "remind Sarah to send the proposal" → group DM with both parties
• Recurrence — daily, weekly, weekdays, monthly
• CRM + project tracker linking — attach reminders to deals or tasks for context
• Date validation — server-side auto-correction for AI model year errors (a real production issue)
• Delivery mechanism — documented patterns for cron-based, calendar-based, and scheduled-message approaches

Why this matters

Every sales team needs follow-up reminders. Every ops team needs deadline nudges. The existing task-management skill is great for tracking work, but it's passive — the user has to check TASKS.md. Reminders are active — they find you.

Production tested

This skill is based on a system we run in production at Dyrt, an 11-person waste management company in LA. We built our entire CRM and operations stack on Claude Cowork + MCP tools. The reminder system handles 50+ reminders/week across our sales team, with 15-minute cron delivery via Cloudflare Workers.

Key production lessons baked into the skill:

• AI models sometimes generate timestamps with wrong years → server-side auto-correction pattern documented
• Cross-team reminders work best as group DMs (all parties see the context)
• Recurrence needs special handling for weekdays (Friday → skip to Monday)

Files

• productivity/skills/proactive-reminders/SKILL.md — the skill definition

Relationship to existing skills

	task-management	proactive-reminders
Purpose	Track what needs doing	Ensure it gets done on time
Delivery	User checks manually	Push notification at set time
Recurrence	No	Yes
Cross-team	No	Yes
Time-based	No	Yes

They work best together: use task-management for your backlog, use proactive-reminders for time-sensitive follow-ups.

[DyrtyJax]

Hey @mattpic-ant — would love your eyes on this when you get a chance. This is based on a reminder system we run in production (waste management company, 11-person team). The key insight is that task-management tracks what needs doing but reminders ensure it actually gets done on time — they complement each other. Happy to iterate on format/structure to match your conventions.