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task-management skill: 'remind me to' creates a static task, not a time-based reminder #141

@DyrtyJax

Description

@DyrtyJax

Problem

The task-management skill in the productivity plugin handles "remind me to..." by adding a line to TASKS.md. This creates a static task — there's no time-based delivery, no notification, no recurrence. The user has to manually check the file to see their reminders.

In production, this is the #1 gap we hit. Sales reps say "remind me to call Acme Friday at 8am" and expect a notification at that time. Instead they get a bullet point in a markdown file that nobody checks.

What's needed

Time-based reminders that deliver themselves — via Slack DM, email, or calendar notification — when they come due. Key requirements from our production usage:

  • Natural language time parsing ("next Tuesday at 2pm", "every weekday at 9am")
  • Delivery via ~~chat at the scheduled time
  • Recurrence (daily, weekly, weekdays, monthly)
  • Cross-team: "remind Sarah to send the proposal" should notify Sarah, not just the sender

Current workaround

We built a full reminder system outside the plugin framework: database storage, 15-minute cron checker, Slack DM delivery, recurrence handling, and server-side date correction (Claude sometimes generates timestamps with the wrong year — see below).

PR submitted

PR #140 adds a proactive-reminders skill that documents this pattern, including the delivery mechanism, storage schema, date validation, and cross-team reminders. It complements task-management — tasks track what needs doing, reminders ensure it gets done on time.

Production lesson: date validation is critical

Claude's knowledge cutoff means it sometimes generates timestamps with the wrong year (e.g., 2025-03-25 instead of 2026-03-25). Reminders with past dates fire immediately. We had to add server-side auto-correction:

IF remind_at is in the past:
  TRY replacing year with current year
  TRY replacing year with next year (Dec→Jan edge case)
  ELSE reject

Any reminder implementation needs this validation layer.

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