Calendar Defrag Skill

Calendar Defrag Skill

Calendars fragment the way disks did: nothing big fits anywhere, and every week costs more than it returns. This skill audits the week like a capacity planner (what each meeting costs, what the fragments waste), proposes the defrag, and — only with approval — executes the moves through an agent with calendar access.

What This Skill Produces

• The audit — every recurring meeting priced (hours × attendees), fragmentation map of the week, the largest contiguous focus block currently possible
• The defrag proposal — meetings to shorten / merge / make async / decline-with-note, moves that consolidate fragments into 2h+ focus blocks
• The execution plan — exact calendar operations, shown before any are made

Required Inputs

Ask for these if not provided:

• Calendar scope — which week(s), work hours, timezone
• The user's real priorities — defrag serves deep work on something; name it
• Untouchables — meetings that are politically or contractually fixed
• Meeting-owner etiquette — may the agent propose times to others, or only move solo/owned events?

Framework

1. Price everything: duration × attendees = cost; recurring cost × 26 = the six-month bill. Print it — the bill changes minds that advice can't.
2. The fragment rule: a gap under 45 minutes is lost time; count the week's fragment waste in hours.
3. The defrag moves, in preference order: delete (with a note) → make async (doc + comments) → halve the duration → merge with an adjacent ritual → move to the edge of the day.
4. Focus blocks are placed first — 2h+ blocks at the user's stated peak hours; meetings pack around them, not vice versa.
5. Respect other people's calendars: moves affecting others become proposals (draft messages), never unilateral moves.

Output Format

Calendar Defrag: week of [date]

The bill: [n] meeting-hours (× attendees = [n] person-hours) · fragments waste [n]h · largest focus block today: [n]min

Quality Checks

• Every recurring meeting carries its six-month price
• Every removal has a draft note to the organizer — silent declines burn trust
• Focus blocks land on stated peak hours, not leftovers
• Moves touching other people are proposals with drafts, not actions