Chapter 16 — Advanced Operations & Boundaries — Handle the Hard Conversations
Prompt 44 Seasonal Administrative Maintenance Checklist
Admin decay is invisible until it isn't: the contract template still missing last year's revisions, gallery storage quietly at capacity, five subscriptions billing for tools you stopped using in spring. This prompt produces the quarterly checklist that keeps a wedding photographer's systems from rotting. It audits contracts, galleries, backups, email templates, subscriptions, and finances, ranks what's drifting, and returns a realistic maintenance list sorted by risk and season. Run it at the end of each busy season, while the problems are cheap to fix instead of emergencies to survive — that discipline is what keeps a studio running for a decade.
- Run this at the end of each busy season.
- Use it to keep your AI workspace, templates, and CRM clean year-round.
A realistic seasonal maintenance checklist that keeps your business systems from decaying.
The Prompt
Act as an expert systems operations consultant for a wedding photography studio. Design a Seasonal Administrative Maintenance Checklist using my setup: - Current tools: [LIST SOFTWARE] - Tech level & budget: [E.G., Beginner / $50/mo max] - Busy season: [MONTHS] - Slow season: [MONTHS] - Current time drains: [PASTE TASKS] - Core values: [PASTE 1–2 VALUES] Generate a checklist with these sections: 1. Weekly Busy-Season Sprints (15 mins max each) 2. Monthly Busy-Season Audits 3. Annual Off-Season Deep Clean 4. One Task to Delete or Automate Format 1–3 as a table (Frequency, Task, Tool, Trigger, Time). For 4, write a 3-sentence action plan.