Chapter 16 — Advanced Operations & Boundaries — Handle the Hard Conversations

Prompt 44 Seasonal Administrative Maintenance Checklist

Context/Tips
  • Run this at the end of each busy season.
  • Use it to keep your AI workspace, templates, and CRM clean year-round.
Expected Outcome

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.