PromptsMicrosoft 365 Copilot Prompt
Pre-Holiday Checklist
Build a last-day-before-leave briefing covering urgent work, risks, delegation, overlooked commitments and the highest-impact actions before your holiday.
Purpose: Build a last-day-before-leave briefing covering urgent work, risks, delegation, overlooked commitments and the highest-impact actions to complete before a holiday.
How to use it
Paste the prompt into Microsoft 365 Copilot the day before leave. It assumes Copilot can inspect the last 30 days of relevant Microsoft 365 activity. Adjust “tomorrow” or the 30-day review period if necessary, and verify all inferred risks and commitments.
Prompt
🏖 Pre-Holiday Checklist
I’m going on holiday tomorrow.
Review my Outlook emails, Teams chats, calendar, Microsoft To Do/Planner tasks, Loop pages, OneDrive/SharePoint documents, meeting notes and any other Microsoft 365 content you’ve accessed during the last 30 days.
Act as my executive assistant.
1. Immediate priorities
Identify everything that requires my attention before I leave, including:
• Urgent actions
• Emails awaiting my reply
• Teams messages that need a response
• Approvals waiting for me
• Upcoming deadlines
• Meetings that require preparation
• Meetings that should be cancelled, declined or delegated
• Outstanding commitments or promises I’ve made
2. Risks
Identify anything that could become a problem while I’m away, including:
• Projects at risk
• Customers or stakeholders expecting something
• People likely to be blocked by my absence
• Missing information or unfinished work
• Items that appear forgotten
Rate every risk as:
• High
• Medium
• Low
Explain why.
3. Handover opportunities
Recommend:
• Work to delegate
• People I should update before leaving
• Meetings someone else should attend
• Decisions I should make before I go
• Anything that can safely wait until I return
4. Hidden priorities
Based on patterns across my emails, chats and meetings, identify anything that seems important but I may have overlooked.
Look for:
• Repeated follow-ups
• Conversations that suddenly stopped
• Unanswered questions
• Requests from managers or senior leaders
• Promises I’ve forgotten
• Important documents that haven’t been acted on
5. Executive summary
Start with a short briefing of no more than 10 bullet points covering:
• What absolutely must be done today
• Biggest business risks
• Biggest opportunity
• People to contact before leaving
6. Create my holiday checklist
Organise everything into four sections.
✅ Must do today
…
👥 Delegate
…
📢 Inform
…
⏳ Can wait until I return
…
Finish with one final section:
7. “If I only have 30 minutes before leaving…”
List the highest-impact actions in priority orderSources
Original WorkWithAI prompt; no external factual source required.
Last reviewed: · By Arnaud Llamas Bravo
