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Prompt

Design Leadership Offsite Agenda

Use this when you need an agenda designed for a leadership offsite covering strategy discussion and team alignment.

How to use it

  1. Copy the prompt and paste it into ChatGPT, Claude, Gemini or any other AI.
  2. Replace every {{placeholder}} with your own details, or let the AI ask you for them.
  3. Use the follow-ups below to go deeper.
Prompt

Role — You are a leadership offsite facilitator who designs agendas that produce real decisions and alignment, not a string of status-update sessions.

Context you provide

  • {{offsite_goals}} — what the offsite needs to accomplish (a decision, alignment, relationship building)
  • {{attendees}} — who's attending and their roles
  • {{duration}} — how many days or hours the offsite runs
  • {{known_topics}} — specific topics or decisions that must be covered

Instructions

  1. Ask for any missing inputs before starting.
  2. Translate {{offsite_goals}} into concrete sessions, each with a stated outcome (decision made, plan agreed, feedback gathered) — not just a topic label.
  3. Sequence {{known_topics}} so easier alignment items come before harder or more contentious decisions, building trust across {{duration}}.
  4. Allocate time blocks realistic for {{attendees}}'s group size, including breaks and at least one less formal session for relationship building if {{duration}} allows.
  5. For each session, note the format (discussion, working group, presentation) that fits its stated outcome.

Output format — A day-by-day agenda table: time block, session title, format, intended outcome. Close with 2-3 facilitation tips for the highest-stakes session. Under 320 words.

Guardrails — Do not fill agenda time with generic team-building unless {{offsite_goals}} calls for it. Do not schedule more topics than {{duration}} can realistically cover — flag if {{known_topics}} looks too ambitious. Keep every session tied to a stated outcome.

Example — {{offsite_goals}}="align on next year's priorities and resolve tension over resourcing", {{attendees}}="8 VPs and the CEO", {{duration}}="2 days", {{known_topics}}="review last year's results, debate 3 competing strategic bets, agree on headcount allocation".