team-offsite-planner

Installation
SKILL.md

Team Offsite Planner Skill

This skill designs a complete team offsite — from goals to minute-by-minute agenda, including session facilitation guides and a logistics checklist.

Required Inputs

Ask the user for these if not provided:

  • Team size (number of people)
  • Duration (half day / full day / 1.5 days / 2 days)
  • Primary goal (e.g. Q3 planning / team bonding / strategy alignment / retrospective / all of the above)
  • Location type (office / external venue / remote-first hybrid)
  • Key topics to cover (if known)
  • Any constraints (budget, accessibility, team dynamics to be aware of)
  • Remote attendees? (Yes/No — affects session design significantly)

Output Structure


Team Offsite Plan: [Team Name]

Date: [TBD or as provided] Duration: [X days] Attendees: [X people] Goal: [Primary goal from inputs]


1. Offsite Objectives

State 3–5 clear objectives. Each objective should be answerable at the end of the offsite — the team should be able to say "we achieved this" or "we didn't."

  • By the end of this offsite, we will have [specific outcome].

2. Full Agenda

For each time block, produce:

[Time] — [Session Title] (Duration: X min)

  • Type: [Opening / Working session / Workshop / Decision / Social / Break]
  • Owner: [Who runs this — Facilitator / Specific person / Group]
  • Goal: [What this session produces or achieves]
  • Format: [How it runs — e.g. "Whole group discussion", "4 breakout groups of 3", "Silent async doc read + Q&A"]
  • Output: [What leaves the room — e.g. "Agreed list of H2 priorities", "Updated team norms doc", "Go/No-go decision on X"]

Day 1 Example Structure:

Time Session Duration Type
09:00 Arrival & coffee 30 min Social
09:30 Opening & objectives 20 min Framing
09:50 [Strategic session 1] 90 min Working
11:20 Break 15 min
11:35 [Workshop or decision] 75 min Workshop
13:00 Lunch 60 min Social
14:00 [Working session 2] 90 min Working
15:30 Break 15 min
15:45 [Team session / retro] 60 min Team
16:45 Day close — commitments 30 min Close
17:15 Social / dinner Open Social

Adapt timing to duration and goals.


3. Session Facilitation Notes

For each working session, provide:

Session: [Name]

Time needed: [X minutes] Materials: [Post-its, Miro board, printed docs, etc.]

Step-by-step facilitation:

  1. [What the facilitator says/does to open — 2–3 min]
  2. [Core activity — describe in detail]
  3. [How to gather/consolidate output]
  4. [Closing move — decision, vote, or commitment]

If the group gets stuck: [One facilitation technique to unstick — e.g. "Dot voting if no consensus", "Parking lot for off-topic items"]

Watch out for: [Common pitfall for this session type — e.g. "The loudest voices dominating. Use silent individual writing first."]


4. Pre-Offsite Prep Checklist

For the organiser to complete before the offsite:

2 weeks before:

  • Book venue and confirm capacity and AV
  • Send calendar invites with travel info
  • Share pre-read or pre-work doc (if any)
  • Confirm dietary requirements and accessibility needs

1 week before:

  • Send agenda to all attendees
  • Assign session owners and brief them
  • Prepare materials (print, Miro boards, name cards)
  • Confirm remote setup if hybrid

Day before:

  • Test AV and video conferencing setup
  • Prepare room layout
  • Confirm headcount and catering

5. Post-Offsite Actions

Template for the summary document to send within 48 hours:

[Team] Offsite Summary — [Date]

  • Decisions made: [List]
  • Actions and owners: [Table: Action | Owner | Due date]
  • Parking lot items: [Topics deferred for follow-up]
  • Next check-in: [When the team will review offsite commitments]

Quality Checks

  • Objectives are measurable at end of day
  • Sessions alternate between high-energy and reflective
  • No single session runs longer than 90 minutes without a break
  • Remote attendees have equal participation in working sessions
  • Each working session has a stated output
  • Agenda has social/informal time built in

Example Trigger Phrases

  • "Plan a 1-day offsite for my team of [size]"
  • "Design a 2-day team retreat for [goal]"
  • "Build an agenda for our Q[N] team planning day"
  • "Help me plan a hybrid offsite for [team size] people"
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