--- name: "running-offsites" description: "Plan and run a team offsite/retreat: agenda, facilitation guide, logistics, post-offsite action plan." --- # Running Offsites ## Scope **Covers** - Designing an offsite that produces **durable alignment + decisions + momentum** (not “good vibes”) - Choosing the right format: **1-day whiteboard sprint**, multi-day retreat, or remote-first **quarterly bursts** - Creating conditions for deep work: **laptops down**, physical collaboration, and “out of day-to-day” space - Building human connection **before** hard strategy work (so the room can disagree productively) - Ending with clear artifacts: decisions, action plan, and follow-up communication that prevents backsliding **When to use** - “Plan a team offsite / retreat with a concrete agenda and outputs.” - “Design a strategy offsite that results in decisions and owners.” - “We’re remote-first—create a quarterly in-person ‘burst’ plan.” - “Create the offsite prework + facilitation guide + logistics checklist.” - “Turn our offsite into a documented plan and follow-up comms.” **When NOT to use** - You’re trying to fix deep interpersonal conflict with a workshop (“storytelling” won’t fix trust); do conflict repair first (or involve HR/leadership). - You don’t know what you’re trying to achieve (use problem definition or product vision first). - You need a single meeting agenda and facilitation plan, not a multi-session program (use `running-effective-meetings`). - You need to design recurring team ceremonies or rituals (use `team-rituals`; offsites are one-time or quarterly events, not ongoing cadences). - You need stakeholder buy-in for a specific proposal (use `stakeholder-alignment`; an offsite may include alignment sessions, but the alignment campaign is a separate skill). - You need to build a presentation or keynote for one session (use `giving-presentations`; this skill designs the full offsite program). - You need a large-scale event with complex vendor/contracting needs (use professional event planning support; this skill focuses on team-level offsites). - The request is HR/legal/compliance-sensitive (escalate to humans and follow company policy). ## Inputs **Minimum required** - Offsite type: strategy / planning / retro / team reset / “burst” - Outcomes: 3–7 desired outputs (decisions, plans, relationship goals) - Participants (count, roles, time zones) + who must be in the room for decisions - Constraints: dates, duration, budget band, location constraints, accessibility needs - Current state: what’s broken today + any known tensions/elephants-in-the-room **Missing-info strategy** - Ask up to 5 questions from [references/INTAKE.md](references/INTAKE.md) (3–5 at a time). - If details are missing, proceed with explicit assumptions and offer 2–3 format options. - Do not request secrets; use anonymized/redacted context. ## Outputs (deliverables) Produce an **Offsite Pack** (Markdown in-chat; or files if requested) in this order: 1) **Offsite Brief (1-pager)** (purpose, outcomes, decisions-in-scope, attendees, constraints, success measures) 2) **Agenda (timed) + Session Output Map** (each block has an explicit artifact output) 3) **Prework Pack** (pre-read + prompts + assignments + data/inputs to bring) 4) **Facilitation Run-of-Show** (scripts, norms, “laptops down” rules, decision capture method) 5) **Logistics Plan + Checklist** (venue/rooms/materials/food/tech/accessibility + backup plan) 6) **Post-Offsite Output Pack** (notes, decisions, action plan, follow-up comms, review checkpoints) 7) **Risks / Open questions / Next steps** (always included) Templates: [references/TEMPLATES.md](references/TEMPLATES.md) Expanded guidance: [references/WORKFLOW.md](references/WORKFLOW.md) ## Workflow (8 steps) ### 1) Intake + boundary check (don’t design the wrong offsite) - **Inputs:** user context; [references/INTAKE.md](references/INTAKE.md). - **Actions:** Confirm: offsite type, desired outputs, constraints, and whether there’s underlying conflict/trust debt that must be handled first. - **Outputs:** Context snapshot + assumptions/unknowns list + “offsite is appropriate” decision. - **Checks:** You can name the “elephants” (at a safe level) and decide whether to address them directly, defer them, or escalate. ### 2) Define outcomes and decisions (artifact-first) - **Inputs:** goals; constraints; stakeholder/participant roles. - **Actions:** Convert goals into 3–7 concrete outputs (decisions, plans, principles, team norms). Define what must be decided **in the room** vs prepared in advance. - **Outputs:** Offsite Brief sections: outcomes, decisions-in-scope, non-goals, success measures. - **Checks:** Each outcome has an owner and a clear “done” definition. ### 3) Choose the right format (burst vs retreat vs whiteboard day) - **Inputs:** outcomes; time available; work mode (remote/hybrid/on-site). - **Actions:** Pick an offsite shape: - **Whiteboard day** for deep strategic work (“defrag the day”, laptops down). - **Retreat** (1.5–3 days) for reset + strategy + team bonding. - **Burst cadence** (quarterly) for remote-first high-velocity creative work. - **Outputs:** Format recommendation + draft schedule skeleton (day blocks) + cadence suggestion. - **Checks:** The format matches the work (creative/strategic/relationship) and the energy budget (no 8 hours of talks). ### 4) Design the agenda as a sequence of outputs - **Inputs:** outcomes; session library in [references/WORKFLOW.md](references/WORKFLOW.md). - **Actions:** Build a timed agenda where every session produces an artifact (decision log entry, principles list, strategy bets, roadmap slice, working agreements). Add breaks and “connection first” time. - **Outputs:** Agenda + Session Output Map. - **Checks:** At least 60% of time is interactive/co-creation; sessions have explicit facilitators and outputs. ### 5) Build prework that protects the offsite (remove day-to-day) - **Inputs:** topics; data needed; participant availability. - **Actions:** Create a prework pack that gathers inputs asynchronously and reduces meeting time wasted on context. Explicitly set “out of routine” expectations (no email/Slack during blocks, if feasible). - **Outputs:** Prework Pack (pre-read + prompts + assignments). - **Checks:** Participants can arrive ready to decide (not just “get informed”). ### 6) Write the facilitation run-of-show (make it runnable) - **Inputs:** agenda; team norms; facilitation constraints. - **Actions:** Draft the facilitation script: opening framing, norms, “laptops down” rule, whiteboard usage, breakout instructions, decision capture, and how to handle disagreement safely. - **Outputs:** Facilitation Run-of-Show. - **Checks:** A facilitator could run the day with minimal additional context; decision capture is defined. ### 7) Logistics + infrastructure (make it frictionless) - **Inputs:** format; location; budget band; accessibility needs. - **Actions:** Create a logistics plan and checklist (venue/rooms, supplies, food, travel, tech, accessibility, contingency plans). For bursts: define a repeatable booking/logistics process. - **Outputs:** Logistics Plan + Checklist. - **Checks:** Known failure modes are covered (no markers, bad room setup, no breaks, travel chaos, AV issues). ### 8) Close with memory + follow-through (prevent “Monday amnesia”) - **Inputs:** notes/outputs; owners; timelines. - **Actions:** Produce a post-offsite pack: decisions, action plan with owners/dates, follow-up comms, and review checkpoints. Add a “memory artifact” (1-page narrative, principles, or photo of boards + summary). - **Outputs:** Post-Offsite Output Pack + comms draft + review plan. - **Checks:** Every decision has an owner and next step; stakeholders not in the room receive a crisp summary. ## Quality gate (required) - Run [references/CHECKLISTS.md](references/CHECKLISTS.md) and score with [references/RUBRIC.md](references/RUBRIC.md). - Always include: **Risks**, **Open questions**, **Next steps**. ## Examples **Example 1 (strategy offsite):** “Plan a 1-day strategy offsite for a 10-person product team (remote-first). Output the offsite brief, agenda + run-of-show, prework, logistics checklist, and post-offsite decision/action templates.” Expected: Offsite Pack with laptops-down whiteboard blocks + clear decision capture. **Example 2 (quarterly bursts):** “Design a quarterly 2-day in-person burst cadence for a distributed team (PST/EST/UK). Include repeatable logistics, prework, and a default agenda that balances connection and deep work.” Expected: Burst program plan + default burst agenda + ops checklist. **Boundary example (redirect):** “Design a weekly team ritual where we share wins, review metrics, and do a mini-retro.” Response: This is a recurring team ceremony, not a one-time offsite. Redirect to `team-rituals` for cadence design and ritual templates. If the team also needs a one-time offsite to kick off the new rituals, handle that here. **Boundary example (reframe):** “Run a storytelling workshop to fix our leadership team’s distrust.” Response: explain that skills workshops won’t fix trust debt; recommend addressing conflict/relationships first, then revisit an offsite focused on working agreements and decision norms. ## Anti-patterns (common failure modes) 1. **”Good vibes only” offsite** -- Planning team bonding and dinners but no concrete decision sessions or output artifacts. The team returns energized but nothing changes in the work. 2. **Back-to-back talks all day** -- Filling the agenda with presentations and leaving no time for interactive co-creation or whiteboarding. Participants become passive listeners instead of contributors. 3. **No prework, cold start** -- Skipping prework so participants spend the first half of the offsite getting context. Deep work never happens because the room never gets past discovery. 4. **”Monday amnesia”** -- Ending the offsite without a written post-offsite pack (decisions, owners, dates, comms). Within a week, participants disagree on what was decided and momentum dies. 5. **Ignoring conflict or forcing vulnerability** -- Either avoiding the “elephants in the room” entirely or running forced trust exercises on a team with real relationship damage. Both approaches fail; name the elephants at a safe level and escalate genuine conflict to HR/leadership.