TeamOut (YC W22) bills $149/person for full retreat planning; NextRetreat bills €49/person — both on their pricing pages, checked 2026-09-26 — and NextRetreat's own FAQ puts total trip spend at €1,000–2,000 per person. That is a €20,000–40,000 budget for a 20-person offsite, executed from a plan written by hand in scattered docs — and when the event ends, the planning system leaves with the planner. YC backed an AI agent for this exact category in February 2026 (55 points on Hacker News), which tells you the pain is real. This kit is the in-house answer: the goal → budget → place → agenda → activities → logistics → run → follow-through loop as 30 files you own — venue RFP and scoring matrix, T-90 logistics checklist, facilitation runbooks, run-of-show, contingency playbook, feedback survey, and a decision tracker that survives contact with Monday. One payment of $79 — reuse it for every offsite to come.
Get the kit — $79One zip, 30 working files — the eight-step loop (goal → budget → place → agenda → activities → logistics → run → follow-through) with a worked example beside every template: a fictional 14-person remote company, Kite & Co., planning a 3-day Lisbon offsite on a $1,100/person budget. No software to install, nothing to subscribe to.
The goal decision tree asks four questions and lands on one of four paths — connect, decide, recharge, build — each with a different agenda. Then the scope worksheet and the approval email that gets the budget signed before bookings start.
The six-block per-person model with a 10–15% buffer, a worked line-item CSV, market reference points dated 2026-09-26 with a blank update log — plus the three approval emails, including the one for "not now".
Date rules (quarter-close, arrival days, timezone empathy), a weighted destination matrix, two ready-to-send venue RFP emails, and the 8-criteria scoring sheet with tie-breakers. The five vague venue answers you must not accept are listed by name.
Full 2-, 3- and 5-day agenda templates by goal path, a 15-session menu with sizing arithmetic, energy-curve rules (max two heavy blocks a day), an activity bank indexed by team size and budget, icebreaker scripts, and inclusion guardrails you can read aloud.
The master checklist from T-90 to T+7 with one owner per line, the travel-and-accommodation tracker CSV, the dietary and accessibility collection form with vendor-handling rules, and the four comms emails (save-the-date → packing list).
Facilitation runbooks (kickoff, decision session, retro), a minute-level run-of-show, the five-case contingency playbook, the T+24h feedback survey with a synthesis method, the decision → owner → date tracker, and the one-page report your approver actually reads.
Three real files from the kit, trimmed: the goal decision tree, the venue RFP template, and the T-90 logistics checklist. Instant download — no email needed.
Download the free sample (zip) Read what's inside first →Verified against the vendors' own pricing pages at the time of writing (2026-09-26). Prices change — check before any purchase, including this one.
| What you get | TeamOut (YC W22) | NextRetreat | Gable | This kit ($79 once) |
|---|---|---|---|---|
| Published pricing | Venue sourcing $0 (< 500 employees, $250 deposit) · Retreat planning $149/person · Year-round $1,500/yr | Concierge €49/person (20–80 people) · Concierge XL €39/person (80–500) · €50 deposit | Workplace platform: Essentials $4/bookable resource/mo · Visitor management $199–249/location/mo · On-demand venues subscription + usage | $79 once, printed on this page |
| Cost of offsite #2 | $149 per person again — $2,980 for a 20-person offsite | €49 per person again — ~€980 for the same team | Platform bills monthly whether or not an offsite happens | $0 more — duplicate the folder, run it again |
| What ships in the box | A planner's time: itinerary, vendor bookings, weekly planning meetings — "save 50+ hours of planning" is their own pitch | A specialist + platform: proposals, bookings, on-site support — the plan is theirs, hosted in their app | Enterprise software: space booking, analytics, visitor management — for companies of 50–5,000+ | The system: goal tree, budget model, RFP + scoring, agendas, activity bank, T-90 checklist, runbooks, run-of-show, contingencies, survey, tracker |
| After the event | The planning knowledge leaves with the planner; the next offsite starts from zero again | Their FAQ: total trip spend typically €1,000–2,000 per person — recurring, every event | Contract length and per-resource fees follow their roadmap | Files stay: your quotes, tracker and survey history become next year's starting point |
Sources: teamout.com/pricing · nextretreat.com/pricing · gable.to/pricing (all read 2026-09-26); offsite.com/pricing and surfoffice.com/pricing returned 404 the same day. Demand anchor: "Launch HN: TeamOut (YC W22) – AI agent for planning company retreats" (2026-02-25, 55 points, 61 comments). Card prices on Gumroad's template shelf are JS-hidden; the shelf search "team retreat template" returned 4 products on 2026-09-26.
Designed for someone who has never planned an offsite. Every step in the SETUP guide ends with a "what success looks like" check.
One folder, 30 files, a manifest that matches. Open START-HERE and see the eight-step loop and the time budget on one page.
The decision tree picks your path, the scope sheet captures it in one page, the budget model turns the ceiling into line items with a buffer — and the approval email goes out with a decision-by date inside your booking window.
The T-90 master checklist carries the weeks: RFP, scoring, bookings, forms, comms. On the day, the run-of-show and the contingency playbook run themselves; afterwards, the survey, the tracker and the one-page report close the loop.
Under 3% of what planning services charge for one 20-person offsite — and the files outlive every event.
Secure checkout via Stripe · 14-day refund, no forms · sample above if you want to look first
Thirty files that take an offsite from "you're organizing it" to a followed-up plan with owners and dates — goal, budget, venue, agenda, logistics, run-of-show, contingencies, survey, tracker. $79 once, every offsite after that is $0.
Get the kit — $79