You'd think this needs an EA full-time for two weeks — Tycoon Agent hands you a fully-booked offsite in 3 days.
The short answer
Tycoon Agent plans and runs your offsite end-to-end, treating it like a project with venue, agenda, travel, prep, and day-of logistics. She asks 5 calibration questions (dates, headcount, budget, primary outcome, location preference), researches 5-8 venues matching your criteria via web search and direct outreach, builds a draft agenda balancing strategy/team/fun, sources travel options for every team member based on their home city, drafts prep materials (pre-reads, exercises, expectations), and on the day pings reminders, tracks attendance, and captures decisions in a Notion doc. Output: a single Lark thread where every approval is one tap. Most offsites land 80% planned in 3 days; the remaining 20% (your strategic content) you decide. Saves your chief of staff 30-40 hours.
How Tycoon Agent actually does it
- Calibrate scope
Ask 5 questions: dates, headcount, budget, primary outcome (strategy / team / both), location bias (drive vs fly). Lock scope before researching.
- Source venues
5-8 candidates matching criteria. Pull pricing, capacity, A/V, food, distance to airport. Direct outreach for hold quotes. Recommend top 2.
WebSearchGmail
- Build the agenda
Day-by-day schedule balancing strategy blocks, team building, fun, downtime. Tied to your stated primary outcome.
- Book travel for everyone
Per attendee: flights from their home city, ground transport, hotel rooms (or venue rooms). Calendar invites, Notion travel doc per person.
CalendlyGmailNotion
- Run day-of logistics
Pre-reads sent 1 week prior. Day-before reminders. Day-of attendance tracking. Decision capture in Notion. Post-offsite retro draft.
LarkNotion
What it looks like in chat
YouPlan our team offsite for 12 people, budget ~$30K, sometime in June.
Tycoon Agent5 calibration questions to lock scope: 1. Dates: any constraints? Default I'd propose: Mon-Wed, June 9-11 (highest team availability per your Google Calendar). 2. Primary outcome: H2 strategy lock-in / team bonding / hybrid? 3. Location: drive-from-SF radius or open to flying everyone in? 4. Anyone with travel constraints I should know? (parents, visa, pets) 5. Hard "do not" list: alcohol-required activities, late-night work blocks, etc.? While you answer, I'll source venues. Initial scan within 2-hour drive of SF (assuming hybrid outcome, drive radius): - **Sea Ranch Lodge** — $24K all-in, ocean, 12 rooms ✓ - **Mayacama Estate** — $31K, vineyard, 12 rooms ✓ - **Costanoa Lodge** — $19K, coastal cabins, slightly rougher Ready to source 5 more once you confirm dates + location. Reply to the 5 questions and I'll have a full plan in Lark by tomorrow EOD.
What you get back
A Lark thread with: locked venue, day-by-day agenda, every attendee's travel itinerary, pre-read materials, day-of run-of-show, and post-offsite retro template — all approved with one tap each.
Cadence: On-demand per offsite (typically 1-2× per year).