An annual surprise trip. The planning committee picks the destination and plans the weekend. Everyone else just shows up at the airport and gets on a plane.
With the weddings and bachelor parties behind them, the group needed a new event to "ensure we get together as a group annually." It was originally proposed in August 2025, and the format is inspired by Tom's brother-in-law's high-school crew. The goal is for it to become "the most anticipated trip you take each year."
Rule #2: pay your share. Everyone pays into the pot up front. That keeps costs capped, and nobody has to think about money once the weekend starts.
It was quite a weekend filled with welcoming Jeremy, great bourbon, the most happening hotel lobby in Lexington, delicious steak dinners, some great prayers, some beautiful horses, and fantastic superlatives.
Fall 2027 Fri–Sun weekends. Per the rules, we lock dates 9+ months out. We will aim to lock the date by December 1, 2026. Check every weekend you can make.
Per the founding email, the field stays small, but "we may in future years invite another one or two if it's actually a success." We're not committing to adding two new members, but we'll bring it to the full committee once we have our top nominations. Anyone invited would have to accept the same two rules.
Ideas for the committee: activities, destinations, food, prompts, awards. Tom asked for these in the founding email.