Buddy Trip Planner
Tee sheets, rotating foursomes, expense splits, trip markets, and a recap the whole crew will reread on the flight home. Built for captains who are tired of being the group project manager.
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Pinehurst Buddies Trip - Expenses
Day 3 of 4
16
Players tested across 4-day trips
6
Trip templates to start from
1
Link for invite, scores, and recap
The problem
Right now the captain builds tee times in one tab, expense math in another, and pairings in a group chat that scrolls away by Sunday afternoon. Someone always owes someone. The side bet from Friday night is disputed by Saturday lunch. The recap never gets written.
caddie.fun gives your trip a single home: templates and AI for the setup, automatic foursome rotation for the play, Venmo-backed expense splits for the money, and an AI recap that lands in the group chat whether the captain writes it or not.
Everything Captains Need
Ready-Made Templates
Buddies Trip, Ryder Cup / Team Battle, 8-Person 3-Day, 12-Person 4-Day, 4-Person Weekend, and Custom cover the common organizer use cases. You pick the courses; templates handle the cadence.
Start planning
No group yet? Create one inline. Already have a crew? Pick the group and the wizard opens pre-filled for a trip.
How It Works
Step 1
Step 2
Step 3
For Every Role
Questions
Tested up to 16 players across 4 days. Larger groups work but the planner output gets denser; expect more manual tuning.
Yes. Shared greens fees, lodging, meals, and caddie tips route through Venmo deeplinks the captain sets up. One tap per line item, no spreadsheet math.
Paste dates, headcount, courses, and vibe. The planner returns a draft tee sheet, foursome rotation, expense lines, and day labels with confidence and warnings before you accept.
Trip templates pre-fill rotation cadence so everyone plays with everyone across rounds. Swap a player and the tee sheet rebuilds automatically.
Optional. Entry fees are real money: they go into a prize pool with format-specific payout rules and settle via Venmo. Trip Markets are a separate, play-only layer - a WHO_WINS future on the trip champion staked with XP (play points), never real money, friend-only, settled when the trip ends.
Generate an AI recap on demand from the trip page - highlights, superlatives, and memories woven into a shareable card link. The captain can review before sharing with the crew.
No. Planning and organizing golf trips is free.
Running a club championship instead? See Tournaments for brackets, flights, and multi-round payouts.
Get started
Pick a template, invite the crew, and let tee sheets, expenses, and the recap run themselves.
Free to organize · Entry fees optional
Free to organize · Sign up to start planning
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