The Crooked Drive Golf Club was founded in the spring of 2023 by Matt Taylor and Nick Caton, two friends who decided that one weekend a year ought to be set aside for a proper, formal competition. They chose Mid Pines Inn & Golf Club in Pinehurst, North Carolina, for the inaugural gathering — a Donald Ross course not far from Pinehurst No. 2, steeped in American golf tradition, and the kind of unhurried place where four rounds across a long weekend could feel like a season unto itself.
Twelve players made that first trip. The format was straightforward: two teams of six, four rounds, the side with the most points takes the cup. The teams that weekend were known simply as Team 1 and Team 2. Team 1 won, seven to five. The captains agreed on the spot that they would do it again the next year.