LoopGolf founders
LoopGolf cofounders Matt Rum, left, and Thomas Reinholm.
  • LoopGolf is an on-course betting app that lets golfers wager with their friends on their own games.
  • The startup raised $2 million from VCs and $50,000 from supporters through a newsletter callout.
  • Read what they sent in that newsletter, and the pitch deck slides that convinced investors to buy in.

When Matt Rum worked at Square on developing Cash App, he and his coworkers played a lot of golf on the weekends. They were all competitive, the former college basketball player said, so they started putting money on rounds.