Three bets in one round -- front 9, back 9, and overall 18. Presses included.
Nassau splits your 18 holes into three separate matches: front 9, back 9, and overall 18. You're playing and settling three independent bets simultaneously on every hole.
Each hole is won by the player with the lower score. Ties are halved. The bet is won by whoever wins more holes in that portion -- front 9, back 9, or overall 18.
When you're down 2 or more holes on a bet, you can "press" -- starting a new side bet at the same dollar value. The original bet still runs. Presses keep the match alive deep into the back nine.
Some groups play automatic presses -- a press is triggered automatically whenever a player goes 2-down. Others require a player to call the press. Set your house rule before teeing off.
Jake wins holes 1, 3, 5. Tom wins holes 2, 4. Holes 6-9 halved.
Jake wins front 9 -- +$5
Tom goes on a run, winning holes 10, 12, 14, 16, 18. Jake wins 11, 13.
Tom wins back 9 -- Jake −$5
Jake 6 holes, Tom 7 holes, 5 halved. Tom wins the overall match.
Tom wins overall -- Jake −$5