To get even with Simms, Roy decides to try to qualify for the U. S. Open and makes a play for Molly, while also seeking her professional help. Molly agrees to help Roy rebuild his self-confidence in exchange for golf lessons. In two qualifying rounds, with Romeo as his caddy, Roy's game is excellent but his head needs help. Roy insists on breaking the course record, but Romeo implores him to play safely to qualify for the U. S. Open. When Roy demands the Driver instead of laying up, Romeo snaps it in half over his knee. Roy then asks for the 3-Wood and Romeo proceeds to snap it in half as well. Then Roy begins to grab every club out of his bag, snapping every single one in a fit except the 7-Iron, "Then there’s the 7-Iron. I never miss with the 7-Iron". This causes Romeo to storm off the course and quit. Roy then challenges anyone that hasn't left to a bet that he can finish the Back-9 with only a 7-Iron and everyone reluctantly refuses, but he continues the round and amazingly still manages to qualify for the U. S Open. After the qualifier, Roy makes a wager with Simms on a Driving distance contest and Roy gets made a fool of and loses the bet and his convertible to Simms. He reunites with and persuades Romeo to be his caddy again, but develops a problem (the shanks) with his swing.
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