The boys finally get comedian, former ATP player, and professional roast master Michael Kosta on the pod—and it’s everything you’d hope for. Kosta spills on his days grinding the Challenger circuit, the exact moment he knew pro tennis wasn’t for him, and how he pivoted to roasting players instead of playing them.
He dishes on the real differences between tennis and stand-up, why tennis players are the worst at taking jokes, and the time he absolutely bombed on stage. Plus, Kosta gives the inside scoop on his new book, Lucky Loser, where he breaks down the absurdity of life on tour, from wild travel mishaps to the worst hotel rooms he’s ever stayed in.
00:00 Introduction to Michael Costa
00:52 Michael's Tennis Journey
01:36 The Transition to Comedy
02:56 Insights from the Book
03:53 Comparing Tennis and Comedy
06:38 College Tennis Experience
09:57 Funding a Tennis Career
13:31 Comedy Beginnings and Challenges
17:40 The Tough Choices in Comedy and Tennis
17:53 The Delusional Self-Belief
18:26 The Grind of Professional Tennis
19:07 Never Giving Up on Comedy
19:34 Comparing Comedy to Tennis
20:00 The Grand Slam of Comedy
21:00 The Challenges of Stand-Up Comedy
23:45 Learning from the Best
25:16 Pre-Show Routines
26:25 Trading Careers and Hollywood Tennis
29:54 The Emmy Dilemma
30:55 Wrapping Up and What's Next
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