In this episode, Roscoe sits down with Jared and longtime friend Wesley Burroughs for a rare look at the man behind the mic. The conversation covers Roscoe's full journey from tennis prodigy to pro pickleball player, the mental shift that unlocked his best pickleball, and what it actually takes to compete at the top of the sport while running one of the game's biggest media brands.
Roscoe opens up about the two years he lost to a stress fracture at fifteen — a period that stripped him of his identity as a top junior and sent him through a grueling rehab circuit alongside the likes of Anthony Davis and Mike Trout. Two hip surgeries in college effectively ended his pro dream, and it wasn't until a Hawaii trip with Hunter and Yates Johnson that pickleball entered the picture — leading to a sandbagged Pickleball Slam alongside Matt Manassie just two weeks into the sport.
Roscoe also gets into the mental transformation that fueled his breakout 2025 run — winning his first PPA gold in Lakeland, reaching finals in Vegas, and finally finding the "dog" in his game that singles pickleball demands. He shares details on his new paddle deal with Luzz, his plans to launch the Pickleball Collective instructional platform, and his goal of finishing 2026 in the top three in the world.
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Timestamps:
1:10 — Introducing Roscoe & Wes
2:20 — Growing Up in a Tennis Family
5:00 — Becoming #1 in the Nation at 12
9:10 — Competing Internationally & the Pro Dream
12:01 — The Back Injury That Changed Everything
14:24 — Scholarship to UCLA & Hip Surgeries
17:22 — Mom Discovers Pickleball
20:34 — Going All In on Pickleball
22:35 — Beating Agassi and Roddick for $10k
25:15 — First Pro Tournament in Cincinnati
27:46 — Signing During Tour Wars
29:50 — The Mental Shift That Unlocked His Best Pickleball
32:35 — Finding the Dog: Singles Is a War
35:19 — Goals for 2026
38:32 — Balancing Pro Play, Content & The Podcast
45:46 — Breaking Down the Competition
53:13 — New Paddle Deal with Luzz
54:53 — Life at Home, Family & Girlfriend