In this episode, Grayson sits down with Roscoe and Jared to share the full story of suffering two strokes at 30 years old — how it happened, what those six days in the hospital were like, and what his road back to the court has looked like. It's one of the most raw and honest conversations the show has ever had. Grayson breaks down exactly how it unfolded: a chiropractic adjustment after a tournament left something feeling off, and nine days later he woke up unable to form sentences. He traces the moment on court when water started "pouring into his head," the frantic trip to the ER, and the doctor delivering the news that he'd had not one but two strokes — visible as two dark spots on his brain scan. Grayson also opens up about his path to pickleball — from being ranked number one in the country in junior tennis at 12, to selling life insurance after college, to stumbling onto packed pickleball courts in Sarasota and deciding to go all-in. He shares what it felt like walking into Atlanta and watching Federico and Hayden on center court, the moment he knew this was it, and why he still believes he can be number one in the world. 🧢 Pickleballers Hat: https://shop.thekitchenpickle.com/products/pickleballer-snapback?variant=58191198781521 Add us on Instagram: https://instagram.com/pickleballers https://instagram.com/thekitchenpickleball https://instagram.com/roscoebellamy https://instagram.com/jpaulthechef Timestamps: 1:03 — Welcome & Intro 2:28 — Two Strokes at 30: The Health Scare Begins 7:31 — Waking Up Unable to Speak 10:01 — Racing to the Hospital 14:49 — The ER, the Diagnosis, and Six Days of Tests 18:09 — What Actually Caused the Strokes 22:11 — Little Grayson: Born in Chicago, Raised on Tennis 25:06 — Ranked #1 in the Country at 12 30:07 — College Tennis, IMG, and Realizing It Wasn't Enough 34:11 — Life After Tennis: Insurance Sales and Real Estate 37:39 — Discovering Pickleball at the Country Club 46:14 — Flying to Atlanta, Going All-In 52:17 — The Infamous Mixed Doubles Point with Shelby Bates 1:04:49 — Power Tips and Branding Advice for Up-and-Comers 1:07:17 — What the Strokes Taught Him About Pickleball and Life Source: The Kitchen - A Pickleball Community
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