#402 - Caine Gayle

·1 hr 46 min·5 clips

Caine Gayle explains why he stopped skating for 15 years and what finally brought him back.

The episode is an interview with former professional skateboarder Caine Gayle, hosted by Chris Roberts. Gayle begins by discussing his recent return to skateboarding after a 15-year hiatus, during which he worked as a personal trainer and Muay Thai coach. He recounts his early career, starting with getting sponsored by Color in the early 1990s after meeting Markovich. Gayle details his time with Prime, a World Industries company, and shares a story about a chaotic dune buggy trip with Rocco. He talks about being part of the DC Shoes Super Euro Tour in 1997 and 1998, wearing team jerseys with names on the back. Gayle explains his move to Plan B after Prime dissolved, which was orchestrated by Danny Way. He describes quitting DC Shoes impulsively after learning Josh Kalis was getting a signature shoe, a decision he later regretted. Gayle discusses his involvement with Nixon watches from the brand's inception, helping with product design and team selection. He covers his later career with City Stars and Action, where he had two signature shoes. Gayle reveals he designed a signature Airwalk shoe that was never released due to the company's bankruptcy. The conversation touches on his transition out of professional skateboarding into training fighters, including coaching amateurs and professionals who fought internationally. Throughout, Gayle reflects on industry dynamics, sponsorship, and how his career choices shaped his life.

As heard by us

Cain Gale's career timeline turns skate history into a conversation about opportunity, distance, and life after skateboarding.

Cain Gale's return to skating gives this Nine Club episode its shape, but the conversation is really about what happened when skateboarding stopped being the whole picture.

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Why you'd press play

You get a skate-career timeline where Reno, San Diego, DC Super Tour memories, and life in a fighting gym all meet.

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