Anything But Typical

142: Building Canada's Largest Snowboarding Brand at 24 with Perry Gladstone

“I want to know what I'm capable of… but I'm not an adrenaline junkie. I just want to know how far I can take it—because I want to know what my greatest potential is.” – Perry Gladstone At 8, Perry was selling comic books at flea markets. At 15, he opened a skateboard shop that pulled in $100K that summer. By 24, he launched a snowboard company in his kitchen that became Canada’s biggest—& sold it before he turned 30. But it was never about the money. For Perry, business has always been about access—to adventure, freedom, & experiences no one else would hand him. If he wanted to do something, he built a way to do it. That’s how he became a record-setting free diver, a coach to high-powered CEOs, a musician, & a master at intentional reinvention. The common thread? Radical self-awareness. He knows exactly what drives him—& he helps others find the emotional through-line that connects everything they’ve ever done. What Perry builds isn’t just business. It’s identity. It’s legacy. To learn more, find him at PerryGladstone.com . Poet Rainer Maria Rilke said, “The only journey is the one within.” Perry’s been on that journey all along.

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