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Holy Sh*t Comfort and Big Ball Girth: Rick Blackshaw’s Very Serious Shoe Brand

Rick Blackshaw grew Chuck Taylor to $1.8B, doubled Hey Dude to $1B+, and signed Taylor Swift for Keds. Now he’s building Stoke Shoes for the 75% of men with wide feet nobody was serving.
Host: Anthony Codispoti
Published: Jun 25, 2026
Holy Sh*t Comfort and Big Ball Girth: Rick Blackshaw’s Very Serious Shoe Brand

🎧 From Chuck Taylor to Hey Dude to Stoke: Rick Blackshaw’s Career in Footwear and the Brand He Built for the Guy Nobody Was Serving

Rick Blackshaw, founder and Chief Stoke Officer of Stoke Shoes, spent four decades building some of the most recognized footwear brands in the world — growing Chuck Taylor’s global revenue from $400M to $1.8B, doubling Hey Dude to over $1 billion, and turning around Keds with Taylor Swift. Then he had a conversation with his deathbed self and decided he couldn’t leave the one idea he’d been carrying for seven years unbuilt. Stoke is a sport casual brand built exclusively for wide and wider feet — the 75% of American men nobody in Big Sneaker was designing for.

✨ Key Insights You’ll Learn:

  • How Hey Dude was a $500M revenue startup with no systems, no racking, and no infrastructure when Crocs acquired it

  • Growing Hey Dude to over $1 billion and quadrupling market share in two years

  • What made Chuck Taylor the most popular footwear silhouette of all time — and how collaborations with The Clash, Metallica, and fashion brands kept the conversation alive

  • The focus group moment with Chicago high school girls that sparked the Brave Girl campaign — and led to signing Taylor Swift

  • Rebranding Sperry around sea-based adventure and discovery when the boat shoe fell completely out of fashion

  • Building CCM Hockey from zero EBITDA to top-decile profitability under private equity

  • The conversation with his deathbed self that pushed him to finally start Stoke

  • Why 75% of American men have wide feet and only 25% are buying wide shoes

  • The Mansplay midsole, Big Ball Girth, and Holy Shit Comfort — Stoke’s trademarked technology stack

  • Why 30% repeat purchase rates at 120 days in is unheard of — and what it signals about product-market fit

🌟 Rick’s Key Mentors:

  • His Teams at Each Brand: every major success came from assembling great people and building a culture worth showing up for

  • Taylor Swift (Keds Partner): showed him what it looks like to be so consumer obsessed that the consumer becomes a movement

  • His Deathbed Self: the imagined future version of himself that finally prompted him to stop deferring the Stoke idea

  • Retail Partners: validated the white space in men’s wide footwear and gave Stoke 400 doors in its first year

  • The Stoke Consumer: 30% repeat buyers in 120 days became the clearest signal that the product was solving a real problem

👉 Don’t miss this conversation about what it takes to build great brands, survive corporate politics, and finally bet on yourself when the idea won’t leave you alone.

Listen to the full episode here