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April 29, 2025 45 mins

In 2020, a 30-year-old father of two in the Bronx had an idea. While struggling to establish a music career, John Jaequan Cotton, better known as Jae Tips, took inspiration from the streetwear brands he loved and committed fully to a vision for a personal brand focused on apparel and merch.After building an organic following for his designs, Jae stepped outside of his comfort zone and started knocking on the doors of the people who could help scale his vision. That hustle led to a partnership with an obscure running shoe brand, Saucony, and a series of beloved footwear collaborations that captured the imagination of the sneaker community.But despite critical and cultural acclaim, the harsh economics of streetwear and the crowded footwear landscape mean that Jae still cannot take success for granted.And it all started with one idea…


Chapters:0:00 - Intro2:15 - Growing Up / Early Influences4:50 - Dealing with Social Anxiety 6:08 - The Influence of Billionaire Boys Club and BAPE8:10 - Lessons Learned Working at Footlocker9:10 - Music Career / Shifting Focus to Merch13:00 - Opportunities During COVID15:00 - Creating Hats, Sneakers, and Shirts17:55 - Keys to Building Community19:30 - First Sneakers with Saucony24:17 - Balancing Supply & Demand / Marketing27:30 - Aftermarket and Resellers29:00 - Five Year Plan / Managing Growth of the Brand32:40 - Biggest Challenges as an Entrepreneur38:20 - Aspirations / What’s Success?40:30 - Leaving ComplexCon Sneaker of the Year Panel43:05 - Turning Adversity into Art

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