Business

Outside The Box

by Nick Engvall

Explicit EntrepreneurshipBusinessEducation

Notes on this show

From our lists

Former Complex Sneakers editor Nick Engvall has long talks with people from the sneaker world that tend to drift well past shoes.

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Latest episodes

The Air Jordan 41... "You Never Really Finish an Air Jordan, You Just Run Out of Time" - Jason Mayden - Sneaker History Podcast - Sneakers, Sneaker Culture and the Business of Footwear

August 27, 2026 · 40 min

Jason Mayden walked into Jordan Brand in 2001 as its first design intern. He designed the Air Jordan 2009 and the Jordan CP3.II, left in 2014 to build his own companies, and came back a decade later to run design for the entire brand. This…
From Mom's Basement to Phil Knight's Attention: The Untold Eastbay Story with Founders Art and Rick

May 4, 2026 · 1 hr 10 min

There are companies that sell shoes. And then there are companies that shape the way an entire generation experiences them. Eastbay was the latter... and most people have no idea how improbable the whole thing was. Art Juedes and Rick…
From Sneaker History: Nobody Saw This Coming. Not Even Him. AD Sneaks on The Art of the Sneaker

March 11, 2026 · 57 min

Andrew Dutton, better known as @ad__sneaks on Instagram, has built one of the most recognizable sneaker photography accounts anywhere online. Hundreds of thousands of followers. Features from Complex. Brand invitations to NBA All-Star…
The Haircut That Ended the Show - Pete Forester on High Snobiety, StockX, and Two Decades of Telling Sneaker Stories Nobody Else Would

March 5, 2026 · 2 hr 2 min

Pete Forester and I have been circling each other in the sneaker and streetwear editorial world for well over a decade. Pete worked at Kith under Ronnie Fieg, wrote news for Complex Sneakers, covered the industry for Esquire, hosted two…
Just Go Create Something: Mike Guillory on Authenticity, Consistency, and Finding Your Lane in Sneaker Content

February 18, 2026 · 1 hr 4 min

Mike Guillory has been doing this longer than most people realize... and probably better than he gives himself credit for. He's the host of Coffee Time Kicks on YouTube, a co-host on the Sneaker History podcast, and one of the most…

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Building The Sneaker Community On Substack

January 21, 2026 · 41 min

I need your help making a decision. I'm building the sneaker community on Substack. Not hype. Not product drops. Something real. But I think I got the pricing wrong. 68 people are paying for my newsletter. But since January 1st? Zero new…
StockX Co-Founder Chris Kaufman on Why Empathy Isn't Soft (It's Just Smart Business)

January 14, 2026 · 1 hr 39 min

Chris Kaufman co-founded StockX and helped build it from the very beginning in a Detroit office to a global marketplace. But this conversation isn't all about that origin story... it's about what he learned watching companies choose…
The Pursuit of Something: Why I'm Bringing This Show Back

January 12, 2026 · 14 min

Outside The Box is back. I'm talking with people who are in the pursuit of something... building brands, chasing dreams, navigating the gap between passion and paying bills. This episode explains why I'm bringing the show back, what's…
From Sneaker History: Meet The Sneakerhead Running For Mayor of NYC

November 18, 2024 · 46 min

On this episode of the podcast, Nick Engvall speaks with Zellnor Myrie, a New York state senator from Brooklyn, about the intersection of sneakers and politics. Myrie shares his personal journey as a sneakerhead, detailing how his…
From Sneaker History: 10 Years In: How Co-Founder Brandon Brubaker Finds Success For Clearweather As An Independent Brand

September 23, 2024 · 1 hr 1 min

On this episode of the Sneaker History Podcast, host Mike interviews Brandon Brubaker, co-owner of Clearweather, who shares his journey from working with iconic brands like Vans and Converse to launching his own footwear brand. Brandon…
From Sneaker History: Teaching Through Sneakers

August 19, 2024 · 1 hr 18 min

In this episode, Nick Engvall interviews Aaron and Andy, two sneaker enthusiasts and educators. They discuss their love for sneakers, the positive aspects of sneaker culture, and the impact of social media on the sneaker community. Aaron…
The Importance of Authenticity In Content Creation With Brandon Edler

April 15, 2024 · 1 hr 34 min

In this conversation, Nick Engvall is joined by Brandon Edler and they discuss their experiences working in the content industry, particularly in the sneaker and media space. They reminisce about their time at Complex and the evolution of…