Sole Free - Sneakers & Culture - Sole Free Awards

The Sole Free Awards celebrate the biggest moments in sneakers, music, fashion, and culture, and this year’s celebration brought together legendary voices who helped shape the culture.

Special appearances from Posdnuos (De La Soul), Chuck D, Fat Joe, Nigel Sylvester and Mark Ronson helped honor the artists, innovators, and collaborations that pushed culture forward in 2026.

From Sneaker of the Year to Most Stylish New Yorker and the Lifetime Achievement Award, the Sole Free Awards spotlight the creators who continue to inspire the worlds of hip-hop, sneakers, and street culture.

🏆 2026 Sole Free Award Winners

• Lifetime Achievement Award — Mark Ronson

• Most Stylish New Yorker — Fat Joe

• Moment of the Year — Chuck D (Live at Rough Trade NYC)

• Legend Has It — Mass Appeal x Marvel Comics

• Sneaker of the Year — Nigel Sylvester x Air Jordan 4 “Brick by Brick”

• Food Collaboration of the Year — Nigel Sylvester x McDonald’s

Featuring special appearances from Posdnuos of De La Soul, Chuck D, Fat Joe, Nigel Sylvester and Mark Ronson, this episode celebrates the artists and innovators who keep the culture moving.

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EXECUTIVE PRODUCERS: Harlan Friedman and Donna Drake

PRODUCER/EDITOR: Robin C. Adams

Follow Harlan on Instagram and TikTok: theofficialharlan

For more on Harlan Friedman and Sole Free: www.solefreeradio.com