Desto Dubb on How He Built a Multi-Million Dollar Brand from the Trunk

ByChuck Dizzle

October 22, 2025
Listen to “Desto Dubb on How He Built a Multi-Million Dollar Brand from the Trunk” on Spreaker.

Desto Dubb Doesn’t Clock Out — From Survival to Streetwear Empire

What starts as a story of struggle ends as a masterclass in mindset.

In his latest Live & Direct sit-down, Chuck Dizzle welcomes Desto Dubb, the visionary behind That’s An Awful Lot of Cough Syrup. From digging through trash cans as a kid in Watts to building a global streetwear brand, Desto walks us through every hustle, heartbreak, and hard-earned lesson.

The fashion mogul opens up about:

  • Being inspired by a Mac Miller tweet to flip merch for his crew
  • Learning marketing from candy sales and neighborhood bartering
  • Betting on a single shirt design that turned into a viral brand
  • Outworking everyone — even after “success”
  • His relationships with the late Drakeo the Ruler and Nipsey Hussle
  • Building structure in his kids’ lives despite a chaotic past

Through humor, hustle, and heartfelt moments, Desto reminds us why knowing your value and refusing to quit are essential to longevity.

And just like his acronym “D.E.S.T” (Don’t Ever Stop Trying) — his message hits hard.

This episode is more than just entertainment. It’s a blueprint for turning pain into purpose.