SITB 251 - Connection Beats Perfection w/ Wes Berger

SITB 251 - Connection Beats Perfection w/ Wes Berger

From Sherm In The Booth by Sherm In The Booth

August 20, 2025 · 2h 21m

About this episode

Wes Berger shares his journey from Chicagoland to becoming a prominent event producer in San Diego, along with entertaining stories from the music industry.

He built a 10,000-person Santa-themed party… and that’s not even the craziest thing he’s done in the music industry. Today on SITB, Wes Berger—San Diego entrepreneur, event producer, and all-around legend—shares how he went from Chicagoland kid to running some of the wildest events in SoCal… and the insane stories that came with it.This San Diego-based entrepreneur, talent buyer, label manager, event producer—and all-around solid dude— is a true legend. This guy’s done it all behind the scenes: from Santacon to Freedom Fest to Daisy Chain and Subsessions, Wes has built brands that pull serious crowds.He’s originally from Chicagoland, and in this episode he shares how he took a massive leap to the West Coast, the wins, the struggles, and some crazy industry stories along the way.You’ll also catch the dynamic between us—we’re longtime friends, which means plenty of roasting, plenty of laughs, and a lot of genuine insight into what it takes to thrive in this business.

People in this episode

Host: Sherm In The Booth

Guest: Wes Berger

Topics covered

  • event production
  • music industry
  • entrepreneurship
  • personal stories
  • friendship
  • San Diego events

Keywords

  • Wes Berger
  • event producer
  • San Diego
  • music industry
  • Santacon
  • entrepreneurship
  • personal stories

Mentioned in this episode

Places: San Diego, Chicagoland

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