Theo Von On Rise Of 'This Past Weekend' Podcast + Turning Down Sandler's 'Happy Gilmore 2' | Bussin

Recorded: July 28th 2025 | This week on Bussin’ With The Boys, Will Compton and Taylor Lewan have on the legendary Theo Von! From deep thoughts to deep woods, Theo takes us on a ride through his fasting-fueled introspections, sketch comedy chaos, and SEC football hot takes. We kick things off with a fun intro discussing Dieon Sanders news, and the upcoming Bussin’ Bowl Live Show.

After our electric intro, the Theo interview kicks off starting with Theo sharing about his current fast… yeah, he’s starving, but it’s got him thinking deep. He opens up about how not eating for days makes his mind sharper and his soul weirder, and how it’s even made him re-evaluate his dream guests on This Past Weekend. He hopes to have an episode with The Pope and Marilyn Monroe. Theo also drops a bombshell: he was approached to be in Adam Sandler’s ‘Happy Gilmore 2’ on Netflix but had to turn it down due to scheduling conflicts.

The boys chop it up about Theo’s long-time friendship with Bobby Lee and the success of his True Friends podcast. He reflects on the early years of grinding in LA, podcasting before it was cool, and what it was like trying to find his voice while bouncing off other now-huge comics. The boys also talk about Theo’s viral “Digger” sketch with Shane Gillis and Druski, breaking down the behind-the-scenes chaos and what it’s like working with comedy heavyweights.

Then things get outdoorsy as Theo talks about his fun camping trip with none other than Glenny Balls and the owner of Jimmy John’s Sandwiches. We even get a heartfelt moment as Theo opens up about his friendship with UFC star Dustin Poirier, sharing some behind-the-scenes stories and what it means to know a guy who's still as real as they come. And of course, it wouldn’t be a Bussin’ episode without some football talk. Theo, Will, and Taylor break down their bold predictions for the upcoming SEC season, roasting a few teams along the way and throwing out some sleeper picks you probably didn’t see coming.

0:00 Intro
3:23 Bussin Bowl Live Show
11:26 Taylor’s Bday Present
16:31 Will’s Trip To Canada
30:56 Madden 99 Club
45:23 Lewan BBQ Party
58:49 Happy Gilmore 2 Was A Hit
1:11:26 Deion Sanders Health Issues
1:18:51 NFLPA Drama

1:29:07 THEO VON INTERVIEW STARTS

1:29:09 The F Word Has Become More Popular
1:31:23 Theo Lost His Smile
1:33:11 Growing Up In Louisiana 
1:34:57 Does He Feel That He Always NeedsTo Be Funny?
1:37:05 This Past Weekend Podcast
1:50:27 White Whale Guests
1:54:51 The Diggers Movie?
2:01:23 Glenny Balls & Theo Went Camping 
2:10:01 Huge SEC Fan
2:14:41 His Relationship With Bobby Lee And Andrew Santino
2:18:09 Happy Gilmore 2 Approached Him?
2:23:11 Vanderbilt & Diego Pavia Expectations
2:34:50 Fear In Leaving Barstool?
2:41:05 Those Who Suffer Before Necessary Suffer More Than Necessary 
2:46:59 Breaking Away From Kast Media
2:55:11 Going Early To UFC Fights
3:04:26 Bud Light: What Would You Do Anything For?

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