Theo Von can talk about nothing for an hour and then say one thing that stops you cold. That is the pull of This Past Weekend, where a comic from Covington asks guests the questions nobody else thinks to ask.
These ten episodes are where it hits hardest: a sold out live show with Mike Tyson, a long strange night with Tucker Carlson, and the comedians who match Theo joke for joke. Pick one and press play.
658: Mike Tyson (Live at the Wiltern)
Release Date: May 15, 2026
Theo recorded this one live at the Wiltern Theater in Los Angeles, and you can hear the full room in every answer. Mike Tyson talks about the influences that shaped him early, the good ones and the bad ones, and how he turned all that damage into fuel. He also tells the story of the night Michael Jackson dissed him at a party, which lands twice as well with a theater laughing at it. Theo keeps it warm instead of turning it into a boxing interview, so you get the calm Tyson, not the highlight reel. A big night that still feels like two people talking.
628: Tucker Carlson
Release Date: December 10, 2025
Almost three hours, and it never turns into a debate. Tucker Carlson comes back on to talk about why America feels compromised to him, what he found suspicious about the death of Charlie Kirk, and how he holds onto clarity in all the noise. Theo mostly lets him run, then pulls the whole thing somewhere stranger and funnier than a news interview would go. People argued about this episode for weeks afterwards and parts of it got quoted back in the press. Long, serious, and fine to take in pieces.
608: Jim Norton
Release Date: September 5, 2025
When Jim Norton shows up, you know it’s going to get weird, in the best way. This episode feels like two guys in a therapy session that somehow turned into stand-up. Jim talks about his early comedy struggles, awkward encounters, and why honesty is the only thing that still shocks people. Theo matches him with stories that make you laugh and cringe at the same time. It’s raw, funny, and surprisingly human, like hearing two comedians trying to out-confess each other.
593: Kevin Gates
Release Date: July 1, 2025
This one’s wild. Kevin Gates drops some serious wisdom mixed with total chaos, and Theo is right there riding the wave. They talk about energy, discipline, pain, and somehow end up discussing animals and souls. Gates has this mix of philosopher and outlaw that keeps you glued in. It’s deep, hilarious, and unpredictable, basically everything you want from a Theo Von episode.
497: Sketch
Release Date: April 23, 2024
What happens when a stand-up comedian and a Twitch star hang out? Check out this episode where Theo chats with Sketch, a gamer who’s funny without even trying. They talk about everything, from viral fame to buying land in Texas. It’s casual, it’s funny, and it’s one you shouldn’t miss.
490: Brittany Broski
Release Date: March 26, 2024
This episode with Brittany Broski is a blast. She’s hilarious, with stories from growing up in Texas to her adventures abroad. There’s plenty of humor, too. Broski can even make a Renaissance Fair sound funny. Definitely a must-listen.
489: Druski
Release Date: March 19, 2024
What do you get when you mix dry humor with Theo’s wit? This killer episode. Druski and Theo Von talk about the most random topics, from why white people love lotion to the chaos of reality TV.
It’s a laugh-out-loud kind of talk that’s both foolish and smart.
480: Tim Dillon
Release Date: January 30, 2024
This one’s a wild ride. Theo and comedian Tim Dillon don’t hold back. They talk about everything, from politics to personal stories, making you think and crack up at the same time. Want to hear a conspiracy about Whitney Cummings and a famous actor? This is your episode.
439: Stavros Halkias
Release Date: April 11, 2023
Want to know what makes a comedian tick? Stavros Halkias tells all in this episode. He brings his loud and proud style to the podcast and talks about everything, from growing up Greek-American to his wild comedy adventures. From dieting disasters to stand-up comedy chaos, Theo and Stavros share lots of laughs and some real talk, too. A super fun episode that will definitely make you think.
463: Bobby Lee
Release Date: September 19, 2023
This one is all about comedy, for true fans. Bobby Lee talks about his career, from Pineapple Express to the sitcom Splitting Up Together. You’ll hear about his ventures in podcasting, too, with Bad Friends and TigerBelly. If you want to get to know comedy and comedians better, this episode is for you.
Ready for some laughs and cool stories? Tune into these Theo Von episodes and prepare for a wild ride.
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