The best Theo Von episodes of all time: Laugh, think, repeat
If you’ve ever listened to This Past Weekend, you know Theo Von isn’t just telling stories and asking questions — he’s building a whole world of weird thoughts, wild guests, and real heart.
Here’s a handpicked list of the best Theo Von episodes — the ones that show exactly why his podcast has become a favorite for fans who love honesty wrapped in humor. From deep talks to pure chaos, these are the best This Past Weekend episodes you’ll want to queue up next.
608: Jim Norton
Release Date: September 5, 2025
#608 - Jim Norton 09/05/2025 02:11:08
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
#593 - Kevin Gates 07/01/2025 01:51:57
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
E497 Sketch 04/23/2024 01:46:13
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
E490 Brittany Broski 03/26/2024 02:20:45
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
E489 Druski 03/19/2024 01:38:15
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
E480 Tim Dillon 01/30/2024 02:16:55
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
E439 Stavros Halkias 04/11/2023 03:08:58
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
E463 Bobby Lee 09/19/2023 02:09:40
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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