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The Reality of Cancel Culture, Aliens, AI, and Old School Standup | William Montgomery episode artwork

Mar 22, 2026 1 hr 23 min

The Reality of Cancel Culture, Aliens, AI, and Old School Standup | William Montgomery

from The Shawn Johnson Podcast Hosted by Shawn Johnson

In Episode 46 of The Shawn Johnson Podcast, Shawn welcomes one of the most unpredictable and beloved figures in modern comedy: William Montgomery, the longest-running regular on the world's #1 live podcast, Kill Tony.Hailing from Memphis, Tennessee (now calling Austin home), William—aka The Big Red Machine, The Vanilla Gorilla, The Memphis Strangler, The Tennessee Tickler, and more—is a stand-up powerhouse known for his wild, high-energy sets, sharp improv, piano-driven bits, storytelling chaos, and unfiltered riffs that leave audiences roaring (or sometimes reeling). As a Kill Tony staple since the early days under Tony Hinchcliffe and Brian Redban, he's delivered countless legendary one-minute spots, full episodes, and viral moments that have cemented his status as a fan-favorite wildcard. He's appeared alongside comedy heavyweights like Joe Rogan (whom he often opens for in Austin), Shane Gillis, Mark Normand, David Lucas, and more—plus he's featured in Showtime's The Comedy Store doc and hit festivals nationwide.William hosts his own hit podcast, The William Montgomery Show (with Casey Rocket and The Lovely Erica), dropping fresh episodes every Wednesday at 8:30 PM Central—packed with guests, voicemails, riffs, and that signature Montgomery madness. Whether he's yelling callbacks, reading off notes for maximum chaos, or turning a simple premise into absurd gold, his style is raw, fearless, and hilariously divisive—some call him a genius, others a menace, but no one can look away.In this episode, Shawn and William dive into the wild ride of Kill Tony fame, bombing-turned-viral moments (including that infamous Still Standing fest set), life in the Austin comedy scene, podcasting secrets, touring stories, and the unapologetic grind of staying funny in an unpredictable world. Expect laughs, stories, and pure unfiltered energy from one of comedy's most enduring characters.If you're a Kill Tony diehard or just love comedy that's off the rails, this is the episode you've been waiting for. Buckle up—William Montgomery is here, and he's never gonna staaaaahp! Watch now, laugh hard, and subscribe for more epic guests. #WilliamMontgomery #KillTony #TheBigRedMachine #VanillaGorilla #MemphisStrangler #ComedyPodcast #AustinComedy #TheWilliamMontgomeryShow #StandUpComedy #TonyHinchcliffe #FunnyAF #LivePodcast #ShawnJohnsonPodcast Shawn Johnson Podcast is proudly independent and supported by: Subscribe to stay up-to-date on all Shawn Johnson Podcast content

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The Reality of Cancel Culture, Aliens, AI, and Old School Standup | William Montgomery

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How long is this episode of The Shawn Johnson Podcast?

This episode is 1 hour and 23 minutes long.

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This episode was published on March 22, 2026.

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