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PODCAST

The William Montgomery Show

William Montgomery

You know him. You love him. Now he is the star of his very own podcast. Give it up for “The Big Red Machine,” William Montgomery.

comedy comedy interviews

All Episodes

68:47

Clovers and Call-Ins | The William Montgomery Show...

The William Montgomery Show ·

2026/03/26

William and Grant cover everything from paranoia and viral clips to dog injuries, statins, allergies, and trying to stay healthy. They’re also joined by live callers from across the country—Colorado, Phoenix, Nashville—and even Japan. It’s the William Montgomery Show!🎯 Join our Patreon and become a Mercenary, Child Soldier, or Bounty Hunter. YOU choose your path, but watch out for the mole! No one escapes the mole! Plus find out when you can watch LIVE / thewilliammontgomeryshow ★ Watch

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66:53

Dedrick Flynn | The William Montgomery Show Ep. 224

The William Montgomery Show ·

2026/03/19

This episode is sponsored by BetterHelp — Get 10% off your first month at https://betterhelp.com/wmsThis episode is sponsored by Brooklyn Bedding — Go to https://www.brooklynbedding.com and use code WMS for 30% off. William is joined this week by Dedrick Flynn to talk about the pressure of Kill Tony, building stand-up material under pressure, life on the road, music, comedy influences, and wild stories from touring and growing up in the South. It’s the William Montgomery Show! 🎯 Join our

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68:40

Martin Phillips | The William Montgomery Show Ep. 223

The William Montgomery Show ·

2026/03/12

This episode is sponsored by Nic Nacs — Go to https://www.nicnac.com/william and use code WILLIAM for 20% off, or use the store locator to find Nic Nacs near you.Wiulliam is joined this week by Martin Phillips to dive into the nitty gritty details of sex robots, March Madness, best ways to drown and more. It’s the William Montgomery Show! 🎯 Join our Patreon and become a Mercenary, Child Soldier, or Bounty Hunter. YOU choose your path, but watch out for the mole! No one escapes the mole! Plus find

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66:35

Meditation Walnuts? | The William Montgomery Show Ep....

The William Montgomery Show ·

2026/03/05

William chats about Reddit rabbit holes, meditation walnuts, scary video games, freight shipping disasters, puzzle competitions, Nashville landscaping, casino trips in Tunica. It’s The William Montgomery Show!🎯 Join our Patreon and become a Mercenary, Child Soldier, or Bounty Hunter. YOU choose your path, but watch out for the mole! No one escapes the mole! Plus find out when you can watch LIVE / thewilliammontgomeryshow ★ Watch new episodes of The William Montgomery Show on YouTube every

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71:10

Luke Bischoff | The William Montgomery Show Ep. 221

The William Montgomery Show ·

2026/02/26

Luke Bischoff drops by to join William for a chat about New York winters, Austin open mics, UCB glory days, fake tour websites, statins, glyphosate, and chimp attack movies. It’s The William Montgomery Show! 🎯 Join our Patreon and become a Mercenary, Child Soldier, or Bounty Hunter. YOU choose your path, but watch out for the mole! No one escapes the mole! Plus find out when you can watch LIVE / thewilliammontgomeryshow ★ Watch new episodes of The William Montgomery Show on YouTube every

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66:29

Drew Nickens | The William Montgomery Show Ep. 220

The William Montgomery Show ·

2026/02/19

This episode is sponsored by Nic Nacs — Go to https://www.nicnac.com/william and use code WILLIAM for 20% off, or use the store locator to find Nic Nacs near you.Drew Nickens drops by to join William for a chat about Blippi, toys, cinnamon rolls, flirting to converting and more. It’s the William Montgomery Show! 🎯 Join our Patreon and become a Mercenary, Child Soldier, or Bounty Hunter. YOU choose your path, but watch out for the mole! No one escapes the mole! Plus find out when you can

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70:10

Tai Nguyen | The William Montgomery Show Ep. 219

The William Montgomery Show ·

2026/02/12

This episode is sponsored by BetterHelp — visit https://betterhelp.com/WMS to get 10% off your first month. Tai Nguyen joins William for a conversation about crowd work psychology, mental hospitals starting comedy shows, gamer brain fog, Valentine’s Day pressure. It’s the William Montgomery Show! 🎯 Join our Patreon and become a Mercenary, Child Soldier, or Bounty Hunter. YOU choose your path, but watch out for the mole! No one escapes the mole! Plus find out when you can watch LIVE /

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71:15

Kelsey Hudgins | The William Montgomery Show Ep. 218

The William Montgomery Show ·

2026/02/05

Kelsey Hudgins joins William for a conversation about internet rabbit holes, gaming addictions, body cam footage, generational weirdness, nostalgia, food obsessions, and why nothing feels normal anymore. It’s the William Montgomery Show!Follow Kelsey here: https://www.instagram.com/yonderwizzerd/ 🎯 Join our Patreon and become a Mercenary, Child Soldier, or Bounty Hunter. YOU choose your path, but watch out for the mole! No one escapes the mole! Plus find out when you can watch LIVE /

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76:06

Life After 40? | The William Montgomery Show Ep. 217

The William Montgomery Show ·

2026/01/29

William riffs on getting older, surviving winter weather in Texas, bad news cycles, and the strange comfort of mac and cheese. It’s The William Montgomery Show.🎯 Join our Patreon and become a Mercenary, Child Soldier, or Bounty Hunter. YOU choose your path, but watch out for the mole! No one escapes the mole! Plus find out when you can watch LIVE / thewilliammontgomeryshow ★ Watch new episodes of The William Montgomery Show on YouTube every Wednesday at 8:30 PM Central William Montgomery

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68:44

Dusty Carter | The William Montgomery Show Ep. 216

The William Montgomery Show ·

2026/01/22

William sits down with Dusty Carter to chat about sketchy neighbors and the unpredictable moments that come with life on the road. From stand-up pressure to real-life fights and everything in between, It’s The William Montgomery Show.Follow Dusty: https://www.instagram.com/dustycartercomedy/ 🎯 Join our Patreon and become a Mercenary, Child Soldier, or Bounty Hunter. YOU choose your path, but watch out for the mole! No one escapes the mole! Plus find out when you can watch LIVE /

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79:41

Ehsan Ahmad | The William Montgomery Show Ep. 215

The William Montgomery Show ·

2026/01/15

William’s back with Ehsan Ahmad. They chat about getting boo'd at festivals, Kill Tony pressure, phone-free comedy rooms, and what it actually takes to survive stand-up long enough to matter. It’s The William Montgomery Show!Follow Ehsan: https://www.instagram.com/ehsanjahmad/ 🎯 Join our Patreon and become a Mercenary, Child Soldier, or Bounty Hunter. YOU choose your path, but watch out for the mole! No one escapes the mole! Plus find out when you can watch LIVE / thewilliammontgomeryshow

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68:44

Chandler Rhone | The William Montgomery Show Ep. 214

The William Montgomery Show ·

2026/01/08

William’s back in Austin with Chandler Rhone. They chat about bananas & potassium science, fake pee, “Doctor Death”, getting sober/clean, and vintage QVC rabbit holes. It’s The William Montgomery Show!Follow Chandler Rhone Instagram: @chandler_rhone 🎯 Join our Patreon and become a Mercenary, Child Soldier, or Bounty Hunter. YOU choose your path, but watch out for the mole! No one escapes the mole! Plus find out when you can watch LIVE / thewilliammontgomeryshow ★ Watch new episodes of

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70:27

Brian Says | The William Montgomery Show Ep. 213

The William Montgomery Show ·

2026/01/01

William’s back with Brian Says, talking stand-up comedy, Atlanta vs. Austin, getting passed at the Mothership, early struggles, psychedelics, Crocs, music rabbit holes, childhood nostalgia, family chaos, and the mental grind of chasing comedy dreams. It’s The William Montgomery Show!🎯 Join our Patreon and become a Mercenary, Child Soldier, or Bounty Hunter. YOU choose your path, but watch out for the mole! No one escapes the mole! Plus find out when you can watch LIVE / thewilliammontgomeryshow

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66:57

Myke Dédé | The William Montgomery Show Ep. 212

The William Montgomery Show ·

2025/12/25

William’s back with Myke Dédé, talking comedy, New York moves, altitude sickness, psychedelics, cycling, law school, and the chaos of chasing stand-up dreams. It’s The William Montgomery Show!🎯 Join our Patreon and become a Mercenary, Child Soldier, or Bounty Hunter. YOU choose your path, but watch out for the mole! No one escapes the mole! Plus find out when you can watch LIVE / thewilliammontgomeryshow ★ Watch new episodes of The William Montgomery Show on YouTube every Wednesday at 8:30 PM

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73:21

Gary Faust | The William Montgomery Show Ep. 211

The William Montgomery Show ·

2025/12/18

William’s back with Gary Faust, diving into wild stories from Puerto Rico, addiction, recovery, underground documentaries, hormones, and conspiracy theories. It’s The William Montgomery Show!🎯 Join our Patreon and become a Mercenary, Child Soldier, or Bounty Hunter. YOU choose your path, but watch out for the mole! No one escapes the mole! Plus find out when you can watch LIVE / thewilliammontgomeryshow ★ Watch new episodes of The William Montgomery Show on YouTube every Wednesday at 8:30

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75:32

Redban | The William Montgomery Show Ep. 210

The William Montgomery Show ·

2025/12/11

William’s back, this time with Redban! They chat about wild Portugal. The Man party stories and $400 sushi disasters to cruise-ship fears, VR hangouts, fraternity madness, weird smells, and holiday traditions. It’s The William Montgomery Show!Need a new pair of headphones this holiday season? Go to https://buyraycon.com/montgomeryopen for 30% off your first order! 🎯 Join our Patreon and become a Mercenary, Child Soldier, or Bounty Hunter. YOU choose your path, but watch out for the mole! No one

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74:32

Is Prog Rock Back? | The William Montgomery Show Ep. 209

The William Montgomery Show ·

2025/12/04

William returns for a full-on chaos hang with Grant. They chat about glitter terrorism at football games, modded Nintendo Wiis, Fred Durst lore, moving-van drinking stories, puzzle hell, and the age-old question of whether pets go to heaven. It’s The William Montgomery Show!Need a new pair of headphones this holiday season? Go to https://buyraycon.com/montgomeryopen for 30% off your first order! 🎯 Join our Patreon and become a Mercenary, Child Soldier, or Bounty Hunter. YOU choose your

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83:00

Williams Thanksgiving Special | The William...

The William Montgomery Show ·

2025/11/27

William’s back for this pre-thanksgiving episode. It’s The William Montgomery Show!🎯 Join our Patreon and become a Mercenary, Child Soldier, or Bounty Hunter. YOU choose your path, but watch out for the mole! No one escapes the mole! Plus find out when you can watch LIVE / thewilliammontgomeryshow ★ Watch new episodes of The William Montgomery Show on YouTube every Wednesday at 8:30 PM Central William Montgomery 📷 Instagram: / william.f.montgomery1 🥃 Cameo:

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74:34

Mohamed Yual | The William Montgomery Show Ep. 207

The William Montgomery Show ·

2025/11/20

William’s back, this time with Mohamed Yual! They dive into Mohamed’s wild journey from South Sudan to New York winter snowstorms to the cornfields of Iowa, plus chaotic motel neighbors, and the pain of Austin open mics. It’s The William Montgomery Show!Follow Mohamed 👉https://www.instagram.com/african_guy?utm_source=ig_web_button_share_sheet&igsh=ZDNlZDc0MzIxNw== 🎯 Join our Patreon and become a Mercenary, Child Soldier, or Bounty Hunter. YOU choose your path, but watch out for the mole! No one

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70:50

Kansei Yasuda | The William Montgomery Show Ep. 206

The William Montgomery Show ·

2025/11/13

William's back, this time with Kansei Yasuda! They chat about Japan-meets-Texas stories from Disney ghosts and samurai swords to haunted Airbnbs. It's the William Montgomery Show!Follow Kansei 👉 https://www.instagram.com/kanseicomedy?utm_source=ig_web_button_share_sheet&igsh=ZDNlZDc0MzIxNw== 🎯 Join our Patreon and become a Mercenary, Child Soldier, or Bounty Hunter. YOU choose your path, but watch out for the mole! No one escapes the mole! Plus find out when you can watch LIVE /

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226 results

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