The William Montgomery Show
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.
Episodes
December 24, 2025 • 66 mins
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 o...
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December 17, 2025 • 73 mins
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 episode...
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December 10, 2025 • 75 mins
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 Bo...
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December 3, 2025 • 74 mins
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 beco...
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November 26, 2025 • 83 mins
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
📷 ...
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November 19, 2025 • 74 mins
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 Bo...
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November 12, 2025 • 70 mins
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 es...
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November 5, 2025 • 74 mins
William's back, this time with Tomek Kołecki. They discuss Warsaw’s history, stand-up life, strip-club tales, GTA nostalgia, and Tomek’s first weeks as a comedian in Texas.
Follow Tomek here 👉 https://www.instagram.com/kolecki_tomek/?hl=en
🎯 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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October 29, 2025 • 78 mins
William’s back with Grant as they debate airport coughers, raisin bread, health and wellness, and doing puzzles without the box. The William Montgomery Show!
William’s back with Grant and they chat about iced tea sugar bombs, William questions reality, William recalls Beaver Creek snowmaking, and questions if Spider-Man is really a hero. It's The William Montgomery Show!
🎯 Join our Patreon and become a Mercenary, Child Sold...
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October 22, 2025 • 72 mins
William’s back with Grant and they chat about iced tea sugar bombs, William questions reality, William recalls Beaver Creek snowmaking, and questions if Spider-Man is really a hero. 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 / thewilliammontgomerysh...
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October 15, 2025 • 72 mins
William’s back with Jack Shaw! They riff on Halloween cemetery decor, “Honey, I Shrunk the Kids,” The Whale, and lifeguard heroics. 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 Montgom...
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October 8, 2025 • 76 mins
This episode is sponsored by BetterHelp — visit https://betterhelp.com/WMS
to get 10% off your first month.
William’s back with Tai Nguyen! They unpack earwax, baldness, sugar binges and sobriety. 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 / thewill...
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October 1, 2025 • 74 mins
William’s back for the 200th episode with a super-secret special guest!
🎯 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: ...
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September 24, 2025 • 74 mins
William is joined in the studio with Jack Shaw! 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
📷 In...
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September 17, 2025 • 71 mins
William’s back with cucumber cures, Tennessee swag, wrestlers Beef & Herzog, spider-in-ear scares, and biscuits vs. McMuffins — it’s The William Montgomery Show!
🎯 Join our Patreon as a Mercenary, Child Soldier, or Bounty Hunter. Watch out for the mole! Plus, learn when you can watch LIVE → /thewilliammontgomeryshow
★ Watch new episodes every Wednesday at 8:30 PM CT on YouTube.
Follow & Support:
📷 Instagram: /william.f.montgom...
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September 10, 2025 • 69 mins
This video is sponsored by BetterHelp.
Get 10% off your first month at https://www.betterhelp.com/wms
#ad
William's back chatting about river-water regrets in Morocco, Iceland/India tangents, storage-unit oddities, PPF vs. ceramic wraps, and video-game rabbit holes. It’s The William Montgomery Show with Casey Rocket!
🎯 Join our Patreon and become a Mercenary, Child Soldier, or Bounty Hunter. YOU choose your path, but watch ...
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September 3, 2025 • 69 mins
William is joined in the studio with his brother, Selden! They chat about water-gun wars, cyst confessions, and flat-earth freak-outs. It’s The William Montgomery Show with Casey Rocket!
🎯 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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August 27, 2025 • 65 mins
William is joined in the studio by @Kimcongdon to talk squirrel diapers, cosmic signs, and settle once and for all who has more lung power! It’s The William Montgomery Show with Casey Rocket!
🎯 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 epi...
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August 20, 2025 • 71 mins
Thanks to HelloFresh for sponsoring this episode!
Go to HelloFresh.com/WMS10FM and use code WMS10FM to get 10 free meals + a free item for life!
William and Casey are back with more stiff riffs! It’s The William Montgomery Show with Casey Rocket!
🎯 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 ...
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August 13, 2025 • 72 mins
This episode is sponsored by BetterHelp
Get 10% off your first month at https://www.betterhelp.com/wms
William is back with more stiff riffs—this time with Chloe La Branche! It’s The William Montgomery Show with Casey Rocket!
🎯 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/thewilliammontg...
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