William Montgomery, known as "The Big Red Machine," is an American stand-up comedian who has become one of the most beloved and unpredictable figures in modern comedy. Based in Austin, Texas, Montgomery gained widespread recognition as a regular on the hit podcast "Kill Tony," where his rapid-fire one-liners, absurd observations, and confrontational style have made him a fan favorite. His comedy defies conventional structure, often featuring non-sequiturs, bizarre personal anecdotes, and an almost aggressive delivery that keeps audiences on their toes. Montgomery studied Political Science at the University of Tennessee, Knoxville, before pursuing comedy full-time. He hosts "The William Montgomery Show" podcast with co-host Casey Rocket, where his unhinged personality shines through weekly episodes filled with listener voicemails, strange tangents, and unpredictable moments. Known for his distinctive appearance and equally distinctive comedic voice, Montgomery has built a cult following that appreciates his commitment to being genuinely weird rather than playing it safe. His live performances are legendary for their unpredictability, whether he's yelling at audience members or delivering perfectly timed absurdist jokes that somehow land despite their apparent randomness.
Kill Tony Hall of Fame inductee
Featured performer in Tony Hinchcliffe's Netflix special "Kill Tony: Kill Or Be Killed"
Longest-running regular on the #1 live comedy podcast "Kill Tony"
Hosts "The William Montgomery Show" podcast with Casey Rocket, featuring bizarre listener interactions
Known as "The Big Red Machine" and has achieved Hall of Fame status in the Kill Tony universe
Studied Political Science at University of Tennessee, Knoxville before pursuing comedy
Famous for his confrontational crowd work and unpredictable stage presence
Has performed at major comedy venues including City Winery NYC and comedy clubs nationwide
Appears regularly on other popular podcasts including Duncan Trussell Family Hour