Ben Bailey: From Cash Cab to Comedy Cellar Stand-Up Legend

Who is Ben Bailey?

Ben Bailey is best known as the host of Cash Cab, the game show where trivia-loving passengers ride in his taxi and answer questions for cash prizes. The show ran for 14 seasons total—from 2005 to 2012 initially, then returning from 2017 to 2020. But before he became a household name as the Cash Cab guy, Bailey was already an accomplished stand-up comedian, and he continues that passion today.

Born in Bowling Green, Kentucky, and raised in Chatham Borough, New Jersey, Bailey attended Old Dominion University before moving to Los Angeles in 1993. He’s not just playing a cab driver on TV—he holds a real New York City taxi medallion and is a licensed taxi driver. His hosting work on Cash Cab earned him multiple Daytime Emmy nominations, winning the award for Outstanding Game Show Host in 2010, 2011, and 2013.

Ben Bailey’s Comedy Style

Bailey’s stand-up is sharp and observational. His first Comedy Central special in 2006 showcased his ability to work a room, and he followed it up with the two-part special Road Rage and Accidental Ornithology in 2011. More recently, he released Ben Bailey Live & Uncensored in 2016 and Please Tell Me What I Said on YouTube in 2024—proof that he’s still actively creating and performing at the highest level.

What Fans and Fellow Comedians Say

Bailey’s longevity in both television and stand-up is a testament to his professionalism and genuine talent. He’s able to connect with audiences across different mediums—whether they know him from Cash Cab or from seeing him in comedy clubs.

Where to Find Ben Bailey

Check out Ben’s official site at therealbenbailey.com for tour dates and booking information. Follow him on Instagram at @realbenbailey. Catch his sets on Mint Comedy at watch.mintcomedy.com.