Bailey started his career by telling funny stories with other comedians after hours at The Comedy Store. His beginning was humble as Skip E. Lowe later spotted him. He then offered him an opportunity at a stand-up. Rising slowly, then he got a chance to host the American version of the Cash Cab, which is shown on the Discovery Channel. The Cash Cab is a TV show which is played in a taxicab that Ben drives around New York City. Bailey had also served as a Consulting producer for Cash Cab in 2009 and as executive producer from 2011 to 2013.
Later, he also made an appearance on Shovio.com’s TalkBack TV. He also narrated the Discovery Channel’s series Smash Lab, and he also hosted ‘Who’s Still Standing?’ from 2011 to 2012 on NBC. In 2005 he had a recurring role as Haskell on the soap opera One Life to Live. He has also acted in films including ‘Don’t shoot the Pharmacist’ and ‘Bad Parents.’
Bailey was a massive success in-game show business, and due to his success, he was nominated for Daytime Emmy Awards in 2007, 2008, 2009, 2010, 2011, and 2013 for outstanding Game Show host. He also won the award in 2010, 2011 and 2013. He has also made an appearance on 30 Rock in 2010, After the Catch in 2009, Caroline and Friends in 2018, Comedy Central Presents, Delivery Man in 2013, Hope & Faith, The Late Late Show with Craig Ferguson and many more shows.
