- Has been a stand-up comedian in New York since 1993.
- Attended Old Dominion University in Norfolk, Virginia.
- Among other jobs, he was a limo driver for five years before getting his job on Ca$h Cab (2005).
- Has a small, uncredited, role as Polish Mob Henchman in Vince Vaughn's vehicle, Delivery Man (2013). Bailey joked he wasn't credited because he was late to the first table reading, forcing Vaughn and the rest of the cast to wait for a guy in a bit part.
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