| 1990 | Built his stand-up foundation at New York City's top-tier clubs including Dangerfield's, The Gotham Comedy Club, and The Comedy Cellar, becoming one of the city's busiest working comedians. |
| 1993 | Appeared on A&E's 'Comedy on the Road,' earning his first national television credit alongside the show's rotating roster of New York club comics. |
| 1998 | Joined the writing staff of Saturday Night Live's 'Weekend Update,' contributing jokes for the segment on a regular basis alongside the show's in-house writers. |
| 2002 | Featured on Comedy Central's 'Tough Crowd with Colin Quinn,' one of the network's most combative and critically respected panel comedy series. |
| 2005 | Opened for Colin Quinn, Kevin James, and Ray Romano across multiple dates, touring as a supporting act for three of New York's most commercially successful stand-up exports. |
| 2010 | Established himself as a go-to headliner for Fortune 500 corporate events, bringing a New York club sensibility to private and gala audiences nationwide. |
| 2018 | Headlined the Governor's Comedy Clubs circuit on Long Island, where his weekly appearances made him one of the venue's most frequently booked headliners. |
| 2021 | Returned to full-capacity club dates at The Comedy Cellar and The Gotham Comedy Club following the reopening of New York City's live entertainment venues. |
| 2023 | Headlined the Governor's Green Room show at Levittown alongside Chris Monty and Mick Thomas, with the performance broadcast via the Governor's Comedy Clubs YouTube channel. |