| 1983 | Broke into stand-up on the Boston comedy scene, grinding through the clubs that produced some of the country's sharpest comics and building the point-of-view that would define his act for decades. |
| 1999 | Co-wrote and appeared in 'Suckers,' a feature film drawn from his own years selling cars; the movie aired on HBO and Cinemax and earned the Premiere Video Award for Best Screenplay alongside co-writer and director Roger Nygard. |
| 2001 | Won the Best Screenplay Video Premiere Award for 'Suckers' with partner Roger Nygard, adding a screenwriting credit to a career that already included more than forty television appearances. |
| 2014 | Diagnosed with stage 4 throat cancer and treated at Dana-Farber Cancer Institute; a call from Denis Leary pulled him out of bed and back onto the stage for Cam Neely's Comics Come Home benefit at Boston Garden alongside Jimmy Fallon before treatment was complete. |
| 2015 | Returned to the regular comedy circuit after beating stage 4 throat cancer, incorporating new material about treatment and survival that transformed his act into a dual-threat set of laughs and inspiration. |
| 2022 | Active as both a stand-up comedian and a motivational keynote speaker, bringing the cancer-survivor story that earned him a profile at Dana-Farber and in The Boston Globe to corporate and benefit audiences nationwide. |
| 1990s | Beat Drew Carey on Ed McMahon's 'Star Search,' a victory later featured in an ABC '20/20' "Where Are They Now?" segment that reintroduced him to national television audiences. |
| 2000s | Built a second circuit headlining aboard Royal Caribbean and other major cruise lines, as well as regular runs at the Comedy Stop at the Tropicana in both Atlantic City and Las Vegas. |
| 2000s | Wrote for and toured with Rosie O'Donnell and appeared on 'The Rosie O'Donnell Show,' expanding his New England fan base to a national daytime audience. |