- Did 300 stand-up shows a year early in his career.
- Voice is featured in the 2008 video game Grand Theft Auto IV.
- In 2009, was the first stand-up comedian to appear on The Tonight Show With Conan O'Brien.
- Joined comics Robert Kelly and Joe DeRosa to produce, write and star in a 2011 comic short called Cheat, which was a hit at the Tribeca Film Festival.
- Received the 2011 Comedian of the Year Award from the Boston Comedy Festival.
- Contributed material to the 2011 and 2012 ESPYs.
- With fellow comedian Al Madrigal, launched Allthingscomedy.com in 2012, which features a selection of podcasts by stand-up comics.
- Given the Alumni Award of Distinction by his alma mater Emerson College in 2013.