- Cowrote and starred in a short film titled FCU: Fact Checkers Unit, which also featured Bill Murray, and later developed the short into a web series of the same name.
- Was a contributing writer on a number of award shows, including the 2008 MTV Movie Awards and 2009 MTV Movie Awards; the 63rd Primetime Emmy Awards and the 38th Annual People's Choice Awards.
- Started his career as one-half of the comedy duo Brian and Pete with Peter Karinen, and the two created and starred in the 2009 show Single Dads.
- Played Robbie “Pinhead” Feinberg in the Martin Scorsese picture The Wolf of Wall Street.
- Reportedly lived across the street from JP Morgan for three years and based his performance in The Wolf of Wall Street on the uber-aggressive yet under-educated Wall Street characters he had encountered around that time.