Formed the comedy group, “The Lonely Island” with childhood friends, Akiva Schaffer and Jorma Taccone

Co-wrote (with Akiva Schaffer and Jorma Taccone) for various award shows, including the 2004 and 2005 "MTV Movie Awards"

Performed stand-up on Comedy Central’s “Premium Blend” show

Joined the cast of "Saturday Night Live" (NBC) as a featured player

Co-starred in the digital short, “Lazy Sunday” with SNL cast member Chris Parnell, where they rap about the movie “Chronicles of Narnia” and eating cupcakes; the short became an Internet phenomenon

Appeared with Justin Timberlake in the digital short, “D*ck in a Box” a parody of R&B sex ballad videos from the early 1990s; also wrote and produced

First lead role in a feature, “Hot Rod” a comedy directed by “Lonely Island” member, Akiva Schaffer; also co-wrote with Schaffer and Taccone

Released third digital short, "Jizz in My Pants"

Had a cameo as a hobo in "Nick and Norah's Infinite Playlist"

Released debut CD/DVD, Incredibad with writing partners Jorma Taccone and Akiva Schaffer

Hosted the MTV Movie Awards

Voiced Brent in the animated film, "Cloudy with a Chance of Meatballs"