He worked as a correspondent on Comedy Central's The Daily Show from 2006 to 2008, as a cast member on Saturday Night Live from 2004 to 2005, and for his comedic roles in films such as The Hangover, The Other Guys, Let's Be Cops, Dumb & Dumber To, 21 Jump Street, 22 Jump Street, The Goods: Live Hard, Sell Hard, and Step Brothers.
Namanya dikenal ketika berperan sebagai Koresponden dalam Comedy Central berjudul The Daily Show mulai 2006 sampai 2008, sebagai bagian dari film Saturday Night Live dari 2004 sampai 2005, dan peran komedi dalam film antara lain The Hangover, The Other Guys, Let's Be Cops, Dumb & Dumber To, 21 Jump Street, 22 Jump Street, The Goods: Live Hard, Sell Hard, dan Step Brothers.