Known for playing characters with awkward social tendencies who specifically struggle with the opposite sex, his most memorable roles include George Michael Bluth in the comedy series Arrested Development, Evan in the 2007 teen comedy feature Superbad and Paulie Bleeker in the 2007 comedy/drama Juno.
He became interested in acting after watching Ghostbusters numerous times while sick with the chicken pox. Afterwards, he began taking improvisation classes at The Second City Toronto.
His starring role in Scott Pilgrim vs. the World earned him the Satellite Award for Best Actor in 2010.
Both of his parents worked for Xerox. He was rumored to have dated actress Charlyne Yi in 2009, but the latter denied this claim.
He starred in Scott Pilgrim vs. The World with Anna Kendrick.