In 2000, Sean appeared in a single episode of the CBS drama Touched by an Angel as Zack Collier. That was followed by a leading role in the TV series Beautiful People as Chris Prichett for ABC Family. He played Charlie in the 2010 romantic comedy film You Again co-starring Kristen Bell and Odette Yustman.
In 2010, Sean appeared in the Broadway production of Green Day's rock musical "American Idiot".
In 2012 Sean was reported that he signed a contract to join the CW hit teen series 90210 playing Nick as a recurring character.
In 2013 joined the cast of Hello Ladies, the HBO comedy series by Stephen Merchant, as a recurring guest star, playing the character of Glenn the douchey agent.
In 2014, Sean will guest star as Glenn in the Hello Ladies follow-up movie special on HBO.
