[1] Smith starred as Potiphar in the Chaminade High School production of Joseph and the Amazing Technicolor Dreamcoat.

Smith is the founder, head writer and principal performer of the sketch comedy troupe Harvard Sailing Team.

Smith's first real acting gig was in a short movie produced by Tisch School of the Arts titled I Killed Zoe Day.

He made his television debut in 2009 in the third-season of 30 Rock in an episode titled "Goodbye, My Friend", where he played Tim.

[4] In 2013, he was cast in a CBS television pilot Ex-Men (renamed to We Are Men)[5] which was then picked to series and cancelled after two episodes.