Pearl is best known for his role as "Doody", one of the three supporting T-Birds, in the 1978 film version of Grease. He also had a cameo as Mr. Weaver in the Grease: Live television special on FOX in 2016.
Up until 2012, he didn't star in any additional films but found some fame as a children's theatre and television actor. He played "Professor Tinkerputt" in the primetime special Barney's Imagination Island and the US tour of Barney's Big Surprise, a stage production based on the popular TV show.
He was also seen as "Enma" in Mirmo! and starred in an episode of Disney Channel's Even Stevens. In 2011 he starred in the Broadway musical Baby It's You! and in 2012 he starred in the Lionsgate release The Newest Pledge. He also starred as "Arnold" in the national tour of Happy Days, the Musical. In 2014 he was part of the series Summer with Cimorelli.