As a musician he is best known for his 2003 album Fake Songs. He also directed the 2006 film Tenacious D in The Pick of Destiny,
He was one of 40 Musicians from around the world chosen to attend
He wrote the music for Clone High, the short-lived MTV animated series from 2002.
He dated Robin McCauley, who lent her voice to his Sifl & Olly web series.
He directed Sarah Silverman in her film Jesus Is Magic and also directed the comedian's "Give the Jew Girl Toys" music video.
