Simon lived in the bohemian Mission District of San Francisco.
Simon was in 13 episodes in the first season of What I Like About You.
Simon's favorite music is underground music, drum and bass, hip-hop, heavy metal, modern rock of the '80s, and reggae. His favorite movie is A Christmas Story, and his favorite actors are Dustin Hoffman and Bill Murray.
Simon has a background in comedy. He trained at improv workshops, such as the renowned Gotham City. He performed stand-up at the Boston Comedy Club.
Simon was born to Paul, a relationship therapist, and Zoe, an environmental planner.
Simon is bilingual. He speaks English and Spanish.
Simon's favorite tropical place is Hawaii. Simon's favorite movie is A Christmas Story.
Simon is a talented artist, preferring to work with pen and ink.
Simon has three stepbrothers and one stepsister.
Simon lived in New York with Ethan Browne, the son of legendary rocker Jackson Browne.
Simon moved from San Francisco to Alameda, CA where he attended Lincoln Middle School. He graduated from Alameda High School in 1992.
Simon was discovered by the photographer of a model girlfriend, who referred him to an agency in San Francisco.
As a child, he attended the Rooftop School, an alternative public elementary school.
Simon was born at the U.C. Moffitt Hospital in San Francisco.
Simon is a co-owner of the semi-private New York nightclub The Plumm, along with Chris Noth, David Wells, and Noel Ashman.
Simon tours with his group Dyslexic Speedreaders along with Mickey Avalon and Andre Legacy.
He was arrested at the age of 17 for potential credit card fraud, which resulted in him being put on probation and doing community service.
He modeled for Tommy Hilfiger, Levi's, and Boss.
His rapping career is popular on Myspace, as "Dirt Nasty". He often tours with his band.
He was dropped from the show What I Like About You after the first season.
He has green eyes.
He is 6' 2" in height.
He briefly dated Jaime Pressly, who defended his early work in pornography to Howard Stern.
He had a brief career in pornography before breaking into the mainstream of acting.
Simon: When you watch Leslie Nielsen, he's never trying to be funny, he's so serious – and then he's just funny!
Simon: I am going out with Paris Hilton.