- Portrayed Andy Dufresne in the first stage adaptation of The Shawshank Redemption (1999)
- Discovery Health Channel "Don't Sweat the Small Stuff" Promo (2000)
- Starring on stage in "Lovers and Other Strangers" at the Matrix Theatre, Los Angeles (2001)
- Learned sign language for the lead role in "Children of a Lesser God" at the Matrix Theatre, Los Angeles (2002)
- Starring in L.A.'s longest running comedy, "Fluffy Bunnies in a Field of Daisies" at the Zoo Theater, Hollywood (2003-2004)
- In 2 original plays, "Badfish: Story of a Punk" at the Matrix Theatre and "Shrinks" at the Hudson in Hollywood. (2005)
- Performing as disco king Billy "White Suit" Bayo in the hit musical, Body Language, at the Warner Theater in Washington D.C. (2006)
- Producing/directing and starring in the live show "All About Walken: The impersonators of Christopher Walken" at the Paul G. Gleason Theater in Hollywood. (2006)
- Inspired by his work on the documentary "Looking for Lenny" he is now performing stand-up comedy at clubs all over Los Angeles. (2007)
- (2009) Has become known as "The Internet ShamWow Guy" after acting in a parody of pitchman Vince Shlomi on TotallySketch.com. The video has over 1 million viewers in it's first 9 months on YouTube.
- (2009) Created and launched "All About Jack: The Impersonators of Jack Nicholson" - a live show where he plays Jack Nicholson, Adam Sandler and Lakers coach Phil Jackson. Los Angeles and San Francisco.
- (2008) Writing a new book for actors with best-selling author Gavin Levy.
- (2008-9) "All About Walken" in Los Angeles and San Francisco, CA with O'Sullivan playing Walken and Jim Carrey.
- (2010) "All About Walken" completes a sold out two-week engagement at the Under St. Mark's Theatre in New York City.
- (2011) Now playing Gary Busey in the long-running stage show "Point Break LIVE!" in Los Angeles.
- (2011) His debut one-man show "Young Sully" starts in Los Angeles, is selected as SF Chronicle's Entertainment Pick of the Week in San Francisco, and is chosen to be performed at the Out of Bounds Comedy Festival in Austin, TX. Also chosen for the festival is O'Sullivan's documentary "Looking for Lenny."
- (2012) Shooting a national commercial for Boar's Head in January in Puerto Rico.
- (2012) The "Young Sully" one-man show completes a tour of Los Angeles, San Francisco, New York City and Johnson City, NY.
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