Education
He briefly attended Santa Barbara City College.
He briefly attended Santa Barbara City College.
He is known for playing Private David Kenyon Webster in the Home Box Office miniseries Band of Brothers and his roles in the films Fight Club, Center Stage, Mindhunters, and Sexual Life. He had a recurring role on the United States of America Network series Covert Affairs and the American Broadcasting Company series Once Upon a Time.
He also had a recurring role as Ray, a psychopathic killer in the Columbia Broadcasting System series Stalker.
Bailey struggled in school until he found his calling in his high school drama department. He was soon performing in each school play and went on to study formally at the American Academy of Dramatic Arts in New York City.
He appeared in Almost Famous, portraying Jann Wenner. He was seen in Center Stage, Fight Club, Catherine Jelski"s The Young Unknowns, The Scoundrel"s Wife, Seven and a Match, Renny Harlin"s Mindhunters for Miramax, and the independent feature Sexual Life for director Ken Kwapis.
His television appearances include Dawson Creek, Home Box Office"s highly acclaimed series, Band of Brothers produced by Tom Hanks and Steven Spielberg, and the Home Box Office original film And Starring Pancho Villa as Himself opposite Antonio Banderas.
On stage, Bailey appeared in Equus at the Pasadena Playhouse, as well as Spoon River Anthology, Look Homeward, Angel, and Dinner at Eight at the American Academy of Dramatic Arts, Desire and I at the Access Theatre Santa Barbara, and Icarus" Mother at the SBCC Studio Theatre. In 2007, Bailey was awarded a Daytime Emmy for his performance in Life of the Party. Bailey has had recurring guest-starring roles on the television series Dawson"s Creek and Emergency. In 2010, Bailey had a recurring role in United States of America Network’s Covert Affairs as Ben Mercer, Annie"s ex-boyfriend, who was being targeted by the Central Intelligence Agency, before returning to the Agency near the end of Season 1.
In 2012, Bailey started recurring on Once Upon a Time as Pinocchio/August Booth.
On May 1, 2013, Bailey guest starred in "Traumatic Wound" on Law & Order: Special Victims Unit as Frank Patterson, an Iraq war veteran with Post-Traumatic Stress Disorder who becomes a key witness in an investigation of a sexual assault in a nightclub. During a trip to Peru, Bailey saw a group of children travel 24 miles on foot to school.
This led to the creation of Imagine This! television, a reality television show chronicling one week philanthropic projects for people all around the world. The network uses an open-source collaboration platform that encourages input from its viewers.
Bailey is currently working on getting broadcast distribution for the television show.