Raised in Iowa

While in college was an intern at the Williamstown [MA] Theatre Festival

Moved to Chicago; acted onstage

Moved to L.A.

Film debut in a small role in "Straight Talk"

Guest starred on "JAG"

TV series debut as regular, played Kurt, the boyfriend of Carrie (Molly Ringwald) on the ABC sitcom "Townies"

Had featured role in "Swingers"

Co-starred in the short-lived ABC sitcom "That's Life"

Starred opposite Jennifer Aniston in "Office Space", directed by Mike Judge

Cast as a political aide to a gubernatorial candidate (William Hurt) in the Orson Welles-scripted "The Big Brass Ring", directed by George Hickenlooper; played on the festival circuit before debuting on Showtime

Appeared in the ensemble of "Body Shots"

Signed to play Allan Ginsberg in "Beat"; screened at Sundance

Cast in a lead role of the HBO war drama "Band of Brothers"

Joined cast of the ABC drama series "The Practice" as a prosecuting attorney

Had a recurring role on the HBO comedy series "Sex And The City" playing Jack Berger, a struggling novelist and love interest for Carrie

Co-starred in "The Cooler, a love story set in Las Vegas

Co-starred with Brittany Murphy in the romantic comedy "Little Black Book"

Cast in "Winter Solstice" opposite Anthony LaPaglia

Cast as a fellow teacher who is also a lawyer representing his colleague against sexual harassment charges in the dark comedy "Pretty Persuasion"

Starred in the TNT miniseries "Stephen King's Nightmares & Dreamscapes"

Cast in Neil LaBute's play, "In a Dark Dark House" at the Lucille Lortel Theater

Portrayed Richard Pimentel in the drama "Music Within"