In 2002, Billy got his big break playing Kyle in the ABC sitcom 8 Simple Rules alongside John Ritter, Katey Sagal, and Kaley Cuoco.
Famous actors and actresses such as John Ritter, Sandy Dennis, and Curtis Armstrong have worked with the resident company of performers over the years.
The subject matter dealt primarily with stand-up comedy and the construction of a comedian's routine, but also focused on Monster.com, John Ritter and trust funds.
His second single "Falling Out of Love" charted on the Billboard Hot 100 and appeared on the soundtrack for the John Ritter film, Skin Deep in 1989.
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It also featured several stars' voices, including Ed Asner, John Ritter, Tim Curry, Hector Elizondo, Buddy Hackett, Megan Mullally, Robert Guillaume, and JoBeth Williams.
DeWitt appeared on Suzanne Somers' talk show, Suzanne Somers: Breaking Through, during which she and Somers reminisced about their time on Three's Company together, Somers apologized for the conflict that arose between them, and they exchanged anecdotes about the last time they each spoke to John Ritter.
And, John Ritter sang it (as a philandering author in a piano bar) in the Blake Edwards romantic comedy, "Skin Deep (1989 film)."