Segal grew up in New York City, where his father was head of publicity at MGM. In the 1970s, Segal and his family moved to Los Angeles. Segal attended the University of Southern California, where he double majored in Broadcast Journalism and English.
Segal graduated from the USC School of Cinema and Television.
Segal began his career writing and directing television. In 2002, he created the NBC sitcom Hidden Hills (2002–2003). In 1995, he formed his production company, Callahan Filmworks, along with long-time producing partner Michael Ewing.

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