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Jennifer Esposito's breakthrough role came in Spike Lee's Summer of Sam. Set against the mid-Seventies backdrop of the Son of Sam murders, the film also starred John Leguizamo and Mira Sorvino. Esposito's next film was Wes Craven Presents: Dracula 2000 with Christopher Plummer, Omar Epps and Johnny Lee Miller.

Following a starring role in the Regency thriller Don't Say a Word, starring Michael Douglas, she shot Welcome to Collinwood, co-starring George Clooney, Ray Liotta and Sam Rockwell, produced by Steven Soderbergh, and directed by Anthony and Joe Russo; and Princess of Paradise Park, with Val Kilmer and James Caviezel, written by Michael Seitzman. Those were followed by The Master of Disguise, a comedy starring Dana Carvey; Jesus, Mary and Joey; Breakin' All the Rules (with Jamie Foxx); and a mystery/drama called Crash (with Sandra Bullock).

Her other film credits include I Still Know What You Did Last Summer, No Looking Back, A Brother's Kiss, The Bachelor and Spike Lee's He's Got Game.

On television, Esposito is best known as Stacy, the wisecracking and feisty secretary to the Deputy Mayor of New York (played by Michael J. Fox) on the hit series Spin City. She joined the cast in the show's second season, while also appearing on the Fox series New York Undercover.

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