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Chris Caldovino was born in Brooklyn, NY. He began his acting studies in NYC at The Gene Frankel Theatre. Chris subsequently moved to Los Angeles and quickly began building his body of work in film and TV, while continuing to study at Playhouse West under Jeff Goldblum. Chris later studied under Robert D'Avanzo at The Tamarind Theater, where he performed in a multitude of stage productions. In 2004 Chris booked the recurring role of Billy Leotardo, in HBO's The Sopranos (1999). He went on to book many more roles in TV and film, including FOX's The Good Guys (2010), and the film Brooklyn Rules (2007) with Alec Baldwin.

Chris had roles in the Martin Scorsese Oscar-nominated film The Wolf of Wall Street (2013) written by Terence Winter, and the film Stealing Cars (2015) produced by Oscar-nominee Rachel Winter of Dallas Buyers Club. In 2015 Chris finished up a three-season stint as Tonino Sandrelli on HBO's Boardwalk Empire (2010), for which he along with the cast received a SAG nomination for Outstanding Ensemble in a Drama Series. As of late Chris has appeared in Guest-Star roles on network episodic Television including Castle (2009), The Haves and the Have Nots (2013), and Tommy (2020) starring Edie Falco. The Mob/Comedy Made in Chinatown (2021) in which Chris appears along with other Sopranos alumni has recently been released. He will also be starring in the upcoming crime thriller Mileage which will be shooting Upstate NY fall 2021, and will appear in a Guest Star role in season ten of American Horror Story (2011). Chris is represented by McGowan/Rodriguez Management and Momentum Talent and Literary Agency.