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After the show's single season, Perry stayed in Los Angeles and made his screen debut in the 1988 film A Night in the Life of Jimmy Reardon.In the midst of his many continuing guest roles on TV, Perry was cast as a regular on the 1990 CBS sitcom Sydney, playing the younger brother of Valerie Bertinelli's title character.In 2009, he starred in the film 17 Again playing the older Mike O'Donnell.

In 1991, he made a guest appearance on Beverly Hills, 90210 as Roger Azarian.

Perry landed his next TV starring role on the ABC sitcom Home Free, which aired only 11 episodes in the spring of 1993.

Perry played small town teacher Ron Clark who relocates to the toughest class in the country.

Perry received a Golden Globe nomination as well as an Emmy nomination for his performance.

The pilot aired on August 8, 2012 as a "sneak preview" after the 2012 Summer Olympics.

In 2014, Perry made his British TV debut in the one-off comedy program The Dog Thrower, which aired on May 1 as part of Sky Arts' Playhouse Presents.

In March 2017 Perry again reprised his role as attorney Mike Kresteva, in The Good Fight, a sequel show to the CBS drama The Good Wife.

Perry completed a 28-day program in 1997 for a Vicodin addiction.

By then, Perry was making his mark, and was instantly cast in a sitcom pilot titled LAX 2194.

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