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He encouraged her to get experience on stage in front of an audience, anywhere but New York or Los Angeles The following year, Shepherd went back to Los Angeles and soon won the role of Colleen Champion in the night-time drama, The Yellow Rose (1983), opposite Sam Elliott.Although critically acclaimed, the series lasted only one season.A lighthearted combination of mystery and comedy, the series won Shepherd two Golden Globe awards.She starred in Chances Are (1989) with Robert Downey Jr. She then reprised her role as Jacy in Texasville (1990), the sequel to The Last Picture Show (1971), as the original cast (including director Peter Bogdanovich) reunited 20 years after filming the original.On November 7, 2008, Shepherd guest-starred in a February episode of the CBS drama Criminal Minds.Shepherd appeared alongside Jennifer Love Hewitt in the 2010 television film The Client List and then in the 2012-13 series based on the film.The film became a critical and box office hit, earning several Academy Awards and nominations. Shepherd was cast opposite Charles Grodin in The Heartbreak Kid (1972).
Shepherd's better-known roles include Jacy in The Last Picture Show (1971), Kelly in The Heartbreak Kid (1972), Betsy in Taxi Driver (1976), Maddie Hayes on Moonlighting (1985–1989), Cybill Sheridan on Cybill (1995–1998), Phyllis Kroll on The L Word (2007–2009), Madeleine Spencer on Psych (2008–2013), Cassie in the television film The Client List (2010) and Linette Montgomery on The Client List (2012–2013).
The film—a period piece set in Europe—proved to be a box office failure.