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In 1997 Flockhart was requested to audition for the starring role in David E. Kelley's FOX television series, Ally McBeal. Kelley, having heard of Flockhart, wanted her to audition for the contract part. Though Flockhart at first hesitated due to the necessary commitment to the show in a negotiable contract, she was swayed by the script and travelled to Los Angeles to audition for the part, which she won. She earned a Golden Globe Award for the role in 1998.

Flockhart played the role of Helena in the 1999 film version of Shakespeare's A Midsummer Night's Dream. In 2000, she appeared in Things You Can Tell Just by Looking at Her and Bash: Latter-Day Plays, later accompanying Eve Ensler to Kenya in order to protest violence against women, particularly Female Genital Mutilation. Flockhart also starred in the off-Broadway production of Ensler's The Vagina Monologues.

In 2004, Flockhart appeared as Matthew Broderick's psychotic girlfriend in The Last Shot. In the same year, Flockhart travelled to Spain for the filming of Fragile, which premiered in September 2005 at the Venice Film Festival.

She auditioned for the role of Susan Mayer on Desperate Housewives, but lost the role to Teri Hatcher. Flockhart currently stars as communication advisor Kitty Walker in the ABC TV prime time series Brothers & Sisters, which premiered in September 2006 as the lead-out program to Desperate Housewives.

(wikipedia.org)