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Milestones
- 2004: Portrayed the first female boxing manager in the film "Against the Ropes"
- 2003: Directed by Jane Campion in the erotic thriller "In the Cut"
- 2001: Starred opposite Hugh Jackman in the romantic comedy "Kate & Leopold"
- 2000: Co-starred with Russell Crowe in "Proof of Life"
- 1998: Third teaming with Tom Hanks in "You've Got Mail", a contemporary spin on "The Shop Around the Corner" written and directed by Nora Ephron
- 1998: Starred opposite Nicholas Cage in "City of Angels", a film inspired by Wenders' "Wings of Desire"
- 1998: Had dramatic supporting role in "Hurlyburly"
- 1998: Reteamed with Quaid for the contemporary remake of "D.O.A."
- 1997: Attempted to change her screen persona by playing a cynical photographer out for revenge on the man who dumped her in "Addicted to Love"
- 1997: Provided the speaking voice of the title character in the animated feature "Anastasia"
- 1996: Portrayed an Army captain stationed in the Middle East during the Persian Gulf War whose actions come under investigation in "Courage Under Fire"
- 1995: Renewed first-look production deal with 20th Century Fox; Kathryn Galen replaced by Nina Sadowsky as president of Prufrock Pictures
- 1995: Feature producing debut, "French Kiss" (also starred)
- 1994: Offered a fine dramatic turn as an alcoholic wife and mother in "When a Man Loves a Woman"
- 1993: Formed Fandango Films (renamed Prufrock Pictures), a production company based at Fox, with business partner and co-producer Kathryn Galan
- 1993: Reteamed with husband for the dramatic "FLesh and Bone"
- 1993: Again paired with Tom Hanks in the hit romantic comedy "Sleepless in Seattle", directed by Nora Ephron
- 1992: Starred opposite Alec Baldwin in the fantasy romantic comedy "Prelude to a Kiss"
- 1991: Appeared as Pamela Morrison in Oliver Stone's biopic "The Doors"
- 1990: First screen pairing with Tom Hanks in "Joe Versus the Volcano"; played multiple roles
- 1989: Breakthrough lead role in "When Harry Met Sally..."; had a particularly memorable scene where she demonstrates how easily a woman can fake an orgasm
- 1987: First oncreen pairing with future husband Dennis Quaid, "Innerspace"
- 1986: First adult role in features, "Top Gun"; played Anthony Edwards' lover
- 1985: Moved to Los Angeles
- 1982: TV debut in the "ABC Afterschool Special" entitled "Amy and the Angel"
- From 1982 to 1984: Had regular role of ingenue Betsy Montgomery on the CBS daytime serial "As the World Turns"
- 1981: Made film debut in George Cukor's "Rich and Famous" as Candice Bergen's daughter
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