Moved with family to Los Angeles

Feature acting debut "Waterland"; directed by her father, Stephen Gyllenhaal

Moved to New York to attend NYU

Acted in "Homegrown"; directed by her father and also featured her brother

Had supporting role in John Waters' "Cecil B. DeMented"

Played the sister of her real-life brother in "Donnie Darko"

Earned widespread acclaim portraying a mentally fragile woman who embarks on an Sadomasochistic relationship with her boss in the Sundance hit "Secretary"; received a Golden Globe nomination for Best Actress

Had a supporting role in the Spike Jonze/Charlie Kaufman comedy, "Adaptation"

Co-Starred in "Mona Lisa Smile" with Julia Roberts and Kirsten Dunst

Performed at the Mark Taper Forum in a production of Tony Kushner's "Homebody/ Kabul"

Appeared in "Criminal" with John C. Reilly and Diego Luna

Played a singer in "Happy Endings"; earned an Independent Spirit Award Nomination for Best Supporting Female

Played the wife of a rescued Port Authority officer in Oliver Stone's "World Trade Center"

Portrayed an ex-con in the indie drama, "Sherrybaby"; received a Golden Globe nomination for Best Actress

Replaced Katie Holmes as Assistant District Attorney, Rachel Dawes in the second installment of the revived "Batman" series, "The Dark Knight"

Co-starred with fiance Peter Sarsgaard in the Off-Broadway revival of Anton Chekhov's "Uncle Vanya"