Gyllenhaal has appeared in an eclectic range of films, including the indie film Sherrybaby (2006), for which she was nominated for a Golden Globe, the romantic comedy Trust the Man (2006) and big-budget films such as World Trade Center (2006) and The Dark Knight (2008). She next starred in the 2009 musical-drama Crazy Heart, for which she received an Academy Award for Best Supporting Actress nomination. Gyllenhaal has also appeared in theatrical plays, including Closer (2000) and television productions including Strip Search (2004).
Gyllenhaal has been in a relationship with actor Peter Sarsgaard since 2002. In 2006, the two became engaged and Gyllenhaal gave birth to their daughter, Ramona, on October 3, 2006. On May 2, 2009, she married Sarsgaard in Italy. She is a politically active Democrat and, like her brother and parents, supports the American Civil Liberties Union. Prior to the U.S.-led invasion of Iraq she participated in anti-war demonstrations. Gyllenhaal drew criticism in 2005 for her opinion that America was "responsible in some way" for the 9/11 attacks. She is actively involved in human rights, civil liberty, and anti-poverty campaigns.
In February 2011, Gyllenhaal starred in another Anton Chekhov production as the character Masha in Austin Pendleton's Three Sisters at the Classic Stage Company. The play focuses on the Prozorov sisters (Gyllenhaal, Jessica Hecht, and Juliet Rylance) "unlucky in love, unhappy in the provinces and longing to return to Moscow" as summarized by Bloomberg's Jeremy Gerard. The Off Broadway production began preview performances on January 12 with limited engagement through March 6.
