Maggie Gyllenhaal performed in "Crazy Heart".
Crazy Heart . Jeff Bridges plays a down-and-out country music singer-songwriter who tries to turn his life around after beginning a relationship with a young journalist portrayed by Maggie Gyllenhaal . Maggie Gyllenhaal . For her performance in the musical-drama Crazy Heart ( 2009 ) , she was nominated for the Academy Award for Best Supporting Actress .