Heath Ledger aspired to be a film director. For his portrayal of Ennis Del Mar in "Brokeback Mountain", Ledger won the New York Film Critics Circle Award for Best Actor and Best International Actor from the Australian Film Institute, and was nominated for the BAFTA Award for Best Actor in a Leading Role and the Academy Award for Best Actor. Posthumously, he shared the 2007 Independent Spirit Robert Altman Award with the rest of the ensemble cast, the director, and the casting director for the film "I'm Not There", which was inspired by the life and songs of American singer-songwriter Bob Dylan.
Jake Gyllenhaal would have required him to leave home for two months. In subsequent years, his parents allowed him to audition for roles but regularly forbade him to take them if he were chosen. He was allowed to appear in his father's films several times. Gyllenhaal appeared in the 1993 film "A Dangerous Woman" (along with sister Maggie); in "", a 1994 episode of ""; and in the 1998 comedy "Homegrown". Along with their mother, Jake and Maggie appeared in two episodes of "Molto Mario", an Italian cooking show on the Food Network. Prior to his senior year in high school, the