Tom Gregory (producer) Lincoln. Hollywood memorabilia in his collection are the cowboy shirts worn by Heath Ledger and Jake Gyllenhaal in the film Brokeback Mountain as well as the suit, shirt, tie and campaign pin worn by Sean Penn during his Oscar-winning performance in Milk The auction bids for these items have benefited different children's charities. Tom Gregory's philanthropic involvement also spans both coasts. In Los Angeles, he teaches after-school acting classes for preteens, drawing on his own acting experience gained in repertory companies in East Hampton, New York, Delray Beach, Florida, and across the United States. In Southampton New York, Tom Gregory
Jake Gyllenhaal filmography the police procedural television series ""; the episode was directed by his father. In 1999, Gyllenhaal starred in the Joe Johnston-directed drama "October Sky"; the film was received warmly by critics, and Gyllenhaal's portrayal of the NASA engineer Homer Hickam was praised. In 2001, he appeared in the comedy film "Bubble Boy", which was a critical failure and a box office bomb but has since gone on to attain status as a "cult comedy". Later that same year, he starred in the Richard Kelly-directed drama "Donnie Darko" alongside his sister Maggie, and Drew Barrymore. His portrayal of the Donnie Darko