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 only other film not directed by his father, in which Gyllenhaal was allowed to perform, was the 1993 film "Josh and S.A.M.", a little-known children's adventure. Gyllenhaal graduated from the Harvard-Westlake School in Los Angeles in 1998, then attended Columbia University, where his sister was a senior and from which his mother had graduated, to study Eastern religions and philosophy. Gyllenhaal dropped out after two years to concentrate on acting but has expressed intentions to eventually finish his degree. Gyllenhaal's first lead role was in "October Sky", Joe Johnston's 1999 adaptation of the Homer Hickam autobiography "Rocket Boys", in which