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 character who begins a reckless affair with an older woman. Gyllenhaal later described these as "teenager in transition" roles. Gyllenhaal later starred in the Touchstone Pictures romantic comedy "Bubble Boy", which was loosely based on the story of David Vetter. The film portrays the title character's adventures as he pursues the love of his life before she marries the wrong man. The film was panned by critics, with one calling it an "empty-headed, chaotic, utterly tasteless atrocity". Following "Bubble Boy", Gyllenhaal starred opposite Dustin Hoffman, Susan Sarandon and Ellen Pompeo in "Moonlight Mile", as a young man coping with the