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
Heath Ledger role in "Clowning Around" (1992), the first part of a two-part television series, and to work on the TV series "Sweat" (1996), in which he played a gay cyclist. From 1993 to 1997, Ledger also had parts in the Perth television series "Ship to Shore" (1993); in the short-lived Fox Broadcasting Company fantasy-drama "Roar" (1997); in "Home and Away" (1997), one of Australia's most successful television shows; and in the Australian film "Blackrock" (1997), his feature film debut. In 1999, he starred in the teen comedy "10 Things I Hate About You" and in the acclaimed Australian crime film "Two