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 embodying different aspects of the life of Bob Dylan in the 2007 film "I'm Not There", directed by Todd Haynes, Ledger "won praise for his portrayal of 'Robbie [Clark],' a moody, counter-culture actor who represents the romanticist side of Dylan, but says accolades are never his motivation". Posthumously, on 23 February 2008, he shared the 2007 Independent Spirit Robert Altman Award with the rest of the film's ensemble cast, its director, and its casting director. In his penultimate film performance, Ledger played the Joker in Christopher Nolan's 2008 film "The Dark Knight", which was released nearly six months after his