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 well received by critics; Gary Mairs of Culture Vulture wrote that "Gyllenhaal manages the difficult trick of seeming both blandly normal and profoundly disturbed, often within the same scene." After the critical success of "Donnie Darko", Gyllenhaal's next role was as Pilot Kelston in 2002's "Highway" alongside Jared Leto. His performance was described by one critic as "silly, cliched and straight to video". Gyllenhaal had more success starring opposite Jennifer Aniston in "The Good Girl", which premiered at the 2002 Sundance Film Festival; he also starred in "Lovely and Amazing" with Catherine Keener. In both films he plays an unstable