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 "Zodiac", which was based on a true story. He played Robert Graysmith, a "San Francisco Chronicle" political cartoonist. In preparation for his role, Gyllenhaal met Graysmith, and videotaped him to study his mannerisms and behavior. Gyllenhaal starred opposite Meryl Streep, Alan Arkin and Reese Witherspoon in the October 2007 release "Rendition", a Gavin Hood-directed political thriller about the U.S. policy of extraordinary rendition. In 2009, he appeared with Tobey Maguire in Jim Sheridan's remake of Susanne Bier's 2004 Danish language film "Brothers". In 2008, it was announced that Gyllenhaal would star in the comedy "Nailed", which he filmed in South