Jack Nicholson screen characters, someone who is "snarly, dumb, smart, noble, rascally—all the parts of 'Jack'" Nicholson went on to win his next Academy Award for Best Actor in the romantic comedy, "As Good as It Gets" (1997), his third film directed by James L. Brooks. He played Melvin Udall, a "wickedly funny", mean-spirited, obsessive-compulsive novelist. "I'm a studio Method actor", he said. "So I was prone to give some kind of clinical presentation of the disorder." His Oscar was matched with the Academy Award for Best Actress for Helen Hunt, who played a Manhattan wisecracking, single-mother waitress drawn into a love/hate
Jack Nicholson young girlfriend. In late 2006, Nicholson marked his return to the dark side as Frank Costello, a nefarious Boston Irish Mob boss, based on Whitey Bulger who was still on the run at that time, presiding over Matt Damon and Leonardo DiCaprio in Martin Scorsese's Oscar-winning film "The Departed", a remake of Andrew Lau's "Infernal Affairs". The role earned Nicholson worldwide critical praise, along with various award wins and nominations, including a Golden Globe nomination for supporting actor. In 2007, Nicholson co-starred with Morgan Freeman in Rob Reiner's "The Bucket List". Nicholson and Freeman portrayed dying men who fulfill their