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Jack Nicholson, born John Joseph Nicholson in 1937 in New Jersey, is undoubtedly one of the most famous, recognizable actors in the world. According to InStyle, Nicholson grew up believing that his grandmother was his mother and that his mother was his older sister. Even more surprising, he wasn’t told the truth until much later on in life, when he had already attained fame for his acting. Before achieving much success, Nicholson took minor parts in B-films and acted in supporting roles on television. However, his work soon gained momentum as he was cast in his first breakthrough movie role.
Indeed, Nicholson was cast in supporting role in the 1969 film Easy Rider, for which he was nominated for an Academy Award. Since then, he has won three Oscars, three British Academy Film Awards, six Golden Globe Awards, one Grammy Award, and one Screen Actors Guild Award. That’s in addition to the 40 award nominations he’s accrued over his career. Other than the fact that he is supremely talented, his success is due to his ability to play characters that are both comedic and serious. And although his more dramatic work has gained him a lot of praise — The Shining and The Departed, for example — his roles in comedic films are also notable. Here is a list of Jack Nicholson’s best comedy movies, ranked.
5/5 As Good As It Gets
As Good As It Gets stars Nicholson as an obsessive-compulsive romance novelist who develops an attachment to both his waitress at his favorite restaurant and his neighbor’s dog, whom he looks after while his neighbor is in the hospital. Melvin (Nicholson), his waitress (Helen Hunt), and his neighbor Simon (Greg Kinnear) end up together on a road trip to visit Simon’s parents in Baltimore to ask them for money. Included in the litany of awards this comedy won is Nicholson’s Oscar for Best Actor.
4/5 Something’s Gotta Give
Nicholson stars alongside Diane Keaton, Keanu Reeves, Amanda Peet, and Frances McDormand in the comedy Something’s Gotta Give, about an aging bachelor with a propensity for much younger women. Harry Sanborn (Nicholson) and his girlfriend, Marin (Peet), plan to spend the weekend at Marin’s family’s Hamptons beach house until they realize that her mother, Erica (Keaton), is also planning to stay. After an unexpected medical emergency leaves him unable to do much but rest, Harry is left to the care and company of Erica. Stuck together alone, the two soon begin to develop a closer bond. For her part, Keaton was nominated for an Academy Award and won the Golden Globe for Best Actress in Motion Picture.
3/5 Anger Management
Directed by Peter Segal and released in 2003, Anger Management stars Nicholson as Dr. Buddy Rydell, a borderline-unhinged anger management therapist. When Dave (Adam Sandler) is mistakenly sentenced to anger management classes, he gets much more than he’s expecting with Dr. Rydell. While Dave just wants to get through his classes and move on with his life, Buddy seems determined to disrupt his life any way he can. In addition to Nicholson and Sandler, the film also stars Woody Harrelson, Marisa Tomei, January Jones, and Luis Guzmán.
2/5 Terms of Endearment
In Terms of Endearment, Nicholson plays astronaut Garrett Breedlove, who is the love interest of widow Aurora Greenway (Shirley MacLaine). Aurora’s relationship with her daughter, Emma (Debra Winger), is tested when Emma marries a man she doesn’t like. After leaving her husband (Jeff Daniels) over his infidelity and beginning to repair her relationship with her mother, Emma discovers she has terminal cancer. With the help of Garrett, Aurora supports her daughter in the hospital as she attempts to reconcile with her ex-husband and children. For his part as Garret Breedlove, Nicholson won the Acadmy Award for Best Actor in a Supporting Role.
1/5 One Flew Over the Cuckoo’s Nest
In the 1975 dramatic comedy One Flew Over the Cuckoo’s Nest, prisoner Randle McMurphy (Nicholson) is sent to a psychiatric institution for an evaluation. Assuming it will be much easier and less restrictive than prison, Randle is surprised to find that the ward is run by the dictator-like Nurse Ratched (Louise Fletcher). Disturbed by the Nurse’s commonplace abuse, overmedication of patients, and unnecessary sessions of electroconvulsive therapy, Randle leads a rebellion against her that soon involves the other patients in the ward. Nicholson scored his third Oscar for Best Actor in a Leading Role in this adaptation of the Ken Kesey novel by the same name.
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