From Easy Rider to About Schmidt, the Oscar-winning actor has delivered countless excellent performances for decades.

In each of his roles, he’s brought nuance, dry humor, and an exhilarating unpredictability.

Here’s our breakdown of 20 of Jack Nicholson’s best performances.

The Terror

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His impassioned yelling matches with Ann-Margret also mark some of the loudest moments in Nicholson’s career.

Nicholson’s character’s intensity is comically over-the-top, especially when juxtaposed with the other characters' carelessness.

It’s a complex performance that’s funny and disheartening in equal measure.

American actors Jack Nickolson and Peter Fonda on the set of Easy Rider, written and directed by actor Dennis Hopper. (Photo by Sunset Boulevard/Corbis via Getty Images)

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His devilish grin has never been more unsettling.

Eugene’s dependable presence and steady romantic loyalty sharply contrasts with the free-spirited, progressive, polyamorous John.

It’s one of the actor’s wackiest performances and also one of his most entertaining.

Five Easy Pieces

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He seems overjoyed by his criminal enterprise, and adores the chaos that rebellion brings.

He’s heartbreaking as a quiet, lonely older man haunted by missed opportunities.

It’s a tender, vulnerable performance that feels more intimate than most of Nicholson’s other roles.

Jack Nicholson In ‘Carnal Knowledge’

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Casting the Oscar winner as a Boston Mob boss gives Nicholson ample opportunity to do what he does best.

He’s cruel and unpredictable, but his confidence and fearlessness inspire begrudging respect from even his enemies.

Where to rentThe Departed: Amazon Prime Video

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Jack Nicholson in The King of Marvin Gardens

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Jack Nicholson in a scene from the movie The Last Detail.

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LOS ANGELES - JUNE 20: The movie “Chinatown”, directed by Roman Polanski and written by Robert Towne. Seen here, Jack Nicholson as J.J. ‘Jake’ Gittes. Initial theatrical release June 20, 1974. Screen capture. Paramount Pictures. (Photo by CBS via Getty Images)

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Actor Jack Nicholson in a scene from the movie ‘The Passenger’, 1975. (Photo by Stanley Bielecki Movie Collection/Getty Images)

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American actor Jack Nicholson as Randle McMurphy in ‘One Flew Over The Cuckoo’s Nest’, directed by Milos Forman, 1975. (Photo by Silver Screen Collection/Getty Images)

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Jack Nicholson in ‘The Shining’

Jack Nicholson in ‘The Shining’.Warner Brothers/Getty

REDS, Jack Nicholson as Eugene O’Neill, 1981. ©Paramount/courtesy Everett Collection

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Terms Of Endearment - 1983

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HEARTBURN, from left: Jack Nicholson, Meryl Streep, 1986. © Paramount Pictures / Courtesy Everett Collection

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THE WITCHES OF EASTWICK, from left: Jack Nicholson, Cher, 1987, © Warner Brothers/courtesy Everett C

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American actor Jack Nicholson plays the Joker in the movie Batman, directed by Tim Burton. (Photo by Murray Close/Sygma/Sygma via Getty Images)

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American actor Jack Nicholson playing the role of a colonel of the navy acting in the film A Few Good Men. 1992 (Photo by Mondadori via Getty Images)

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AS GOOD AS IT GETS

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ABOUT SCHMIDT, Jack Nicholson, 2002 (c) New Line/courtesy Everett Collection.

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SOMETHING’S GOTTA GIVE, Jack Nicholson, Diane Keaton, 2003, (c) Columbia/courtesy Everett Collection

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Jack Nicholson in ‘The Departed’

Jack Nicholson in ‘The Departed’.Warner Brothers/Everett