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High School Dropouts Who Scored Big: Katy Perry, Johnny Depp and More

high school dropouts who scored big
Source: MEGA

Dropping out of high school usually does not bode well for future success — but here are 20 celebrities who prove it sometimes is the smart move!

July 5 2025, Published 12:01 a.m. ET

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Chris Rock

chris rock
Source: MEGA

Ruthlessly bullied at an all-white high school, Chris Rock dropped out but kept his sense of humor and produced the sitcom Everybody Hates Chris based on his past.

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Cameron Diaz

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Source: MEGA

Cameron Diaz abandoned Long Beach Polytechnic High after landing a modeling contract, then quickly starred with Jim Carrey in The Mask.

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Charlize Theron

charlize theron
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When other girls bullied her like a Monster, Charlize Theron pulled a Fast X one on them by dropping out and becoming an Oscar winner.

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Matt Dillon

matt dillon
Source: MEGA

The Brat Packer's educational career was a real car CrashMatt Dillon ditched school to take acting jobs not once, but twice.

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Whoopi Goldberg

whoopi goldberg
Source: MEGA

Finding school too tough, Caryn Johnson dropped out, changed her name to Whoopi Goldberg, won an Oscar — and eventually discovered that she's dyslexic.

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Jay-Z

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Source: MEGA

Jay-Z had an "Empire State of Mind" to overcome his youth, which included dropping out of school and dealing drugs before cleaning up his act.

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Demi Moore

demi moore
Source: MEGA

If you think you don't have a Ghost of a chance of success after dropping out of school at age 16, just ask Demi Moore — her experience has real Substance.

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Charlie Sheen

charlie sheen
Source: MEGA

Mere weeks before his high school graduation, Charlie Sheen was expelled for low grades and poor attendance … yet he became a Major League star!

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Robert Downey Jr.

robert downey jr
Source: MEGA

Former child star Robert Downey Jr. ditched school at 16 and became an Iron Man strong enough to overcome addiction like a superhero.

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Al Pacino

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Source: MEGA

Al Pacino didn't have a whiff of luck in school due to bad grades, but he came out smelling like a rose with his Oscar for Scent of a Woman.

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Katy Perry

katy perry
Source: MEGA

At age 15, Katy Perry followed her Teenage Dream and left Santa Barbara's Dos Pueblos High to be a singer.

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Mark Wahlberg

mark wahlberg
Source: MEGA

Leaving school due to substance abuse at a young age isn't the best path to success, but for the rapper turned actor turned producer Mark Wahlberg, it turned out just right.

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Tom Cruise

tom cruise
Source: MEGA

Mission: Improbable: Tom Cruise was in school to become a priest, but he found a calling from a place a little lower than heaven… Hollywood.

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Nicolas Cage

nicolas cage
Source: MEGA

Leaving Beverly Hills High to pursue acting ended in Nicolas Cage's Oscar for Leaving Las Vegas.

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Robert De Niro

robert de niro
Source: MEGA

Ditching high school at a young age to pursue an acting career was an offer The Godfather II Oscar winner Robert De Niro couldn't refuse.

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Johnny Depp

johnny depp
Source: MEGA

Before it was a pirate's life for Johnny Depp, he left school at 15 to become a musician, get married and work odd jobs. He turned to acting after meeting Cage in Los Angeles.

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Jessica Chastain

jessica chastain
Source: MEGA

Too many absences left her unable to graduate, but Jessica Chastain was preparing for her Oscar-winning career — she was cutting class to read Shakespeare in her car.

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Emma Stone

emma stone
Source: MEGA

Two-time Oscar winner Emma Stone's super-good move was to leave school so she could take a role in 2007's Superbad.

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John Travolta

john travolta
Source: MEGA

Like a story out of Pulp Fiction, John Travolta junked high school so he could move to L.A. and become an actor… a very successful one, at that!

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Michelle Williams

michelle williams
Source: MEGA

Five-time Oscar nominee Michelle Williams changed schools so often that she gave up to pursue acting — at least she decided to get a GED at her own pace.

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