June 14, 2024 | Eul Basa

Ex-Cons Who Became Hollywood Actors


Real-life redemption

Everybody loves a good comeback story, and these are no exception. Here are some of the most famous journeys from rock bottom to the A-list.

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50 Cent

Past life

Before becoming an actor, 50 Cent (a.k.a Curtis Jackson) grew up in a rough neighborhood where he dealt illegal substances.

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He was arrested for possession and firearms but focused on his music career while in jail. He later found success as a rapper.

50 Cent in black t-shirtRoberto Ferló, Flickr

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50 Cent

Today

50 Cent now thrives as a successful entertainer in Hollywood. Through acting in TV series like Power and movies like Get Rich or Die Tryin', he turned his life around completely and continues to have a thriving career.

50 centParamount, Get Rich or Die Tryin' (2005)

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Booker T.

Past life

Booker T. had a difficult childhood, losing his parents when he was just 13.

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In 1987, he was arrested for crimes committed while he was working at Wendy's, including aggravated robbery. But while he was serving time on parole, he found his passion for wrestling.

Booker T 2018Super Festivals , CC BY 2.0, Wikimedia Commons

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Booker T.

Today

Despite his past, Booker T. went on to win six world championship belts, solidifying his place in professional wrestling history.

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To this day, he is considered one of the greatest professional wrestlers of all time.

Booker T wrestlingshstrng, CC BY 2.0, Wikimedia Commons

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Charles S. Dutton

Past life

Before pursuing acting, Charles Dutton overcame legal troubles and served time in jail for manslaughter. In prison, he found a passion for acting, joined a theater group, and discovered his talent.

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Charles S. Dutton 2000John Mathew Smith, CC BY-SA 2.0, Wikimedia Commons

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Charles S. Dutton

Today

Theater gave Charles hope and a new direction. Since becoming an actor, Charles Dutton has starred in many films and TV series, including 1991's Roc. He's continues to be respected within the industry.

Charles S. Dutton as  Roc Emerson in purpleHBO, Roc (1991–1994)

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Danny Trejo

Past life

Danny Trejo landed his first role in 1985 after serving time in jail for armed robbery and substance offenses. He learned boxing in prison, which later helped him in his acting career.

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Danny TrejoMike Marsland, Getty Images

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Danny Trejo

Today

After prison, Danny first worked as a youth counselor before becoming an actor. His performance in Runaway Train quickly gained him recognition and new acting opportunities despite his troubled past.

Danny Trejo speaking at the Phoenix Comicon, ArizonaGage Skidmore, Flickr

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Don King

Past life

Before his career as a boxing promoter, Don King had a troubled past, which included several criminal offenses. He was initially convicted of murder in 1966 but was later exonerated in a retrial.

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Don King By Gage SkidmoreGage Skidmore, CC BY-SA 3.0, Wikimedia Commons

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Don King

Today

While not technically an actor, Don is a very prominent figure in entertainment. In fact, he is considered by many to be a legendary boxing promoter, having promoted some of the biggest fights in history. 

Don King at boxing matchmborowick, CC BY 2.0, Wikimedia Commons

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Edward Bunker

Past life

Edward Bunker had a difficult early life. He frequently got into legal trouble and served lengthy prison sentences for offenses like robbery and forgery.

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However, during his time in prison, he discovered a love for writing. 

Edward BunkerLeonardo Cendamo, Getty Images

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Edward Bunker

Today 

Writing about his experiences in books allowed him to transform his life for the better. Today, Edward is finding success in acting, leveraging his personal experiences to add depth to his roles. He is most known for his appearance in 1992's Reservoir Dogs.

Edward Bunker in Reservoir DogsMiramax, Reservoir Dogs (1992)

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Felicia Pearson

Past life

Felicia Pearson grew up in a rough area and quickly got involved in crime. As a teenager, she was convicted of second-degree murder—but in prison, she met someone who helped her start an acting career.

Felicia Pearson attends  movie premiereGabe Ginsberg, Getty Images

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Felicia Pearson

Today

Today, Felicia is thriving in her career as a triple threat: actress, author, and rapper.

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She has appeared in numerous TV shows and movies, including The Wire which she is most known for. 

The Wire Felicia PearsonHBO, The Wire (2002–2008)

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Georgia Durante

Past life

Georgia Durante's memoir "The Company She Keeps" explores her unexpected journey from a life of crime to Hollywood. After being inadvertently pulled into the mafia world due to a nightclub shooting, she showcased her exceptional driving skills, leading to a career in driving for the mafia.

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Runaway Nightmare (1982)Pepperbox Productions, Runaway Nightmare (1982)

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Georgia Durante

Today

Thankfully, Georgia broke free from that life and established herself as a respected figure in Hollywood as a stunt driver. She has worked on many films, including Runaway Nightmare, Casper, and Spy Hard.

Runaway Nightmare (1982)Pepperbox Productions, Runaway Nightmare (1982)

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Greg Mathis

Past life

Greg Mathis, known for "Judge Mathis," faced challenges growing up in a rough neighborhood. He was involved in criminal activities as a teen, leading to multiple arrests for physical fights.

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This culminated in a serious incident where he was arrested for carrying a concealed weapon.

Greg Mathis in winter clothesAngela George, CC BY-SA 3.0, Wikimedia Commons

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Greg Mathis

Today

Despite initial obstacles due to his criminal history, Greg went on to have a successful legal career and television show, Judge Mathis. He became the youngest person in Michigan to win a district court judge position and his show ran for 24 years, earning him a Daytime Emmy Award.

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Greg MathisSyndicated, Judge Mathis (1999–2023)

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Ice-T

Past life

Ice-T (a.k.a. Tracy Lauren Marrow) had several run-ins with the law as a teenager. He was involved in dealing early on and was arrested multiple times for robbery and theft. His most serious arrest involved possession of having stolen property.

Ice-T performingSven Mandel, CC BY-SA 4.0, Wikimedia Commons

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Ice-T

Today

Ice-T achieved success as both an actor and rapper after making significant changes in his life. He is most famous for portraying Detective Odafin "Fin" Tutuola on Law & Order: SVU.

law & order svu ice tNBC, Law & Order: SVU (1999-)

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James Brown

Past life

James Brown, known as the Godfather of Soul, overcame early career challenges involving theft and arrest. During juvenile detention, he honed his musical talents, setting the stage for his future success in music.

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James Brown performingABC Television, Wikimedia Commons

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James Brown

Today

Despite not being primarily known as an actor, James made some film appearances. He later focused on music, becoming a globally renowned singer. Inspired by his life, his music spreads messages of positivity. 

James Brown performingmiqu77, Shutterstock

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Jeff Henderson

Past life

Raised in a tough area, Jeff Henderson got involved in the substance trade and was arrested for related crimes. In prison, he discovered a passion for cooking, leading him to turn his life around.

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With a poster of his mugshot in the foreground, Chef Jeff HendersonMediaNews Group, Getty Images

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Jeff Henderson

Today

Now known as "Chef Jeff", Jeff has found success in both his culinary and acting careers. He is also a highly sought-after public speaker, using his personal experiences to inspire others.

Chef Jeff Henderson of the Food NetworkMediaNews Group, Getty Images

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Junior Johnson

Past life

Junior Johnson, a former NASCAR driver, overcame a troubled past involving moonshining and illegal alcohol production. Despite a period of incarceration, his skills in racing and knowledge of cars eventually led to his success in a new field.

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Junior JohnsonTed Van Pelt, CC BY 2.0 ,Wikimedia Commons

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Junior Johnson

Today

While Junior is not mainly recognized for his acting roles, he did show up in a couple of racing-related films and TV programs. He transformed his life and achieved legendary status in the NASCAR community. Using his expertise in racing, he achieved success as a driver and eventually transitioned into owning a team.

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Junior Johnson poses next to his NASCAR Cup OldsmobileRacingOne, Getty Images

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Lillo Brancato

Past life

Lillo Brancato was arrested for his involvement in a burglary resulting in the death of a police officer. He was convicted of burglary and sentenced to prison before pursuing acting.

Lillo Brancato 2023Anything Goes With James English, CC BY 3.0, Wikimedia Commons

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Lillo Brancato

Today

After turning his life around, Lillo Brancato pursued acting and gained recognition for his talent in Hollywood works like A Bronx Tale and The Sopranos. He continues to work in the entertainment industry today.

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The SopranosHBO, The Sopranos (1999–2007)

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Mark Wahlberg

Past life

Mark Wahlberg, an Oscar-nominated actor, was engaged in racially motivated attacks against two Vietnamese-American men during his teenage years. This led to his arrest for attempted murder. 

Mark Wahlberg is talking outside to microphone - 2017Tristan Reville ,Flickr

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Mark Wahlberg

Today

He ultimately admitted to felony assault and served 45 days in jail. Mark then turned his life around in his later years, becoming a successful actor in the mid-90s and achieving global recognition as the highest-paid actor in 2017.

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Will Ferrell and Mark WahlbergColumbia, The Other Guys (2010)

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Michael K. Williams

Past life

Brooklyn-raised Michael K. Williams became involved in the street scene, struggling for years with substance abuse and facing custody for related crimes. Eventually, he was arrested for possession after participating in illicit activities.

Michael Kenneth Williams at event in suitGabboT, CC BY-SA 2.0, Wikimedia Commons

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Michael K. Williams

Today

Michael rose to fame as an actor after hisl portrayal of Omar Little on The Wire. Despite past challenges, he persevered and continued to excel in his career, demonstrating his talent in various movies and TV shows.

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Michael K. Williams in movieKatexic Clippings Newsletter, Flickr

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Snoop Dogg

Past life

Snoop Dogg (a.k.a. Calvin Broadus) faced challenges growing up, becoming involved in gangs and criminal activity. He has been arrested multiple times for substances and other crimes, including a murder case where he was acquitted.

Snoop Dogg sitting at eventTechCrunch, CC BY 2.0, Wikimedia Commons

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Snoop Dogg

Today

Snoop Dogg found success as rapper and entrepreneur before branching out into acting. He's made appearances as himself in blockbuster films such as Scary Movie 5 and Pitch Perfect 2. He continues to thrive in his career.

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Snoop DoggDimension Films, Scary Movie V (2013)

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Tim Allen

Past life

Before gaining fame on Home Improvement, Tim Allen was a struggling comedian who got involved in a major legal issue. Arrested in 1978 at a Michigan airport for possessing substances, he made a deal with prosecutors to avoid a life sentence by informing on other traffickers. 

Mug Shot Of Tim AllenKalamazoo Michigan Sheriff’s Department, Wikimedia Commons

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Tim Allen

Today 

After three to seven years in prison, Tim focused on comedy and found success on Home Improvement. His career grew with Buzz Lightyear in Toy Storyas well as his work in Last Man Standing.

Toy Story 2Walt Disney, Toy Story 2 (1999)

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Tom Sizemore

Past life

Tom Sizemore overcame struggles with substance abuse and criminal behavior before becoming an actor. He was frequently arrested for substance-related crimes such as possession and distribution, leading to multiple legal problems and jail time.

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Tom Sizemore in white shirt and hatJayel Aheram, CC BY 2.0, Wikimedia Commons

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Tom Sizemore

Today

Tom achieved Hollywood success as an actor after changing his life around. He starred in many films and TV series, including Saving Private Ryan and Black Hawk Down. Despite facing challenges in the past, Sizemore perseveres in the entertainment field today.

Screenshot of (Tom Sizemore) Mike Horvath looking down - from Saving Private Ryan (1998)Paramount Pictures, Saving Private Ryan (1998)

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