“I had $300 to my name”: Charlie Sheen’s Stripper Friend Changed Brad Pitt’s Life on the Last Night of His Job as a Limo Driver

The unexpected encounter with Charlie Sheen's friend transformed Brad Pitt's career from a limo driver to an A-list Hollywood star.

brad pitt, charlie sheen

SUMMARY

  • Brad Pitt’s chance encounter with one of Charlie Sheen’s friends early in his career dramatically changed his life.
  • Before Pitt became one of Hollywood's biggest stars, he worked various odd jobs, including driving a limousine for strippers.
  • It was on his last night on the job, that he learned about an acting class from one of the strippers, who knew Charlie Sheen.
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Charlie Sheen and Brad Pitt are some of the most recognizable names in Hollywood, both celebrated for their charisma and acting prowess. However, apart from their Hollywood status, the two stars have also a little-known connection from their early careers, when Pitt’s encounter with one of Sheen’s friends transformed his trajectory forever.

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Brad Pitt
Brad Pitt | Credit: Eva Rinaldi/CCA BY-SA 2.0/Wikimedia Commons

Before Pitt became one of Hollywood’s biggest stars, he worked various odd jobs, including driving a limousine for strippers. It was on the final night of this job that his path took an unexpected turn, setting him on the road to stardom.

Brad Pitt Reminisced About His Journey to Hollywood

Before making a name for himself as one of the most celebrated actors in Hollywood, Brad Pitt took on odd jobs, one of which also included being a stripper during his time at the University of Missouri.

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Brad Pitt in True Romance
Brad Pitt in True Romance | Credit: Warner Bros.

However, it was his love for movies that he decided to leave his studies to move to Los Angeles. Reflecting on his move to Los Angeles, Pitt described it as a classic and exciting adventure.

He told photographer Karen Bystedt in a May 1989 interview, as per Paper Magazine,

I had $300 to my name. My car, a dented silver Datsun, which I named ‘Run Around Sue,’ was loaded up. I just remember saying, ‘Yeah!’ every time I would drive past a state line. I was so excited.

Charlie Sheen | Credit: Angela George/CCA BY-SA 3.0/Wikimedia Commons

After moving to L.A., he took on odd jobs, from dressing up as a chicken to being a delivery boy for strippers. “I did anything that was flexible, so I could figure out how to get into this frickin business,” Pitt recalled.

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He shared that upon learning that he would need headshots to break into the film industry, he took on extra work to afford them. It was during his extra job that he learned about an acting class that Charlie Sheen also attended.

An Unexpected Encounter with Charlie Sheen’s Friend Shaped Brad Pitt’s Hollywood Destiny

While the Fight Club star took on several extra jobs, it was his stint as a limousine driver for strippers that ultimately led to an opportunity crucial for achieving his acting dreams.

A still from Ocean's Eleven
A still from Ocean’s Eleven | Credit: Warner Bros.

After working for about two months as a limo driver, he found it too difficult to continue and decided to quit. And it was on his last night on the job, that he learned about an acting class from one of the strippers, who knew Charlie Sheen.

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But then on the last night I drove, one of the new strippers told me about an acting class that her friend Charlie Sheen went to. I figured, if it’s good enough for Charlie, it’s good enough for me.

The acting class was led by the renowned Hollywood coach Roy London. As per Paper Magazine, a key moment in Pitt’s career occurred during this class when he met a girl who had an audition with the Triad Agency. She asked him to perform a scene for the agency, leading to him being signed.

Thelma & Louise
Thelma & Louise | Credit: MGM

In the late 1980s, Pitt began his career with minor, uncredited roles on television and in films, such as Growing Pains and Sheen’s No Man’s Land. He eventually gained fame with his role in Thelma & Louise and has since become one of the most prominent actors in the film industry.

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Written by Laxmi Rajput

Articles Published: 2552

Laxmi Rajput is a writer at Fandomwire. She finished her Post Graduation in Broadcast Journalism and worked as a Business News writer for a year. But her interest in entertainment and pop culture compelled her to find a way towards Entertainment Journalism. She has worked across various fields and has 2 years of experience in content writing. She likes reading, music, movies, and traveling. She aspires to become a fiction writer in the future.