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November 23, 2025

Long before he became the face of a billion-dollar franchise, Robert Downey Jr faced a reckoning few actors survive. What happened next would reshape both his life and Hollywood history.
Robert Downey Jr had long been recognized as one of Hollywood's most promising young talents. From standout roles in 1980s films such as "The Pick-Up Artist" and "Less Than Zero" to an Oscar-nominated performance in "Chaplin" at just 27 years old, his rise seemed unstoppable.

Robert Downey Jr at the Montage Hotel in Los Angeles, California on December 1, 2009. | Source: Getty Images
But behind the scenes, Downey was spiraling into a series of legal and personal struggles that soon overshadowed his accomplishments.
Between 1996 and 2001, the actor cycled in and out of jail, with the most significant stretch lasting from August 1999 to August 2000 at the California Substance Abuse Treatment Facility and State Prison in Corcoran.

Robert Downey Jr. inside a Malibu courtroom on December 8, 1997 in Malibu, California. | Source: Getty Images
That incarceration followed a probation violation stemming from a June 1996 case involving cocaine and heroin possession, carrying a concealed weapon, and driving under the influence.
The chaos also included the high-profile incident in which he mistakenly entered a Malibu home and passed out. Though he was arrested, the homeowner declined to press charges, telling the Los Angeles Times, "This is a nice guy who has troubles. It was a very unfortunate incident, whatever caused the problem. We hope he gets better."
Despite his mounting legal issues, Downey continued to work whenever circumstances allowed. He filmed "U.S. Marshals" and "In Dreams" in 1997 while on furlough after his first probation violation.
However, his true turning point would not arrive until years later, following a dramatic cycle of arrests and brief career revivals.
After his release in August 2000, he was arrested again that November. Weeks later, he won a Golden Globe for his work on "Ally McBeal," only to be arrested once more in April 2001.
That incident led to his dismissal from the show and nine months of court-mandated treatment. This period became the beginning of a stable recovery that would anchor the next stage of his life.
Downey's personal life began to stabilize when he met producer Susan Levin on the 2003 film "Gothika." Years later, during his Oscar speech, he credited her for helping him rebuild, saying, "She found me, a snarling rescue pet, and you loved me back to life." Their partnership would become central to his long-term success.
During the 2000s, Downey appeared in projects such as "Kiss Kiss Bang Bang," "Zodiac," and "Good Night, and Good Luck." Even so, studios remained hesitant to insure him, a challenge that nearly cost him the role that would redefine his career.
When director Jon Favreau fought for Downey to star as Tony Stark in "Iron Man," Marvel was initially unwilling to take the risk. Favreau persisted, and the decision ultimately reshaped the film industry.
Downey earned $2.5 million for the first film in 2008, launching what would become one of the most lucrative runs in Hollywood history. Over the course of the Marvel Cinematic Universe, he earned an estimated $435 million.
He followed that success with "Tropic Thunder," earning a Best Supporting Actor Oscar nomination in 2009. And in 2024, Downey won the Academy Award in the same category for "Oppenheimer," dedicating the achievement to his children: Indio, Exton, and Averi. The award became both a professional milestone and a celebration of resilience.
Downey's rise from public struggle to industry icon stands as one of Hollywood's most compelling reinventions. And he is not the only actor to stage a powerful return.
Stars like Lindsay Lohan have also reclaimed their place in the spotlight after highly public setbacks, proving that a comeback can be just as captivating as a debut.