For Robert Downey Jr., going to prison wasn’t the most difficult part of cleaning up his act. “What’s hard is to decide,” he once said of getting sober in 2003.

That’s not to say Downey, 61, had it easy. The Oscar-winning Oppenheimer star became addicted to drugs when he was just 8, two years after his late father, director and screenwriter Robert Downey Sr., introduced him to marijuana. He spent the next three decades in and out of rehab facilities, jail cells and courtrooms before remarkably turning his life around and becoming one of the most successful actors in the world.

“It’s unprecedented to go from being in prison multiple times to being the highest-paid star on the planet,” Ben Falk, the author of Robert Downey Jr.: The Fall and Rise of the Comeback Kid, exclusively tells Us Weekly. “He’s never doubted his own ability, but I imagine even Robert is pretty surprised!”

After achieving critical acclaim for playing a teenage addict in 1987’s Less Than Zero, art began to imitate life for Downey. “The role was like the Ghost of Christmas Future,” he told The Guardian in 2003. “The character was an exaggeration of myself. Then things changed and, in some ways, I became an exaggeration of the character.”

Related: Robert Downey Jr. Through the Years

Shortly after completing the movie, Downey entered rehab for the first time, though it wasn’t until nearly a decade later that his life began to spiral out of control. In early 1996, his concerned friends Sean Penn and Dennis Quaid drove him back to rehab, but he checked out just days later. A series of life-altering arrests ensued.

Police caught Downey driving 70 mph in a 50 mph zone on the Pacific Coast Highway in Los Angeles that June. After pulling him over for speeding, officers found crack, cocaine, heroin and a loaded revolver inside his Ford Explorer, leading to his arrest on felony charges of possession of drugs and a concealed weapon as well as driving under the influence.

Three weeks later, police received a phone call about an unconscious and intoxicated intruder inside a Malibu home. They responded to the scene and discovered Downey asleep in an 11-year-old boy’s bed just 17 houses away from his own.

“He got real cozy,” homeowner Bill Curtis, who declined to press trespassing charges against the troubled actor, later told the Los Angeles Times, noting that Downey had stripped down to a T-shirt and boxers, tucked himself in and fallen asleep. After paramedics revived him, he looked “groggy” and “gaunt,” according to Curtis, who noted that the movie star made funny faces at his young daughter as police escorted him out of the house. “He still took out time to be entertaining.”

Related: Sarah Jessica Parker‘s 7 Rocky Years With Robert Downey Jr.

Downey’s attorney Charles English told reporters at the time that his client had apologized to the Curtis family for what the media dubbed the “Goldilocks” incident. “Mr. Downey has a problem,” English stated. “He’s taking care of it. He appreciates everyone’s concern.”

The next day, L.A. Judge Lawrence Mira, known as the “Judge to the Stars,” ordered Downey to seek treatment, but the Chaplin star had other plans in mind. He escaped from rehab less than 48 hours later and hitchhiked to a friend’s nearby home, only to be captured and sent to jail for nine days. Mira later sentenced Downey to six months in treatment, three years of probation and mandatory drug testing. Despite repeated rehab stays, Downey continued relapsing and violating probation. By 1999, the judge had enough.

“It’s like I’ve got a shotgun in my mouth with my finger on the trigger, and I like the taste of the gun metal,” Downey said in court that August before Mira made good on his earlier threat and sentenced him to three years in the California Substance Abuse Treatment Facility and State Prison, Corcoran.

The actor’s defense lawyer Robert Shapiro was not shocked. “The judge had said from day one… ‘I told him before you entered the case as his attorney that any further violations, he would go to prison. And I’m keeping my word. He’s going to prison,'” Shapiro recalls to Us, adding that he had hoped Mira would have treated his client “as a person with a disease, not as a criminal.” (In 2023, Downey griped on the “Armchair Expert” podcast that he’d been “oversentenced by an angry judge.”)

Related: Celebrity Drug Confessions

While Downey had spent time in jails before, entering prison was a wake-up call. “I thought it would be a lot smaller and tame,” he admitted to Vanity Fair in August 2000. “I was like, Oh my God — what the f***? I thought it was going to be, like, the Corcoran State Prison and Theme Park, and I was f***ing speechless.”

Downey’s famous friends, meanwhile, remained hopeful that he would be able to turn his life — and career — around upon his release. “We need Robert Downey free!” Penn told the magazine. “We need him, just selfishly speaking, as an actor. His talent raises the bar. And the bar has dropped so low ever since they put him behind bars.” Michael Douglas agreed, “I’m deeply fond of him… I sure hope he gets himself squared away. I guess we’ll have to wait for the next chapter.”

His comeback wouldn’t happen overnight. Within months of his release, Downey was arrested twice more, leading to another stint in rehab, more probation and his firing from Ally McBeal. But eventually, recovery finally stuck.

“Job one is get out of that cave,” Downey told Vanity Fair in 2014 of making a name for himself again after prison. “A lot of people do get out but don’t change. So the thing is to get out and recognize the significance of that aggressive denial of your fate, come through the crucible forged into a stronger metal.”

Related: Marvel Stars React to Robert Downey Jr.‘s Return to the MCU

Robert Downey Jr.’s return to the Marvel Cinematic Universe (MCU) has everyone talking — including his former costars. After Downey, 59, took to the stage at San Diego Comic-Con on Saturday, July 27, to reveal he will play Doctor Doom in the upcoming Avengers: Doomsday and Avengers: Secret Wars, stars including Gwyneth Paltrow, Mark Ruffalo […]

Downey got sober in July 2003 and made his return to the big screen in The Singing Detective that October. His costar Mel Gibson paid his insurance bond in order for him to be cast. Then came the role that changed everything. In 2006, Marvel Studios took a chance on Downey, casting him as Iron Man despite concerns over his troubled past. His first turn as the superhero debuted in May 2008, with nine more Marvel movies following suit, cementing his status as one of the highest-paid actors of all time.

“It’s really an amazing story, because not only did he come back, but he came back with a vengeance,” crisis PR management expert Gary Rosen notes to Us. “I mean, he came back and literally became a superhero.”

Today, Downey is a vocal advocate for prison reform who credits his wife, Susan Downey, with supporting his recovery. (The couple wed in 2005 and share son Exton, 14, and daughter Avri, 11. Downey was previously married to Deborah Falconer, with whom he shares son Indio, 32. Falconer left Downey in 1996 after his first arrests, and they officially divorced in 2004.)

“[Susan] gave him direction, gave him purpose, told him she would leave if he carried on doing drugs,” Falk says. “Everyone always knew he had talent; they always wanted to cast him in stuff. She has kept him on the straight and narrow.”

Related: Inside Robert Downey Jr. and Wife Susan‘s Marriage

Robert Downey Jr. and wife Susan Downey have unlocked the secret to a successful marriage: “respect.” After 18 years as a married couple, the duo is “as much in love today as they were in the days after they met,” a source exclusively reveals in the new issue of Us Weekly. “They’re the envy of […]

In 2015, then-California Gov. Jerry Brown issued a “full and unconditional pardon” of Downey’s 1996 drug conviction due to his “exemplary behavior” in recent years.

Thank You!

You have successfully subscribed.

Deal of the Day

Deal Alert! This 44%-Off Throw-On Mini Dress Is Too Good to Leave in Your Cart View Deal

“If you wrote it as a movie, the audience would think it was too far-fetched,” Falk says. “But he’s worked on his sobriety, he’s got a loving family and it shows [that] if you’re suffering from addiction, you can get through it and thrive. I think that could and should be his greatest legacy.”

Downey’s story has also helped other celebrities who have battled substance abuse, including fellow actors Wes Bentley and Armie Hammer. “Anyone in Hollywood who suffers from any sort of addiction issues… [and] decides to get sober, that guy will find you, and he will help you,” Hammer said on Piers Morgan Uncensored in 2024.

“Hollywood can be forgiving, but you have to be genuine,” Rosen muses. ” The most successful people in this business are genuine, and you can’t fool the public. Robert Downey Jr. was very public about his private problems, dealt with them head-on and came back in such a major way, and the public embraced him for it, and then his talent is what catapulted him to the top, and his talent is incredible. He’s the ultimate movie star.”

Just For You

Former Child Star Daveigh Chase Died of AIDS: New Details Revealed

Collin Gosselin Says It ‘Hurts’ Seeing Sister Reconnect With Their Mom Kate

Kate Gosselin Addresses Estranged Son Collin's Abuse Claims Against Her

Milania Giudice Breaks Silence on Assault Arrest: ‘S*** Happens in Life’

Shocking Claims Made Against Phil Mickelson: Nude Selfies, Grooming and More

In this article

Robert Downey Jr.