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Two and a Half Men’s Jon Cryer Says He Was Paid “a Third” of Charlie Sheen’s Salary
Charlie Sheen is aware he wasn't exactly a winning coworker during his eight seasons at the top of the Two and a Half Men callsheet.
While he lived through his drug addiction and the very public downward spiral that followed—and led to his firing from the CBS sitcom—watching costar Jon Cryer share his side on the 2025 Netflix docuseries aka Charlie Sheen reinforced Sheen's desire to be a better man, man, man, man.
"It was really cool to hear from his perspective," the 60-year-old told People last September. "He was in the line of fire with all that stupid s--t going on, and it was affecting him and his family and his career and all that. I can't debate anything that he said."
And while Cryer—who has said they had "a great first few years on the show" before Sheen's public unraveling—continued starring on the series until its 2015 finale, Sheen was axed at the end of season eight in 2011, That '70s Show alum Ashton Kutcher stepping in to fill the open role as one of the titular men.
"I regret that specifically still," Sheen acknowledged. "I think if I hadn't done what I had, I could be living a different life right now. All my problems wouldn't be what they are. But you just don't know that."
What the father of five (daughter Cassandra, 41, with high school girlfriend Paula Profit, Sami, 22, and Lola, 20, with ex-wife Denise Richards and 17-year-old twin sons Bob and Max with former spouse Brooke Mueller) does know is that he remains quite committed to his eight-years-and-counting sobriety.
"I'm not calling all of this a comeback," Sheen insisted. "I'm calling it a reset. I’m just living for the next moment, whatever that turns out to be."
As for his former costars, dare we say they're winning?
While Cryer's TV son Angus T. Jones has chosen to live largely out of the spotlight, the Pretty in Pink alum has proven that he's got tiger blood running through his veins, moving on to other series such as Supergirl and Extended Family.
As for his old onscreen brood, with Two and a Half Men now airing Mondays and Fridays on E!, we're checking in with the cast.
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Charlie Sheen
Charlie Sheen—the son of Martin Sheen and brother to Emilio Estevez—was one of the original "men" in Two and a Half Men, playing Charlie Harper in the first eight seasons of the CBS sitcom opposite on-screen brother Jon Cryer. The eighth season was cut short in 2011 amid Sheen's battle with addiction.
He famously clashed with executive producer Chuck Lorre in the press and social media, resulting in his dismissal from the series (and the coinage of phrases like "winning" and "tiger blood"). His character was killed off and later played as a ghost by Kathy Bates.
After exiting Two and a Half Men, Sheen booked the TV version of Anger Management, which aired from 2012 to 2014. Since, he popped up on The Goldbergs and on the big screen in Scary Movie 5, Machete Kills and 9/11.
In 2023, the actor—who shared in 2015 he is HIV-positive—made a cameo as himself on Lorre's Max series Bookies. He released his memoir The Book of Sheen as well as the two-part documentary aka Charlie Sheen in 2025.
Sheen, who revealed in 2015 that he is HIV-positive, has been sober since late 2017. He shares sons Bob Sheen and Max Sheen with ex-wife Brooke Mueller, daughters Sami Sheen and Lola Sheen with ex-wife Denise Richards and daughter Cassandra Estevez from a previous relationship.
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Jon Cryer
Cryer starred in all 12 seasons of Two and a Half Men as Charlie's divorcee brother Alan Harper.
After the show, Cryer released a 2015 memoir and popped up on shows like Mom, The Ranch, NCIS, Robot Chicken and Lady Dynamite. Cryer then went on to play Lex Luthor on the TV series Supergirl from 2019 to 2021 as well as Jim Kearney on Extended Family, which ran from 2023 to 2024.
Cryer shares daughter Daisy with wife Lisa Joyner as well as son Charlie with ex-wife Sarah Trigger.
Though Cryer agreed to sit down for Netflix's aka Charlie Sheen, the two aren’t exactly friends. "We don’t have a relationship anymore," Cryer said on a January 2025 episode of Club Random With Bill Maher. "I wish him the best. We have some mutual friends still, and I’ve heard he’s been sober for a while, which is great to hear."
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Angus T. Jones
Angus T. Jones played the "half man" in Two and a Half Men, starring as Jake, Alan Harper's son. He became the highest paid child actor on TV at age 17, but then left the series in 2013 after forging down a religious path. However, he did return for the series finale in 2015.
Jones attended University of Colorado Boulder after leaving the sitcom and, at one point, teamed up with Sean Combs' son Justin Combs for a media and events company.
In 2023, he made a cameo as himself on Lorre's Max series Bookies.
Jones continues to lead a life out of the spotlight, but noted in a 2020 Instagram post, "I do music now, go head and get used to it loves."
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Ashton Kutcher
That 70s Show alum Ashton Kutcher joined Two and a Half Men in season nine after Sheen's infamous exit and stayed through the end of the series in 2015. He played billionaire Walter Schmidt, who purchased Charlie Harper's house following the character's death.
After Two and a Half Men wrapped, Kutcher appeared on shows like The Ranch as well as in movies like Vengeance and Your Place or Mine. He's also a venture capitalist, having invested in companies like Airbnb and Uber.
Kutcher married his costar from That '70s Show Mila Kunis months after the series wrapped in July 2015. The married duo are parents to daughter Wyatt and son Dimitri.
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Conchata Ferrell
Conchata Ferrell popped up in supporting roles throughout her career, including Erin Brockovich, Network, L.A. Law and E/R (not to be confused with ER). As wisecracking housekeeper Berta on Two and a Half Men, she received two Emmy nominations.
After Men ended, Ferrell appeared in Krampus, Grace and Frankie and reunited with Kutcher on The Ranch. She died in October 2020 at 77 years old.
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Marin Hinkle
After the CBS sitcom ended, Marin Hinkle—who played Alan's ex-wife Judith— appeared in Jumanji: Welcome to the Jungle on the big screen, and as part of The Affair, Red Band Society, Madam Secretary, Homeland and Speechless on the small. She then landed the role of Rose Weissman on The Marvelous Mrs. Maisel, which ran from 2017 to 2023.
Hinkle shares son Ben with her ex-husband Randall Sommer.
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Melanie Lynskey
Melanie Lynskey is best known to Two and a Half Men fans as Rose, the Harper's kinda strange next-door neighbor. After having a relationship with Charlie, she claimed in season nine that he had died. But in the series finale, it was revealed she kept him prisoner for four years.
Lynskey is known for her roles in films like Sadie, Little Boxes, The Changeover and Pike River, plus her TV performances in shows like Togetherness, Castle Rock, Mrs. America, Candy and Yellowjackets.
Lynskey welcomed a daughter with Jason Ritter in 2018, and the couple wed two years later.
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Amber Tamblyn
Amber Tamblyn joined the cast for seasons 11 and 12 as Jenny, Charlie's long-lost illegitimate daughter.
Since the end of Two and a Half Men, the Sisterhood of the Traveling Pants alum has appeared in You Hurt My Feelings, Y: The Last Man, Nostalgia, and Girlfriend's Day. She also directed and co-wrote the 2016 film Paint It Black.Tamblyn wed David Cross in 2012 and they welcomed daughter Marlow five years later.
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Holland Taylor
Holland Taylor starred in all 12 seasons of Two and a Half Men as Evelyn, Alan and Charlie's mother.
Afterwards, The Practice alum appeared in several more TV shows, including The Morning Show, The Chair, Hollywood, and Mr. Mercedes. Her list of film credits has also grown to include Motherland, Quiz Lady, The Stand In, Bombshell and Gloria Bell.Taylor has been in a relationship with Sarah Paulson since 2015.
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