‘How to Lose a Guy in 10 Days’ Cast: Where Are They Now? Kate Hudson, Matthew McConaughey and More

Credit: Michael Gibson/Paramount/Kobal/Shutterstock

'How to Lose a Guy in 10 Days' Cast: Where Are They Now? Kate Hudson, Matthew McConaughey and More

You’re so vain if you’ve never seen How to Lose a Guy in 10 Days, the seminal romantic comedy starring Kate Hudson and Matthew McConaughey. The Almost Famous actress portrays magazine columnist Andie Anderson in the film, which premiered in February 2003. As an ode to recently dumped friend Michelle Rubin (Kathryn Hahn), Andie pitches herself to write a “How to Lose a Guy in 10 Days” article about the traditional behaviors that frequently compel men to end relationships. Her guinea pig is none other than advertising executive Ben Barry (McConaughey), who coincidentally bets his coworkers that he could make any lady fall in love in the same span of 10 days. The movie — which also starred Annie Parisse, Thomas Lennon and Bebe Neuwirth — quickly became a hit, grossing more than $177 million at the box office. “It was a very different time of making movies,” Hudson — who is the daughter of Goldie Hawn and stepfather Kurt Russell — told Elle in August 2020 of her How to Lose a Guy in 10 Days filming experience. “People like me and Matthew, I feel like we were the last class of actors that really experienced the old-school Hollywood process of making movies. It was a special time. Like Matthew and I, we were together for four months on How to Lose a Guy, and then [our 2008 rom-com] Fool’s Gold, it was a six-month shoot. We don’t really have any movies like that anymore unless it’s a Marvel movie or something.” During the interview, the “Sibling Revelry” podcast cohost even pitched an idea for a potential How to Lose a Guy in 10 Days sequel. “I’ve always thought about what Matthew and I’s characters would be now, if we were still together,” Hudson told Elle in her 2020 cover story. “It’s actually probably a good amount of time [that has passed] to make a movie about it. We probably would have gotten married with kids. We’re probably miserable right now! I think Andie Anderson is ambitious, and she was wanting to go places, and she was sort of stuck in this job.” [jwplayer Jgsm0Ltt-zhNYySv2] She added at the time: “I loved what we created with that movie. And she found love that would support her ambitions. Andie would probably be running something at this point.” While the Something Borrowed actress and the Failure to Launch star have remained optimistic about the potential of a follow-up movie, Hudson has also remained close with many of her other costars. “Reunited baby yeah!!! If we can’t get Kathryn Hahn on @instagram then I’ll just keep having her take these pics with her selfie face and post them myself,” Hudson wrote via Instagram in June 2021, sharing a snap with fiancé Danny Fujikawa, the Wandavision alum and her husband, Ethan Sandler, while on vacation. “Love and missed my bestie ❤️#datenight #feelslikeyesterdayHTLAG.” The Bride Wars actress and Hahn reunited again one year later, costarring in 2022’s Glass Onion: A Knives Out Mystery. “Our love fern never died,” the Bad Moms star joked to Entertainment Tonight in November 2022 of the twosome’s longtime friendship, referring to one of Andie’s methods to get Ben to dump her. “It was my first movie. I’ll never forget being like, first of all, that's a movie star. And second of all, I was like, she's so normal and so cool and just the best. I just always was like, ‘Kate Hudson is a miracle.’ And then just to see it come full circle and see her freakin' kill it — pardon my French— in [Glass Onion], it’s just so thrilling.” Scroll below to check in with the How to Lose a Guy in 10 Days cast more than 20 years later:

Credit: Michael Gibson/Paramount/Kobal/Shutterstock

'How to Lose a Guy in 10 Days' Cast: Where Are They Now? Kate Hudson, Matthew McConaughey and More

You’re so vain if you’ve never seen How to Lose a Guy in 10 Days, the seminal romantic comedy starring Kate Hudson and Matthew McConaughey. The Almost Famous actress portrays magazine columnist Andie Anderson in the film, which premiered in February 2003. As an ode to recently dumped friend Michelle Rubin (Kathryn Hahn), Andie pitches herself to write a “How to Lose a Guy in 10 Days” article about the traditional behaviors that frequently compel men to end relationships. Her guinea pig is none other than advertising executive Ben Barry (McConaughey), who coincidentally bets his coworkers that he could make any lady fall in love in the same span of 10 days. The movie — which also starred Annie Parisse, Thomas Lennon and Bebe Neuwirth — quickly became a hit, grossing more than $177 million at the box office. “It was a very different time of making movies,” Hudson — who is the daughter of Goldie Hawn and stepfather Kurt Russell — told Elle in August 2020 of her How to Lose a Guy in 10 Days filming experience. “People like me and Matthew, I feel like we were the last class of actors that really experienced the old-school Hollywood process of making movies. It was a special time. Like Matthew and I, we were together for four months on How to Lose a Guy, and then [our 2008 rom-com] Fool’s Gold, it was a six-month shoot. We don’t really have any movies like that anymore unless it’s a Marvel movie or something.” During the interview, the “Sibling Revelry” podcast cohost even pitched an idea for a potential How to Lose a Guy in 10 Days sequel. “I’ve always thought about what Matthew and I’s characters would be now, if we were still together,” Hudson told Elle in her 2020 cover story. “It’s actually probably a good amount of time [that has passed] to make a movie about it. We probably would have gotten married with kids. We’re probably miserable right now! I think Andie Anderson is ambitious, and she was wanting to go places, and she was sort of stuck in this job.” [jwplayer Jgsm0Ltt-zhNYySv2] She added at the time: “I loved what we created with that movie. And she found love that would support her ambitions. Andie would probably be running something at this point.” While the Something Borrowed actress and the Failure to Launch star have remained optimistic about the potential of a follow-up movie, Hudson has also remained close with many of her other costars. “Reunited baby yeah!!! If we can’t get Kathryn Hahn on @instagram then I’ll just keep having her take these pics with her selfie face and post them myself,” Hudson wrote via Instagram in June 2021, sharing a snap with fiancé Danny Fujikawa, the Wandavision alum and her husband, Ethan Sandler, while on vacation. “Love and missed my bestie ❤️#datenight #feelslikeyesterdayHTLAG.” The Bride Wars actress and Hahn reunited again one year later, costarring in 2022’s Glass Onion: A Knives Out Mystery. “Our love fern never died,” the Bad Moms star joked to Entertainment Tonight in November 2022 of the twosome’s longtime friendship, referring to one of Andie’s methods to get Ben to dump her. “It was my first movie. I’ll never forget being like, first of all, that's a movie star. And second of all, I was like, she's so normal and so cool and just the best. I just always was like, ‘Kate Hudson is a miracle.’ And then just to see it come full circle and see her freakin' kill it — pardon my French— in [Glass Onion], it’s just so thrilling.” Scroll below to check in with the How to Lose a Guy in 10 Days cast more than 20 years later:

Credit: Shutterstock(2)

Kate Hudson

Fresh off her cinematic success as Penny Lane in Almost Famous, Hudson landed the role of Andie in this 2003 rom-com. The Golden Globe nominee went on to star in many of the 2000s biggest romantic comedies, including You, Me and Dupree, Fool’s Good — a movie reunion with McConaughey — and Mother’s Day. The Glee alum announced in December 2022 that she is working to release her debut album in 2023.

The A Little Bit of Heaven actress married Black Crowes frontman Chris Robinson in December 2000, four years before welcoming their son, Ryder. The duo eventually split in August 2006 before Hudson moved on with Owen Wilson. The Music star and Wilson split 10 months later. Hudson found love again with Muse’s Matt Bellamy, who proposed in April 2011. The California native and Bellamy, who welcomed son Bingham in July 2011, called it quits in December 2014. She later moved on with Fujikawa, getting engaged in September 2021, nearly four years after Hudson gave birth to the couple’s daughter, Rani Rose.

Credit: Shutterstock(2)

Matthew McConaughey

The Texas native got his big break playing Wooderson in Dazed and Confused, nearly 10 years before landing the role of Ben. After How to Lose a Guy in 10 Days, McConaughey also became a rom-com staple, starring in the likes of The Wedding Planner, Failure to Launch and Ghosts of Girlfriends Past. The Greenlights author also landed starring roles in Dallas Buyers Club, Mud, Magic Mike, The Paperboy and True Detective.

The Interstellar actor began dating Brazilian model Camila Alves in 2006, nearly six years before they tied the knot. The couple share three children: Levi, born in 2008, Vida, born in January 2010, and Livingston, born in December 2012.

Credit: Shutterstock(2)

Kathryn Hahn

How to Lose a Guy in 10 Days was Hahn’s feature film debut, where she played Andie’s BFF and Composure magazine’s health and beauty writer Michelle. Her later acting credits include Win a Date with Tad Hamilton!, Anchorman, Step Brothers, Revolutionary Road, Our Idiot Brother, The Newsroom and We’re the Millers. The Parks and Recreation alum made her Marvel Cinematic Universe debut in 2021, portraying Agnes/Agatha Harkness in Disney+’s WandaVision. She is set to lead a TV spinoff, Coven of Chaos, though a premiere date has not been revealed.

The Mrs. Fletcher star has been married to Sandler since 2002. They share two children.

Credit: Shutterstock(2)

Annie Parisse

Parisse portrayed Andie’s other Composure pal Jeannie in How to Lose a Guy in 10 Days. The National Treasure actress has also acted in Monster-in-Law, Law & Order, One for the Money, The Following, And So It Goes and Friends From College.

Parisse is married to actor Paul Sparks and they share son Emmett, born in 2009, and daughter Lydia, born in 2014.

Credit: Shutterstock(2)

Adam Goldberg

The Saving Private Ryan actor played Tony, one of Ben’s confidantes amid the How to Lose a Guy in 10 Days bet. Goldberg, who previously worked with McConaughey in 1993’s Dazed and Confused, has continued acting, landing roles in Friends, Sunset Strip, A Beautiful Mind, Two Days in Paris and The Equalizer.

The Taken alum shares two children with wife Roxanne Daner, whom he wed in November 2014.

Credit: Shutterstock(2)

Thomas Lennon

The Illinois native portrayed Ben’s friend Thayer in the 2003 rom-com. The 17 Again star is primarily known for his TV roles, appearing in episodes of Party Down, How I Met Your Mother, Wendell and Vinnie, Hot in Cleveland, The Goldbergs, Robot Chicken, Supergirl and For the People. The Hell Baby actor starred opposite Matthew Perry on The Odd Couple between 2015 and 2017.

The Santa Clarita Diet alum and wife Jenny Robertson, whom he married in 2002, share son Oliver.

Credit: Shutterstock(2)

Michael Michele

The Dangerous Curves alum played Judy Spears in How to Lose a Guy in 10 Days, one of Ben’s business rivals who helped engineer the infamous bet. Michele’s acting roles also include ER, Gossip Girl, Relative Stranger, Star and Queen Sugar. The Indiana native played Dominique Deveraux for 67 episodes of The CW’s Dynasty reboot, which was canceled in 2022.

The Kevin Hill alum is the mother of son J. Brandon Rodriguez, whom she coparents with ex Jimmy Rodriguez.

Credit: Shutterstock(2)

Shalom Harlow

Harlow, who played advertising executive Judy Green, rose to fame as a fashion model in the early 1990s. She made her name walking in runway shows for the likes of Chanel, Christian Lacroix, Yves Saint Laurent and Alexander McQueen. The Canada native landed her first acting gig in 1997’s In & Out, nearly six years before How to Lose a Guy in 10 Days. Harlow has since starred in I Love Your Work, The Last Romantic and Melinda and Melinda.

The Jury alum previously dated actor Peter Sarsgaard in 2001 and photographer Terry Richardson in 2003.

Credit: Shutterstock(2)

Bebe Neuwirth

Neuwirth portrayed Hudson’s Composure boss Lana Jong in How to Lose a Guy in 10 Days. The Say Anything actress rose to fame playing Lilith Sternin on Cheers between 1986 and 1993, a role that she reprised in the Frasier spinoff. The New Jersey native’s acting credits also include The Paint Job, Jumanji, Cupid & Cate, Deadline, Fame (2009), Madam Secretary, Blue Bloods, Modern Persuasion and tick, tick…BOOM!

The Jumanji: The Next Level actress has had an accomplished theater career, in which she has earned two Tony Awards for her roles in Sweet Charity and Chicago. 

Neuwirth was married to Paul Dorman between 1984 and 1991. She later moved on with Chris Calkins, tying the knot in 2009.