Sheryl Crow Makes Rare Comment on Ex-Fiancé Lance Armstrong and Her Kids

Sheryl Crow looked back on her breakup with Lance Armstrong, sharing how it—along with her 2006 breast cancer diagnosis—made her "reassess" her life and become mom to two kids.

By Gabrielle Chung May 01, 2025 1:35 AM
| Updated May 01, 2025 1:40 PM
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Watch: Sheryl Crow Makes Rare Comment on Ex-Fiancé Lance Armstrong and Her Kids

All Sheryl Crow wants to do is focus on family. 

In fact, the "If It Makes You Happy" singer gave rare insight on her personal life by explaining that she came to that revelation shortly after her 2006 breakup with Lance Armstrong, as well as her cancer diagnosis and relocation from Hollywood to Nashville during the early aughts.

"We all have those moments in our life where we have to pivot," Sheryl told Variety in an interview published April 30. "I was diagnosed with breast cancer in 2006, and I moved here in 2007."

Referring to Lance's three children with his first wife Kristin Richard, the 63-year-old continued, "I think having come out of a relationship where I thought I was gonna be married and was close to the kids that were gonna be my stepkids, then got diagnosed—all three of those things made me reassess."

"I just looked at it and thought, ’I want to put down roots; I want to have a family,’" she said of settling in the Tennessee capital. "My sisters live here, and my family all lived within three hours, and I just decided to start phase two."

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Sheryl went on to adopt son Wyatt, 18, in 2007. Three years later, she added son Levi, 15, to her family in a closed adoption.

And these days, the Grammy winner makes her kids the top priority. As Sheryl noted, she would've continued her stint on Willie Nelson and Bob Dylan's Outlaw Music Festival Tour past Labor Day this year, but her sons have school and they "don't want to go on the road."

Mike Coppola/WireImage

"I'm too selfish to want to miss any time with them," she explained. "I feel like my 18-year-old was just born, and he's gonna be leaving for college in a year."

However, that will change once both her kids are ready to leave the nest. "I'll go back to work full time," Sheryl shared, "because I have an acute connection to joy when I'm playing.”

As for Lance? The former cyclist also expanded his family since calling it quits with Sheryl. He and wife Anna Hansen welcomed son Maxwell, 15, in 2009 and daughter Olivia, 14, in 2010.

KMazur/WireImage for INTERSCOPE RECORDS

What's more, the 53-year-old has no bad blood with Sheryl, who he's described as a "great lady."

"Obviously it didn’t work out, but I think and I hope she’s happy," Lance shared during a 2017 appearance on The Howard Stern Show. "I'm happy."

For a closer look at Sheryl's dating history, keep reading.

Eric Clapton

In the late '90s, Sheryl Crow had a brief relationship with legendary musician Eric Clapton, who happens to be 17 years her senior.

The romance didn't last long, though it was rumored to have inspired her hit song "My Favorite Mistake," which is about a philandering ex-boyfriend.

Despite the speculation, Crow never admitted who the song was actually about and even introduced Clapton as "a really good friend of mine" when her joined her during her 1999 performance in Central Park. His presence on her 2019 album Threads indicates that the friendship is still going strong.

Owen Wilson

In 1999, Crow began dating Owen Wilson after meeting on the set of the little-seen film The Minus Man, in which she made her acting debut as one of the victims felled by Wilson's serial killer character. The two dated for two years, even attending the Vanity Fair Oscar party together in 2000.

As she would admit in the liner notes on her 2002 album C'mon, C'mon, the song "Safe and Sound" was dedicated to him, serving as an account of their relationship.

Josh Charles

For a few short months in early 2003, Crow dated The Good Wife star Josh Charles, even bringing him as her date to the Grammy Awards that February. By April, though, they'd called it quits, with a source telling Us Weekly, "They are no longer seeing each other. She's looking for The Guy, and he wasn't it."

Lance Armstrong

Perhaps her highest-profile relationship, Crow began dating famed (and now disgraced) cyclist Lance Armstrong after they met at a charity event in October 2003, shortly following his divorce from the mother of his three children, Kristin Richards.

By September 2005, they were engaged and sharing a ranch in Austin. It wasn't meant to be, though, and in February 2006, they'd ended their romance.

"After much thought and consideration we have made a very tough decision to split up," their joint statement read. "We both have a deep love and respect for each other and we ask that everyone respect our privacy during this very difficult time."

Ryan Seacrest

In the same year that the American Idol host briefly dated Teri Hatcher—2006—it was rumored that Ryan Seacrest romanced Crow, though there is very little information to corroborate this fact. Baseless internet rumor or well-kept secret? We may never know.

Hank Azaria

After Crow was spotted out at dinner with actor Hank Azaria in 2006, rumors began to fly that the two were seeing one another, despite the fact that Patricia Arquette was also present at said dinner. Neither have ever spoken about the rumors and they haven't been spotted together since.

Steve Bing

In 2008, it was reported that Crow had begun dating film producer and Elizabeth Hurley's ex Steve Bing after allegedly being introduced by mutual friend Jennifer Aniston in late 2007. 

Doyle Bramhall II

After enlisting longtime friend and occasional Clapton bandmate Doyle Bramhall II to producer her 2010 album 100 Miles from Memphis, Crow took her relationship with the producer to the next level, making their first public appearance together at The Society of Memorial Sloan Kettering Cancer Center's 2011 Spring Ball.

That May, while speaking with Prevention Magazine, she detailed her relationship with an unnamed producer, telling the publication he was "really good" with her two boys. "I've been involved with people and their kids, and if the relationship doesn't work out, it's heartbreak," she continued. "So I'm keeping the relationship friend-based when we're around the kids. Luckily, we have a great foundation, having known each other for fifteen years."

No word on when the two officially called it quits, but by 2014, she was promoting her latest album, 2013's Feels Like Home, a single woman.

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