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‘I’m failing at this…’ How Ben Stiller rebuilt his marriage with Christine Taylor

And the lessons he learnt from parent's Jerry Stiller and Anne Meara.
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Ben Stiller is reflecting on love, family, and what it means to make a marriage work, even when it feels like you’re falling short.

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In his new Apple TV+ documentary Stiller & Meara: Nothing Is Lost, the actor and director opens up about his 2017 separation from wife Christine Taylor, revealing that he once felt like he was “failing” because he couldn’t live up to the lasting love of his famous parents, comedy duo Jerry Stiller and Anne Meara.

“When we separated my feeling was like, ‘Oh, I’m failing at this,’” Ben admits in the documentary. “And look at my parents, they have this incredible 50-plus-year marriage, and I can’t live up to that.”

Ben Stiller, Christine Taylor at the 77th Primetime Emmy Awards held at the Peacock Theater on September 14, 2025
Ben Stiller is reflecting on love, family, and what it means to make a marriage work in his new project. (Credit: Getty)

Learning from his parents’ six-decade marriage

Ben, 59, and Christine, 54, have always had a creative connection, just like his parents. They first met in 1999 on the set of Heat Vision and Jack before tying the knot in 2000. Over the years, they’ve shared the screen in Zoolander (2001), Dodgeball (2004), and Tropic Thunder (2008).

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In Stiller & Meara: Nothing Is Lost, Ben reflects on how his parents’ decades-long partnership — both romantic and professional — shaped his understanding of relationships. Jerry Stiller and Anne Meara were not only married for over 60 years, but also performed together as a comedy duo, appearing on The Ed Sullivan Show 36 times.

“I started to think about my parents and all the stress and tension I remember seeing as a kid,” Ben shares. “And how they stayed together through it.”

Christine adds that working so closely together early in their marriage came with challenges. “I also felt like there was a fear from you for me of what that would look like to the outside world,” she says in the film. “It was very loaded.”

The movie "Zoolander", directed by Ben Stiller. Seen here from left, Christine Taylor (as Matilda Jeffries) and Ben Stiller (as Derek Zoolander). Theatrical release September 28, 2001. Screen capture. Paramount Pictures.
Ben and Christine are also long-time collaborators. (Credit: Getty)
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Why did Ben Stiller and his wife split up?

After nearly two decades together, the couple announced their separation in 2017, saying in a joint statement that their priority would “continue to be raising our children as devoted parents and the closest of friends.”

At the time, Ben admits he felt disconnected from his wife, from his kids, and from himself. The separation, he says, became a wake-up call.

“It was just having space to see what our relationship was, what my life felt like when we weren’t in that relationship,” Ben previously told The New York Times. “It was like three or four years that we weren’t together but we always were connected.”

The couple share two children, daughter Ella Olivia, 23, and son Quinlin Dempsey, 20, who largely grew up out of the spotlight. Still, Ben has acknowledged that balancing his career and fatherhood hasn’t always been easy. In 2022, he revealed that Ella once confronted him about his absence when she was younger, a moment that pushed him to re-evaluate his priorities.

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“Kids just want a parent who’s emotionally present and supportive of them,” he said.

Quinlin Stiller, Ben Stiller, Christine Taylor and Ella Stiller attend the "Zoolander 2" World Premiere  at Alice Tully Hall on February 9, 2016 in New York City.
The pair split before reuniting in 2022. (Credit: Getty)

Are Christine and Ben still together?

In 2022, Ben revealed to Esquire that he and Christine rekindled their relationship during the pandemic while living under the same roof again. “All of a sudden we were together in the house,” he recalled. “During that time, we started talking about what we were going through… and looking at what my parents had been through, too.”

Christine has said the reconciliation happened naturally: “We found this way back. We had so much time to talk. There was no other distraction.”

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Now, years later, the Zoolander star says he’s more grateful than ever. Speaking to E! News at the premiere of his documentary at the New York Film Festival, Ben shared what he believes is the real secret to their lasting relationship: “You just have to want to be together and want to make it work. It’s about valuing the relationship.”

Stiller & Meara: Nothing Is Lost will hit cinemas on October 17, and on October 25, the documentary will be released on Apple TV+.

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