Is Role Model Dating Anyone? Inside His Split From Emma Chamberlain and Current Relationship Status

By Thomas Hernandez 10/13/2025

Is Role Model single? The “Sally, When the Wine Runs Out” singer, whose real name is Tucker Pillsbury, has quickly become one of Gen Z’s favorite rising stars — and naturally, fans are curious whether he has his own “Sally.” Between his viral performances, viral TikTok videos and an upcoming Hollywood movie, the singer’s love life has everyone talking. Here’s what we know.

Is Role Model Single?

Right now, it appears that Tucker is single.

His hit single “Sally, When the Wine Runs Out” has turned into a full-on cultural moment, largely thanks to its now-iconic bridge. During live shows, Role Model invites an audience member or celebrity to dance with him onstage, and videos of the performances have gone viral countless times.

And with major career milestones on the horizon — including his Saturday Night Live debut in October 2025 and a starring role opposite Natalie Portman in an upcoming Netflix film — Tucker is entering a whole new level of fame. But despite the buzz, there’s no new romantic partner in sight … at least for now.

Who Is Role Model? Everything to Know About the Rising Pop Singer

Who’s He Dated?

Before his current single era, Tucker was in a high-profile relationship with model and internet personality Emma Chamberlain. The couple dated for three and a half years before splitting in October 2023, and their relationship deeply inspired his 2024 album Kansas Anymore.

“I have no regrets, and it’s a beautiful time in my life that I’m proud of,” he told Nylon. “I honestly never thought I would be in a relationship for three and a half years, and the fact that I was and that it was beautiful pretty much the entire time — I’m just very thankful. At the end of the day, I think the best thing I took away from it is knowing that I can do that and knowing that I can do that again at some point when I want to or when I’m ready.”

When asked about the breakup on The Zach Sang Show, Tucker shared candidly that “I knew there were things that were problematic while I was doing them,” adding that he was always “communicative” about it. He revealed that he wasn’t happy living in Los Angeles and often returned home to Maine, “creating space” between him and Emma. His homesickness, combined with a “quarter-life crisis,” ultimately led the couple to grow apart rather than experience a dramatic split.

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