Sydney Sweeney and Scooter Braun’s Casual Romance Heats Up

Sydney Sweeney and Scooter Braun have been seen together again, as reports show their Sydney Sweeney casual romance is developing. On Wednesday, September 24, the pair were photographed enjoying a dinner at Jon & Vinny’s, a popular Italian restaurant in Brentwood, California. Both dressed casually, Braun wore a simple white T-shirt while Sweeney opted for a dark top, jeans, and thigh-high boots, signaling a relaxed atmosphere in their budding relationship.

Previous Encounters Spark Romantic Speculation During Venice Wedding

Their connection first attracted public attention during the summer when they were spotted together in Venice, Italy, for the high-profile wedding of Jeff Bezos and Lauren Sánchez. The couple walked around the city the day before the lavish ceremony, which drew numerous celebrities including Kris Jenner, Leonardo DiCaprio, Tom Brady, Orlando Bloom, and Andrew Garfield. This shared trip ignited rumors about their relationship, placing both Sweeney and Braun under the spotlight well before the recent dining outing.

Insider Details on the Nature of Sweeney and Braun’s Relationship

Us Weekly obtained exclusive insights earlier in September, revealing that Sydney Sweeney was not committed to a serious relationship and was currently enjoying her time with Scooter Braun. An insider stated,

“not exclusively dating anyone right now but is having fun with Scooter.”

The source clarified,

“[Sweeney] is dating around and in her single era without having any pressure.”

While Braun is described as deeply interested, the relationship remains casual, with the insider noting

“has been trying to see her in between her work commitments.”

Scooter Braun’s Life Changes and Personal Battles Amidst the Romance

This casual romance represents Braun’s most public romantic involvement since his 2022 divorce from health activist Yael Cohen, with whom he shares three children: Jagger, Levi, and Hart. Reflecting on that difficult period, Braun spoke openly about his mental health struggles during the breakdown of his marriage on Steven Bartlett’s Diary of a CEO podcast. He shared,

“I had a suicidal thought for 20 minutes where I was like, ‘If my marriage is going to fall apart, I’m not gonna be with my kids all the time. I can’t control this. I’m not gonna be this perfect image that I’ve presented to the world. And if I can’t be this perfect image, I don’t want to be here,’”

and added,

“It went to a very dark place.”

Despite the severe emotional distress, Braun quickly recognized the danger and sought support, explaining,

“That’s not me. I would never leave my kids. I don’t wanna leave anybody. Like what was that? The next morning a friend of mine called and I told him about that night before. He called me back with another friend and they said, ‘You need to go to Hoffman [Institute Foundation],’”

and shared,

“They told me that they could get me in two weeks because there was a cancellation.”

Transitioning Away from Music Management After a Landmark Career

Over the past few years, Braun has undergone significant professional transitions, such as announcing his retirement from music management in June 2024, though he remains CEO of Hybe America. Reflecting on his career, Braun revealed,

“23 years ago a 19 year old kid started managing an artist named Cato in Atlanta, GA, and my journey began. Along the way I have had so many experiences I could never have dreamt of,”

and continued,

“I have been blessed to have had a ‘Forrest Gump’-like life while witnessing and taking part in the journeys of some of the most extraordinarily talented people the world has ever seen. I’m constantly pinching myself and asking ‘how did I get here?’ And after 23 years this chapter as a music manager has come to an end.”

Personal Shifts in Sydney Sweeney’s Life After Ending Long-Term Engagement

Separately, Us Weekly confirmed in March that Sydney Sweeney ended her engagement with Jonathan Davino after seven years together. A source said,

“Sydney and Jonathan are officially split … [She is] telling friends she is single.”

The pair also collaborated professionally on Sweeney’s 2024 horror film Immaculate, which Davino helped produce. Since their split, Sweeney has embraced her single status while exploring new relationships.

Implications of This Developing Relationship and Future Prospects

Both Braun and Sweeney seem to be navigating periods of personal change, with Braun emerging from challenging mental health experiences and a major career transition, while Sweeney moves on from a significant long-term partnership. Their Sydney Sweeney casual romance serves as a relaxed, pressure-free connection amid these transformations, with insiders suggesting the relationship is still evolving. Observers will likely watch for how this pairing develops while each balances professional obligations and personal growth.