Hollywood loves a twist, and the latest pairing of Scooter Braun and Sydney Sweeney is making everyone do a double take. One a powerhouse music manager, the other a rising starlet and is sending gossip mills into overdrive.
Scooter Braun, 44, and Sydney Sweeney, 27, are reportedly dating. Their chemistry first raised eyebrows back in June during a stroll through Venice, Italy, just after Jeff Bezos tied the knot with Lauren Sánchez. Fans noticed the pair keeping it stylish yet low-key. Sweeney in a black floral dress, Braun in neutrals and sunglasses, but it was enough to spark rumors according to Star Magazine reports.
Sources close to Braun say he’s telling friends about the budding romance, but keeping it mostly under wraps for now. Still, their Italian outing, caught on TikTok, made it nearly impossible to hide. The couple seemed comfortable together, strolling the scenic streets and soaking in the Venice vibes.
Both Braun and Sweeney bring history that makes this coupling extra intriguing. Sydney Sweeney, the White Lotus alum, was previously engaged to Jonathan Davino. Their relationship spanned six years, ending after a postponed wedding in February and a final split in April. During that time, rumors had her romantically linked to her Anyone But You co-star Glen Powell, which she laughed off publicly as “obviously not true.”
Sydney Sweeney And Scooter Braun Dating Rumors Raise Eyebrows
Not to mention, Sweeney has been allegedly has many suitors lately. Over the past several weeks she has also been reportedly linked to Tom Brady, and has been rumored to have allegedly caught the interest of Harry Styles and Machine Gun Kelly.

Braun, meanwhile, was married to Yael Cohen from 2014 to 2021, sharing three children: Jagger, Levi, and Hart. Since their split, Braun has emphasized maintaining a healthy co-parenting dynamic, stressing that both parties played a role in the divorce.
“Out of all people Scooter 😭😭 dude what??,” one fan asks.

“Am I missing something?” comments another.
A young star fresh out of a long engagement and a music mogul navigating life post-divorce? It’s the kind of Hollywood twist fans usually live for. Whether this Italian romance is a summer fling or the start of something long-term, it’s already fueling headlines. Time will tell.
