Sydney Sweeney’s New Romance Raises Eyebrows as Friends Urge Caution About Scooter Braun

Seasons may be changing, but Sydney Sweeney’s star keeps rising: the Once Upon a Time in Hollywood star is reportedly dating music industry heavyweight Scooter Braun, sending the rumor mill into overdrive.

Sydney Sweeney is not slowing down. The Euphoria and Once Upon a Time in Hollywood actor is, reportedly, seeing music heavyweight Scooter Braun. Yes, that Scooter Braun. The pairing is getting plenty of attention for obvious reasons, so here is what people are saying and what has actually been reported.

Where things stand (as reported)

• They were first spotted together in Venice back in June, and later photographed together in Italy around Jeff Bezos and Lauren Sanchez's wedding festivities, which kicked up the dating chatter.
• By early September, a Page Six source said the two were not keeping it casual.

  "They are full on. It's not a casual relationship. It's game on, it's full throttle. They are together."

• On September 28, they were seen on a double date with Sweeney's parents at Universal Studios Hollywood in Los Angeles.
• They were also reportedly seen having dinner at Jon and Vinny's in Brentwood, and Braun was said to have attended Sweeney's space-themed birthday party.
• Age gap check: Sweeney recently turned 28; Braun is 44. Sources close to them insist this is not a fling.
• One source described Braun as selective about his inner circle, adding that if he is with her, it is not about celebrity optics and he genuinely likes her.

The friend chatter (and the caution)

Radar Online quotes an unnamed insider who says Sweeney's friends are uneasy. According to that report, Sweeney is brushing off the concern and enjoying herself, but the friends think she could do better and warn that Braun's past is a red flag. That is one outlet's sourcing; take it as such.

The extra layer of gossip

In the midst of all this, a tabloid claim popped up that Sweeney fielded date invites from Ben Affleck, Orlando Bloom, and Tom Brady. That is the report; nobody involved has confirmed it.

Zooming out on Braun

Braun and Yael Cohen split in 2021. He has three kids: Jagger Joseph (born 2015), Levi Magnus (2016), and Hart Violet (2018). The personal-life timeline is straightforward. The professional reputation? Less so.

The baggage everyone remembers

Back in 2019, after Braun acquired Big Machine (and with it the masters to Taylor Swift's first six albums), Swift publicly labeled him a bully and manipulative. That fight reshaped how a lot of people talk about masters and ownership. More recently, one outlet claimed Braun had a falling-out with longtime client Justin Bieber tied to an alleged unpaid $8 million loan. That specific number and claim have not been publicly substantiated; it is a reported allegation, not a confirmed fact.

So is this a fling or a thing?

Based on the sightings, the family meet-up at Universal Studios, and the 'full throttle' comments, the vibe from the tabloid-sourcing world is that it is serious. Whether it stays that way, or becomes another chapter in Hollywood's endless crossover between film stars and music moguls, we will see. For now, they are out together, not hiding it, and the conversation around them is as loud as you would expect.