Sydney Sweeney is basically the face of Hollywood right now. You can't scroll through TikTok or walk past a newsstand without seeing her. But for a long time, the most mysterious part of her life wasn't a plot twist in Euphoria—it was the man standing quietly in the background of her paparazzi shots.
For nearly seven years, Jonathan Davino was that man.
Then, in early 2025, everything changed. The engagement ring vanished. The Instagram photos were scrubbed. Suddenly, the "businessman from Chicago" became the sydney sweeney ex fiance.
It’s wild how quickly things move in this industry. One minute you’re producing box-office hits like Anyone But You together, and the next, you’re the subject of a million "what went wrong?" headlines. If you’ve been trying to keep track of the timeline, the rumors, and the actual facts, honestly, it’s a lot. Let’s break down what actually went down between Syd and her former flame.
Who Exactly is Jonathan Davino?
First off, let’s clear up the weirdest rumor: no, he does not own a pizza empire. For years, the internet was convinced Davino was some kind of deep-dish heir to the Pompei pizza family in Chicago. Sydney actually went on the record with Glamour UK to shut that down, saying she had no idea where the "restaurateur" label even came from.
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He’s a businessman. Plain and simple.
Specifically, his family is behind 14th Round and Finalbell, companies that deal with device technology and packaging. He’s about 14 years older than Sydney, which—as we’ve seen with her current relationship—is definitely a pattern for her. She’s always said she prefers dating people outside the "spotlight" to keep things normal. Davino fit that bill perfectly for a long time.
The Engagement and the Slow Burn Breakup
They started dating way back in 2018. That’s forever in Hollywood years. They survived the White Lotus fame, the Euphoria explosion, and even those heavy-duty rumors about her and Glen Powell. Remember the SNL monologue where she called Jonathan the "man of her dreams" to shut everyone up?
It felt like they were solid.
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But behind the scenes, things were getting heavy. By March 2025, the news finally broke: the wedding was off. Sources told People that Sydney felt "overwhelmed" by the pressure of the relationship and the looming nuptials. It wasn't some scandalous blowout or a cheating drama. Honestly, it sounds like she just realized she was 27, her career was hitting the stratosphere, and she wasn't ready to be a wife.
The timeline of the split looked a bit like this:
- January 2025: Rumors start after Sydney deletes a kissing photo from her Instagram.
- February 2025: She stops wearing the $150,000 diamond ring.
- March 2025: Insiders confirm the engagement is officially over.
- May 2025: Sydney tells The Sunday Times point-blank that she is single.
Life After the Engagement
Breakups are messy, but Sydney didn't stay in the "sad girl" phase for long. By September 2025, she was linked to music mogul Scooter Braun. Yeah, that Scooter Braun. They reportedly met at Jeff Bezos’ wedding in Italy over the summer, and things got serious fast.
It’s a massive pivot from a low-key Chicago businessman to one of the most polarizing figures in the music industry.
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As for Davino? He’s still her producing partner at Fifty-Fifty Films. They worked on Immaculate and Anyone But You as a team, and apparently, they’re still keeping it professional. They were even spotted having a somewhat "tense" car ride in LA in late 2025, likely sorting out the business side of their lives. When you live together and run a company together for seven years, you can’t exactly just block each other and move on.
What You Should Take Away From This
If you're looking at the sydney sweeney ex fiance situation as just another celeb split, you're missing the bigger picture of her career. Sydney is a workaholic. She’s said it herself. Sometimes, a long-term partner who knew you before the fame becomes a tether to a past version of yourself that you’ve outgrown.
Here’s the reality of where things stand:
- Professional vs. Personal: You can be great business partners but terrible life partners. They seem to be navigating the "coworker" vibe while ending the "fiancé" vibe.
- Career First: Sydney is at a peak right now. Choosing to walk away from a seven-year relationship because it feels "overwhelming" is a huge power move for someone in their 20s.
- Privacy is Key: Despite the split, we still don't have messy "tell-all" interviews. Sydney guards her private life for a reason—it keeps the focus on her talent, not her drama.
If you’re following Sydney’s journey, keep an eye on her upcoming production credits. Seeing Davino’s name next to hers on a rolling screen will tell you more about their current "amicable" status than any paparazzi photo ever could.