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Olivia Wilde Ignores Ex Harry Styles' Engagement News By Reuniting With Her OTHER Ex Jason Sudeikis

Olivia Wilde Ignores Ex Harry Styles' Engagement News By Reuniting With Her OTHER Ex Jason Sudeikis

Talk about timing that feels a little too perfect!!

Just as the internet is buzzing over Harry Styles reportedly getting engaged to Zoë Kravitz, guess who pops back into the spotlight looking completely unbothered?! Yep — Olivia Wilde was just spotted having a low-key but very telling reunion with her other famous ex, Jason Sudeikis.

The former couple, who were together for nearly a decade and share two kids, crossed paths during a casual drop-off, according to new pics published by DailyMail.com and others this week. And here’s the thing: especially for two (um, very high-profile) exes, things looked anything but tense. In fact, the duo even shared a hug, proving that whatever messy history they’ve got, they’re keeping things smooth for the sake of their family. And honestly, in Hollywood terms, that’s practically a miracle!!

Related: How Harry’s Ring For Zoë Rivals Channing Tatum’s — You Won’t Believe How Much He Spent!

Olivia kept it effortlessly cool in the snaps in a relaxed white tee and matching jeans, while Jason leaned into his signature laid-back vibe in a sweatshirt and cargo shorts. It was giving “friendly exes who have definitely been through it ALL but nevertheless survived” energy.

LOLz!

Of course, fans will remember their split back in 2020 turned into a whole saga once Olivia moved on with Harry shortly after casting him in her film Don’t Worry Darling. Cue the headlines and drama!

Still, Olivia has long denied any overlap between the relationships, insisting the timeline wasn’t as scandalous as it seemed. And these days, she sure would seem to be in a completely different headspace, focusing on her kids and keeping her love life a little more under the radar.

That said, she’s not exactly single. Olivia has reportedly been seeing art dealer Caspar Jopling since last year — so, don’t go reading too much into this reunion. This wasn’t a rekindling or anything like that, just some solid co-parenting… um, with a side of very interesting timing.

After all, it comes RIGHT on the heels of the Styles-Kravitz bombshell. So, like, come on! Ya know?! And you have to admit, showing up smiling with your ex-fiancé right as your other ex makes major relationship headlines is definitely the kind of subtle statement that doesn’t need words. Just saying!!!

BTW, you can see the Wilde-Sudeikis reunion snaps HERE, if you’re curious.

Reactions, y’all?? Do U think this sighting was a subtle (or maybe more than subtle) shot at Styles’ news?? Share your opinions (below)!

[Image via MEGA/Phil Lewis/WENN]

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Apr 27, 2026 16:14pm PDT