Olivia Wilde Recalls Conversation That Ended Her Engagement To Jason Sudeikis

Olivia Wilde has said that one post-birthday conversation was enough for her to know that her relationship with her ex-fiancé Jason Sudeikis was over for good.

The actor and filmmaker recently dropped by the Call Her Daddy podcast to promote her new movie, The Invite.

During the conversation, Olivia shared intimate details about a chat she and Jason had prior to their split nearly six years ago.

“Jason and I had been having a rough time for a while,” she recalled. “We had a real bumpy, bumpy ride, and we were driving home from my birthday party that my friends had had, and I said, ‘Did you get me a birthday present?’”

The Ted Lasso star’s response, she said, was telling.

“He said, ‘What would I get you, Olivia? I don’t know you.’ And he wasn’t wrong,” she explained. “We didn’t know each other anymore.

“You can get to a place in a relationship where you stop engaging in the knowing of each other, in the curiosity of each other, and you find yourself in a place where you’re like, ‘I don’t even know you.’ And that was when we realised it was over.”

Jason and Olivia, who share two children, were together between 2011 and 2020.

Their breakup drew heavy media scrutiny, particularly after Olivia began dating Harry Styles, whom she directed in Don’t Worry, Darling, for about two years shortly thereafter.

She and her ex also became embroiled in a high-profile custody battle amid the split, culminating in 2022 when she was served court papers on-stage at CinemaCon in Las Vegas.

Describing the CinemaCon incident as “incredibly traumatising”, Olivia said she’s still unsure whether or not Jason was behind the stunt, clarifying that the Emmy winner “has told me that he did not know” about the incident beforehand.

“I know that, whether or not he knew it was going to happen, I know it really hurt him to see it happening to me,” she claimed. “It was undeniable that it was a fucked up thing and I know he felt very bad that it happened to me.”

Elsewhere in her Call Her Daddy chat, Olivia looked back fondly on her past romance with Harry Styles, despite noting his fans were “fucking pissed” after their relationship was made public.

“We had the loveliest relationship … like so, so sweet and so beautiful,” she said. “I think that we existed in this little bubble, and the judgment never really got into that bubble, which was a miracle and a testament to us making that happen.”

The Invite, which hits cinemas on 26 June, is an English-language remake of the 2020 Spanish film, The People Upstairs.

Directed by Olivia, the comedy follows a San Francisco couple, played by herself and Seth Rogen, whose marriage is tested when they host a dinner party for their enigmatic neighbours, portrayed by Penélope Cruz and Edward Norton.

Watch Olivia Wilde’s Call Her Daddy chat for yourself here.