Monday, December 11

Olivia Wilde served with court papers: Jason Sudeikis relationship timeline

Olivia Wilde was served court documents while on stage at CinemaCon, and sources confirmed to Newsweek that they were from her ex-partner, Jason Sudeikis.

The actress and filmmaker was promoting her upcoming movie, Don’t Worry Darling, which stars her new boyfriend Harry Styles, at the event when someone walked on stage and handed her an envelope, according to multiple reports.

Wilde and Sudeikis were together for nine years and have two children together, but they never married. The couple split in late 2020.

“Papers were drawn up to establish jurisdiction relating to the children of Ms. Wilde and Mr. Sudeikis,” the source told Newsweek. “Mr. Sudeikis had no prior knowledge of the time or place that the envelope would have been delivered as this would solely be up to the process service company involved and he would never condone her being served in such an inappropriate manner.”

Since the relationship has now reached the stage where papers need to be served, let’s take a look back at the relationship timeline of Jason Sudeikis and Olivia Wilde.

Olivia WIlde and Jason Sudeikis
Olivia Wilde and Jason Sudeikis were together for nine years and have two children together. Wilde and Sudeikis are pictured above (L) in 2013, right around their engagement, and again in January 2020 (R).
Michael Hurcomb / Jeff Kravitz/Getty Images / FilmMagic

Meeting at SNL

Sudeikis and Wilde met in 2011 at the Saturday Night Live Season 36 wrap party. At the time, Sudeikis was a cast member on the show, and Wilde had appeared in a sketch during a November episode starring Jason Segal.

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Wilde was married to Italian filmmaker Tao Ruspoli for eight years, marrying him at the age of 19 in 2003. They finalized their divorce in September 2011. Sudeikis married screenwriter Kay Cannon in 2003 but the couple finalized their divorce in 2010.

In an interview with Howard Stern in 2016, Wilde described the line Sudeikis used on her to win her affections. “Just the greatest line of all time that Jason had. He came up to me and he said, ‘you know, whatever you’re looking for, you don’t need it,'” Wilde said. “And he walked away.”

She continued, “He played it really cool. When he got my number he didn’t text me for a month. I was like, this is incredible. I was on the hook.”

Wilde also confirmed their romance was slow at first, stating that he didn’t kiss her until the fourth date. “Then he finally kissed me and I was completely head over heels,” she said.


Just over a year of dating, the pair became engaged in January 2013. Sudeikis was 37 and Wilde was 28 at the time. Neither have ever shared the story of how the proposal happened, but it is believed to have occurred over the holidays in December 2012.

The pair shared the big screen for the first time in 2013 when Sudeikis made a cameo in the indie movie Drinking Buddies, in which Wilde played a lead role.


Reports started to emerge in late 2013 that Wilde was pregnant, and that news was seemingly confirmed when the couple was photographed at the 2014 Academy Awards with Wilde sporting a baby bump.

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She gave birth to their first child, Otis Sudeikis, on April 20, 2014. Two years later the couple welcomed another addition to the family, their daughter Daisy Sudeikis, who was born on October 11, 2016.

Olivia WIlde and JasoN Sudeikis family
Olivia Wilde and Jason Sudeikis never spoke about pregnancy rumors, but Wilde confirmed the news with a baby bump on the Oscars red carpet. Above, Wilde is pictured pregnant at the 2014 Oscars (L) and in 2018 at March For Our Lives Los Angeles with Jason Sudeikis and their daughter, Daisy Sudeikis.
Presley Ann/Getty Images / WireImage

Never married

Despite getting engaged in late 2012 or early 2013, Sudeikis and Wilde never tied the knot. Sudeikis was asked about this in a 2016 interview on Watch What Happens Live with Andy Cohen. “I mean, I believe we won’t get married until weed is legal in every state,” Sudeikis replied.

The couple remained engaged for over seven years before their breakup.

The breakup

Reports started to emerge that Sudeikis and Wilde had broken up in 2020. Sudeikis confirmed in an interview with GQ that they had split in November of that year. By January 2021, pictures showed Wilde walking hand in hand with her new boyfriend, Harry Styles.

“I’ll have a better understanding of why in a year, and an even better one in two, and an even greater one in five, and it’ll go from being, you know, a book of my life to becoming a chapter to a paragraph to a line to a word to a doodle,” Sudeikis told GQ regarding the reason for their split.

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