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  1. #1. Jason Sudeikis Dating Timeline
  2. #3. Who is Jason Sudeikis dating now?

Is Jason Sudeikis Still Dating 'Ted Lasso' Co-Star? Who Is He Dating Now?

Jason Sudeikis's love life has been a hot topic in recent years. After splitting from Olivia Wilde in November 2020, the "Ted Lasso" star was caught up in some messy drama with the "Don't Worry Darling" director and her former boyfriend Harry Styles. It involved a custody battle between Sudeikis and Wilde, as well as rumors that Wilde left Sudeikis for the "As It Was" singer.

#1. Jason Sudeikis Dating Timeline

Olivia Wilde: 2011 – 2020

who is jason sudeikis dating nowSource: People

Sudeikis and Wilde met at a finale party for Saturday Night Live in 2011 and they “hit it off”, as Sudeikis described in an interview with Stephen Colbert in 2017. They went on their first date later that year, but they didn’t kiss until the fourth date, Wilde told Howard Stern in March 2016. “He finally kissed me and I was like, completely head over heels.” 
In January 2013, Sudeikis proposed and by October, Wilde was pregnant with their first child, Otis. After Otis was born, Wilde told Glamour in August 2014 that the couple was in no rush to tie the knot and they were just enjoying being parents. “In many ways, a child is more of a commitment. We are fully committed and really happy as a family,” she shared. “And there’s no definition of the ‘normal family’ anymore. Kids today are growing up with so many different definitions of family. I guess what I’m saying is that I don’t feel any pressure to do it. But I think it will be really fun.” In April 2016, Wilde announced she was pregnant with their second child, daughter Daisy and the couple welcomed her in October of that year.
Four years later, People reported in November 2020 that Wilde and Sudeikis had called off their engagement. “It’s been amicable and they’ve transitioned into a great co-parenting routine,” a source said. “The children are the priority and the heart of the family’s relationship.”

who is jason sudeikis dating nowSource: Twitter

In January 2021, Wilde was spotted holding hands with Harry Styles after they met on the set of Wilde’s film, Don’t Worry Darling. A source told People Sudeikis was “heartbroken” and that “he would like to have hope that maybe there’s a way for them to repair things.”
Wilde confirmed the relationship running its course in an interview with Vanity Fair in September 2022 but denied she had cheated on Sudeikis with Styles. “The complete horses— idea that I left Jason for Harry is completely inaccurate,” said Wilde. “Our relationship was over long before I met Harry. “Like any relationship that ends, it doesn’t end overnight. Unfortunately, Jason and I had a very bumpy road, and we officially dissolved the relationship towards the beginning of the pandemic.”
In court documents obtained by Us Weekly on August 10, 2022, Jason wrote: “I did not want service to take place at the home of Olivia’s current partner because Otis and Daisy might be present,” referring to Styles at the time. “I did not want service to take place at the children’s school because parents might be present.” Sudeikis then apologized to Wilde for ruining her talk. “I understand that the process server had only done her job; however, I deeply regret what happened,” he said. “Olivia’s talk was an important event for Olivia, both professionally and personally, and I am very, very sorry that the incident marred her special moment.”

January Jones: 2010 – 2011

who is jason sudeikis dating nowSource: Twitter

In July 2010, Sudeikis and Mad Men star January Jones sparked dating rumors when they were spotted coupling up at an ESPY afterparty. He confirmed to HuffPost that they were dating and when asked whether he had seen her “naked and everything,” Jason first said, “I don’t want to get into it.” Then: “I’m kidding. I do want to get into it! I do, and I have!”

Kay Cannon: 2004 – 2010

who is jason sudeikis dating nowSource: Daily Mail

Sudeikis met writer and director Kay Cannon while doing improv in Chicago. They dated for a few years and tied the knot in 2004. During their relationship, he was offered a job as a writer on SNL but he was “unhappy” living away from his wife and being a writer. He needed something more.
In an interview with GQ: “He had the best line. I go, ‘I had to give up two things I love the most to take this writing job: performing and living with my wife.’ And on a dime, he just goes, ‘Well, if you had to choose one’,”. But time apart must’ve impacted the couple because they separated in 2008 and finalized their divorce in 2010.

#3. Who is Jason Sudeikis dating now?

who is jason sudeikis dating nowSource: Page Six

The comedy writer is reportedly single as of March 2023 though he was romantically involved with a Ted Lasso co-star. Who is she?
It looks like Jason Sudeikis has rekindled his relationship with Ted Lasso co-star Keeley Hazell!
The 46-year-old actor was spotted sharing a kiss with Keeley, 35, while enjoying a relaxing day on the beach on Monday (November 22) in Cabo San Lucas, Mexico. Keeley was seen in a pink bikini while Jason wore a red t-shirt and blue board shorts for their fun day in the sun. He went shirtless for a dip in the water.
However, a source revealed recently that they broke up, “Jason has always found Keeley incredibly attractive and has told pals he’s had a crush on her since her Page 3 days,” and they had been friends since they met on the set of Horrible Bosses 2. They were linked in February 2021 and were photographed a few months later getting intimate on an afternoon stroll around NYC. But after a year together, they’d split. A source told E! News in July 2021 that the father-of-two and actress were “no longer romantic” after enjoying a brief relationship. “Jason and Keeley were never in a serious relationship,” they said. “It was definitely never a serious thing.” At the Ted Lasso season three premiere in LA on March 7, 2023, Sudeikis and Hazell kept their distance.
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