Jason Sudeikis’s love life has not been as successful as his acting career. After his marriage with Kay Cannon ended, he went on to date January Jones, Olivia Wilde, and Keeley Hazel.
The Horrible Bosses actor shares two children with his ex-fiance, Olivia Wilde. The former couple recently made headlines following the accusations laid by their former nanny. Although they are not an item now, they both released a joint statement refuting their nanny’s claims that Jason was devastated after Olivia left him.
Meet Jason Sudeikis’ Ex-wife Kay Cannon and All His Ex-girlfriends
1. Kay Cannon
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American actress Kay Cannon met Jason Sudeikis in Chicago in the early 2000s. They married in 2004 shortly after he got a writing job for Saturday Night Live, in New York City.
Sudeikis and Cannon worked together on a few projects including The Second City Las Vegas cast.
The distance between the pair soon took a toll on their marriage as they eventually split in 2008. Their divorce was finalized in 2010 but they remained good friends. Cannon even dedicated a tweet to Jason following his 2021 Golden Globes win for lead actor in a comedy or musical series for the movie, Ted Lasso.
Just like Jason, Kay moved on with her life. She went on to marry a writer named Eben Russell in 2012.
Besides her marriage, the actor’s ex-wife is a writer and a producer. She is best known as the screenwriter of the Pitch Perfect film franchise. Also, she made her directorial debut with the comedy Blockers in 2018. Her most recent works include New Girl, Cristela, and the Netflix series Girlboss.
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2. January Jones
After his marriage with Cannon ended, the actor started a romantic relationship with January Jomes. This was after they met while she was working as a host on SNL in November 2009.
The relationship between Sudeikis and Jones was said to be his most publicized relationship. They made their first red carpet appearance at the July 2010 ESPYs. They reportedly dated for almost a year before they parted ways and still cited distance as the reason for their split.
The 46-year-old American actress and model has also been linked to Josh Groban and Jim Carrey.
3. Olivia Wilde
In November 2011, Olivia Wilde and Jason Sudeikis met at an SNL wrap party. After dating for two years, the actor proposed to Wilde in grand style. However, they never tied the knot but before they separated, they welcomed two children Otis (10) and Daisy (8) together.
In November 2020, news broke that the couple had parted ways and two months later, rumors about Wilde dating Harry Styles broke while Sudeikis was allegedly trying to patch things up with her. There are speculations that the actor threw himself in front of Olivia’s car to prevent her from leaving him.
Despite their differences, the former couple has a healthy co-parenting relationship. While working on that, the former couple’s nanny has recently revealed that Jason Sudeikis was really devasted when he learned that his ex-fiance was seeing someone while still in his house.
The unnamed nanny, who gave all the details during an interview with Daily Mail, added that her former boss cried to her about Olivia leaving him. This claim contradicts Olivia’s initial report that the split was ‘friendly’.
In the wake of these accusations, Jason and Olivia revealed in a joint statement that the nanny’s accusations are false.
Following her separation from Styles, the mother of two went on to marry Italian filmmaker and musician, Tao Ruspoli.
Career-wise, Olivia Wilde has been successful in her own right. Her first work as a director earned her the Independent Spirit Award for Best First Feature.
4. Keeley Hazell
In February 2021, the award-winning actor met Keeley Hazell( 38)
while they were filming Horrible Bosses 2. Months later, the duo revealed they were dating and by November, they were spotted packing on the PDA while on vacation in Mexico.
Unfortunately, the lovebirds decided to go their separate ways in May 2022.
Keeley Hazell first started as a model before she later ventured into acting. She is known for her roles in The Royals (2015) and Vows of Deceit (2018).
