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Jason Sudeikis called Olivia Wilde a 'deeply hurting mess' as she sent him love messages month before split

The couple's former nanny has dropped several bombshells about their relationship and more
UPDATED OCT 19, 2022
Jason Sudeikis thought Olivia Wilde was detached from reality as she kept sending flirtatious messages to Sudeikis days before their split (Jonathan Leibson, John Phillips/Getty Images)
Jason Sudeikis thought Olivia Wilde was detached from reality as she kept sending flirtatious messages to Sudeikis days before their split (Jonathan Leibson, John Phillips/Getty Images)

LOS ANGELES, CALIFORNIA: The nanny who worked for Olivia Wilde and Jason Sudeikis has made several extraordinary claims and is now dropping more bombshells about the troubled relationship. This time, she explains that Wilde continued to lead on Sudeikis with flirtatious messages, slept in the same bed, and swam naked in their pool when their relationship went on the rocks. The only time she stopped doing that was when she was photographed with Harry Styles in January 2021.

The nanny, who wishes to remain anonymous, went on to tell Daily Mail that these string of messages and other activities continued throughout November and December 2020, until January 2021 when she was finally photographed with Harry Styles at a wedding in Montecito, California, in January 2021. Although the 38-year-old actress and filmmaker left the 'Ted Lasso' star on November 8, 2020, she kept coming back to tell him that she loved him. In fact, the intimate messages continued until December 29, when Wilde publicly accepted her relationship with Styles five days later. "When I saw Olivia holding hands as a couple with Harry in the news [in January 2021], I was shocked as just a month before, when we were in LA, she was sending Jason messages saying she loved him. Text messages and voicemails," the ex-nanny claims.

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Jason Sudeikis lay 'under the car' to stop Olivia Wilde from seeing Harry Styles, claims ex-nanny

The insider revealed, "He let me hear the voicemails and the text messages. Then Jason said, she was just here [at the house] and she was naked in the pool and then she slept with me naked in the bed. She was sending him voice messages saying he was her everything. It was a lot of mixed messages. It was how can this be that she was just in this relationship and now she's holding hands with a different person in front of everyone a month later. That was pretty shocking." The nanny previously claimed that the 'We're The Millers' actor discovered Wilde's affair with the Styles after he came across some messages between them on her Apple watch that she had left behind. 

Olivia Wilde attends the
In the shocking interview, the nanny has also alleged that Jason Sudeikis after being left heartbroken from the split threw himself in front of Olivia Wilde's car to prevent her from leaving (Dia Dipasupil/Getty Images)
Harry Styles attends the
Jason Sudeikis reportedly found out about Olivia Wilde's romance with Harry Styles through a forgotten Apple Watch (Matt Winkelmeyer/Getty Images)

The nanny has revealed how Sudeikis was left heartbroken and a drunken mess. Despite his situation, he called Wilde a "deeply hurting mess" and claimed that Styles was her crack and that her therapist was not doing anything about it. In one conversation, the nanny complained to Sudeikis, "I sent a heart but then thought I should've have [sic]. It's BS that she can't wait to see us all. She hasn't asked once how I'm doing. Anyhow, I'm not one to be manipulated or fake. I just can't believe she's living this life w Harry and hasn't said a word about it to me…" Sudeikis replies, "She's embarrassed. And not living in the real world. And we are a part of that real world."

Jason Sudeikis and Olivia Wilde attend the IFP's 29th Annual Gotham Independent Film Awards at Cipriani Wall Street on December 02, 2019 in New York City.
Olivia Wilde and Jason Sudeikis announced their split in November 2020 after seven years of engagement (Jemal Countess/Getty Images for IFP)

In a second exchange, the nanny says, "I honestly feel she was just here with us as a family and then within a day she moved on and in w someone else and is a stranger. It's just so bizarre." The comedian-actor replied, "That is what happened. And think how I feel. After nine years." One time, Sudeikis said, "I know. She's a mess. A deeply hurting mess." On the other hand, the nanny claimed that Sudeikis once jumped in front of Wilde's car to stop her from giving Harry Styles her salad with a "special dressing." 

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