Olivia Wilde was spotted reuniting with ex-fiancé Jason Sudeikis as she dropped their kids off with him on Monday.
Wilde and Sudeikis were in a romance from 2011 to 2020 and share two children: son Otis, 12, and daughter Daisy, nine.
It comes amid news the 42-year-old filmmaker’s ex-boyfriend Harry Styles, 32, is engaged to Zoe Kravitz, 37.
Wilde and Styles dated for nearly two years before breaking up in November 2022.
Wilde and 50-year-old Sudeikis shared a hug, demonstrating their amicable co-parenting relationship.
The actress was dressed in a loose-fitting, white, V-neck T-shirt which she partially tucked into a pair of white jeans. She added a pair of black sneakers with white accents, as well as glossy black sunglasses. Her blonde-highlighted locks were pulled into a low, messy bun, and the mom of two slung a tan tote bag over her shoulder.
Olivia Wilde was spotted reuniting with ex-fiancé Jason Sudeikis as she dropped their kids off with him on Monday
Wilde and 50-year-old Sudeikis – who share son Otis, 12, and daughter Daisy, nine – shared a hug, demonstrating their amicable co-parenting relationship
For his part, Sudeikis was equally casual in a grey, crew neck sweatshirt and dark cargo shorts. The Ted Lasso star added a baseball cap and black-framed eyeglasses, rounding out his look with blue Nike sneakers.
The exes’ relationship famously ended tumultuously when Wilde began dating Styles, whom she cast in her film Don’t Worry Darling in late 2020.
They got engaged in 2013, but split in November 2020 before the Booksmart director made headlines for dating Styles in January 2021.
In 2022 the ex couple’s former nanny told DailyMail.com that Sudeikis was so devastated when he realized his fiancée had prepared her ‘special salad dressing’ for Styles that he lay under her vehicle in a desperate bid to keep her from leaving to go see him.
Despite a swirl of infidelity rumors, Wilde denied that she was unfaithful to Sudeikis, telling Vanity Fair in October 2022: ‘The complete horses**t idea that I left Jason for Harry is completely inaccurate.’
In January 2025 an insider exclusively told DailyMail.com that Olivia was emotionally ‘moving forward’ from her previous, highly-publicized relationship with the music artist, more than two years after their breakup.
‘After the Harry breakup, she really took time off dating and away from the spotlight to focus on herself and her family,’ the person close to the star shared. ‘She got way too caught up in that and their relationship became a public spectacle.’
It comes as news Wilde’s ex-boyfriend Harry Styles, 32, is engaged to Zoe Kravitz, 37; seen in NYC in March
Wilde and Styles dated for nearly two year before breaking up in November 2022; pictured in London in March 2022
Wilde is now dating art dealer Caspar Jopling, to whom she was first linked in September 2025.
Meanwhile, the Aperture hitmaker has been in a whirlwind romance with Kravitz for the past eight months.
He is now said to be aiming to start a family with Kravitz, who was pictured brandishing an enormous diamond ring on her wedding finger during a recent appearance in Hampstead.
A source told Page Six: ‘He really wants a baby, he’s been telling his friends that.’
Kravitz was previously engaged to actor Channing Tatum, but they ended their relationship in October 2024.
And she was married to actor Karl Glusman from June 2019 to December 2020.
