Olivia Wilde's Marriages and Major Relationships
Olivia Wilde, born Olivia Jane Cockburn on 10 March 1984 in New York City, is an American actress, filmmaker, and activist. At 42 years old (as of 2026), she has a net worth of $10 million and is currently dating British art dealer Caspar Jopling. Her relationship history includes a teenage marriage, a long-term engagement, and high-profile romances with celebrities like Harry Styles and Ryan Gosling.
First Marriage: Tao Ruspoli (2003–2011)
Olivia Wilde married Italian filmmaker and musician Tao Ruspoli in June 2003 when she was just 19 years old. They eloped on an abandoned school bus in Virginia after meeting through family friends when she was 18. The marriage made her an Italian princess, as Ruspoli is the son of the late Italian prince Alessandro "Dado" Ruspoli. They divorced in 2011, citing irreconcilable differences, but remain friendly. In a 2013 interview with Marie Claire, Wilde said: "I had grown up with Tao; we had just drifted. I felt I had something to prove... I hung on for as long as possible, until it was more hurtful to stay."
Brief Romances: Ryan Gosling and Bradley Cooper (2011)
In early 2011, Wilde was briefly linked to actor Ryan Gosling after they were spotted at a Golden Globes afterparty and later photographed holding hands in Cincinnati. Neither confirmed a relationship. Later that year, she was rumored to be dating Bradley Cooper after they were seen together at a party for The Hangover Part II. Wilde's representative denied the romance, though they later worked together on the film The Words.
Long-Term Relationship: Jason Sudeikis (2011–2020)
Wilde began dating actor and comedian Jason Sudeikis in 2011 after meeting at a Saturday Night Live afterparty. They got engaged in January 2013 but never married. The couple had two children: son Otis (born 20 April 2014) and daughter Daisy (born 11 October 2016). They split in early 2020, with the public learning in November 2020. In a July 2021 interview with GQ, Sudeikis said: "I'll have a better understanding of why in a year, and an even better one in two... It'll go from being a book of my life to becoming a chapter to a paragraph to a line to a word to a doodle." They settled a custody case in 2023.
High-Profile Romance: Harry Styles (2021–2022)
Wilde dated singer and actor Harry Styles for nearly two years, beginning after they met on the set of Don't Worry Darling, which she directed and he starred in. They went public in January 2021. In a Vogue interview, Wilde said: "I'm happier than I've ever been. And I'm healthier than I've ever been." They split amicably in November 2022. Wilde told Variety: "I've never seen a relationship benefit from being dragged into the public arena."
Recent Relationships: Dane DiLiegro and Caspar Jopling
In early 2025, Wilde was briefly linked to actor and former basketball player Dane DiLiegro after they were seen courtside at a Lakers game. A source told E! News they were never serious. Since October 2025, Wilde has been dating British art dealer Caspar Jopling, who was previously married to singer Ellie Goulding. They made their first public appearance at a New York Fashion Week party. In a June 2026 interview with The Cut, Wilde said: "I'm in a really lovely relationship now. I adore him, and I feel completely whole and intact as a person."
