Jason Sudeikis reveals biggest lesson he learned from Olivia Wilde split

See more of our coverage in your search results. Jason Sudeikis reflected on his nine-year relationship with ex-fiancée Olivia Wilde and how he learned he needed to communicate better with the actress. The “Ted Lasso” star, who dated the director from 2011 to 2020, got candid about what he would’ve done differently in their relationship during Sunday’s episode of the “Talk Easy with Sam Fragoso.” “I think it’s just flat-out communication,” he said. “I could have communicated better with how I felt, how things were making me feel [and] how things make me feel.” Jason Sudeikis opened up about what he learned from his nine-year relationship with Olivia Wilde. (Seen here: The exes in 2020.) WireImage The “Ted Lasso” star reflected on what he would’ve done differently in their relationship during Sunday’s episode of the “Talk Easy with Sam Fragoso” (as seen above). YouTube/Talk Easy “If I’m feeling a certain way and I don’t talk about it, that doesn’t make it go away,” Sudeikis, 51, continued. The actor explained it was “unfair” to assume someone could be a “mind reader,” adding, “Whether that person be a partner or a boss at ‘SNL’ or a line producer for a television show.” He added, “It’s, like, ‘How do you convey those ideas quicker?’” “I think it’s just flat-out communication,” he said. YouTube/Talk Easy “I could have communicated better with how I felt, how things were making me feel [and] how things make me feel,” Sudeikis (seen here on the podcast) continued. YouTube/Talk Easy Elsewhere in the interview, Sudeikis was asked if he could understand his and Wilde’s breakup better now than five years ago. “It’s the old equation of heartbreak, or any variation of it, takes half as long as the process itself … to get over something, so if it were a 10-year relationship, five years would be 20/20,” he said, before going into how he would’ve communicated better with Wilde. The “We’re the Millers” star also gushed over Wilde, saying that she’s “very good” at her job. Sudeikis (seen here with Wilde in 2019) admitted it was unfair to assume someone could read his mind. Getty Images The actor (seen above with Wilde in 2018) also gushed over his ex. Getty Images for Veuve Clicquot Want more celebrity and pop culture news? Start your day with Page Six Daily. Thanks for signing up! “I’m thrilled for her, and I feel very fortunate doing what I’m supposed to be doing,” he said. “But going through all that has allowed me to see when other folks are going through something similar.” Sudeikis and the “Don’t Worry Darling” director started dating in 2011 after meeting at a “Saturday Night Live” party and they got engaged in 2013. They later welcomed two children — son Otis Alexander, 12, in 2014, and daughter Daisy Josephine, 10, in 2016. “I’m thrilled for her,” Sudeikis (seen here with Wilde) said while discussing her projects. oliviawilde/Instagram The former couple were together from 2011 to 2020 and share two kids. (Seen here: Wilde with her kids.) oliviawilde/Instagram The estranged couple parted ways in 2020 and have been dedicated to amicably co-parenting their children. After the breakup, Sudeikis was romantically linked to Keeley Hazell from 2021 to 2022. As for Wilde, she dated Harry Styles from 2021 to 2022, followed by actor and former basketball player Dane DiLiegro in 2025. She’s since moved on with Casper Jopling. Community Guidelines Welcome to the Page Six Community! Our community is about connecting people through open and thoughtful conversations. We want our readers to share their views and exchange ideas in a safe space. In order to do so, we've created a simple set of rules that will improve your experience. Simply put, keep it civil. Your post will/might be rejected if it contains: Spam Insults, profanity, incoherent, obscene or inflammatory language and threats of any kind Attacks on the identity of other commenters or the article's author User accounts will/might be blocked if we notice: Continuous attempts to re-post comments that have been previously moderated/rejected Racist, sexist, or homophobic comments Attempts or tactics that put the site security at risk So, how can you be a power user? Stay on topic and share your passion. Feel free to elaborate to get your point across. 'Like' or 'Dislike' when you are filled with emotions! Protect your community. Use the report tool to alert us when someone breaks the rules. Thanks for reading our community guidelines. Don't forget, freedom of speech is not the freedom of reach!