By Page Six | Created at 2026-10-19 00:41:51 | Updated at 2026-10-19 01:43:22
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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.”
“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?’”
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.
“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.
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.
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