Rather than smear Olivia Wilde ( or her new beau Harry Styles), he chose to look at the past year as a learning experience. Rather than delivering emotional outbursts and tirades he might later regret, Sudeikis opted for a diplomatic approach that reflected his forward-thinking headspace. It also seems like it was a good idea to wait before talking about it. It sounds like Jason Sudeikis is choosing to focus on the present rather than any past heartbreak. And an even better one in two, and an even greater one in five, and it'll go from being, you know, a book of my life to becoming a chapter to a paragraph to a line to a word to a doodle. I'll have a better understanding of why in a year. In regards to the end of his relationship, Jason Sudeikis had a pretty sage outlook: However, it seems like it was for the best. It’s been over half a year since his split from Olivia Wilde, yet he’s only chosen to speak publicly on the matter recently. It’s been a year of ups and downs for Jason Sudeikis: he snagged a Golden Globe award for his role in the surprise hit Ted Lasso, while simultaneously reeling from a very public break-up. As parents, it is incredibly upsetting to. The Saturday Night Live veteran sat down with GQ to talk Ted Lasso, his Golden Globe win and, of course, his former relationship. Wilde and Sudeikis were engaged for seven years before their split in November 2020 and share an 8-year-old son Otis and a 5-year-old daughter Daisy.