Jason and Olivia started dating in November 2011, when Jason was still a star of Saturday Night Live. In fact, the NBC sketch comedy show is the reason they crossed paths.
“I met her at a finale party for SNL,” Jason told Stephen Colbert on The Late Show years later. “We hit it off that night.
“I met her at a finale party for SNL,” Jason told Stephen Colbert on The Late Show years later. “We hit it off that night. I actually came off looking a little cooler than I really am because I had heard through the grapevine, through mutual friends who weren’t exactly her best girlfriends, who would report back, ‘Oh you know, I think she’s dating someone. So, I didn’t make any moves. I was just very, very busy with other things. And next thing you know, I stopped being busy, she stopped dating someone, and then it was off to the races.”
News of the duo’s engagement made headlines in January 2012. The Ted Lasso star “finally found the one that made him want to commit,” as a source told Us Weekly at the time. “They’ve both been through it before, and this has just felt right from the get go. Everyone is happy for them.”