The pilot begins in the year 2050, featuring Sophie (played by Cattrall) telling her son the story of how she met his father. Specifically, the night they first crossed paths.
Rewind to present-day, where Sophie (now played by Duff) is preparing to meet a man named Ian (Daniel Augustin), who she met on Tinder. It doesn’t take long for disappointment to ensue shortly after Ian reveals that he’s moving to Australia. Despite his hesitations, Sophie is still hopeful that it might work out in the future. Of course, Ian isn’t the only person she meets that night.
First, there’s Jesse (Chris Lowell), who begins as Sophie’s Uber driver but slowly develops feelings for her throughout the night, despite his “Mr. Proposal Fail” reputation. There’s also Charlie (Tom Ainsley), who is dating Sophie’s roommate, Valentina (Francia Raisa), though the relationship doesn’t look promising. Lastly, there’s Sid (Suraj Sharma), who proposes to his girlfriend that night. But hey, there’s no point in counting him out…at least not yet.