Recently separated 41-year-old Toby Fleishman dives into the brave new world of app-based dating, which he never had a chance to try before getting married in his twenties. Just as he begins to find success and sexual validation, his ex-wife Rachel suddenly disappears, leaving him alone with their two children, Hannah and Solly. As Toby tries to balance parenting, a burgeoning medical career, and the hedonistic dating scene, he is forced to reckon with what actually happened to their marriage and where things went wrong. Narrated from the sharp perspective of Toby's college friend Libby, the series expands into a profound examination of middle-aged disillusionment, the compromises of modern marriage, and the immense societal pressures placed upon women and mothers. As Rachel's side of the story is gradually revealed, the narrative flips expectations, transforming a seemingly standard tale of a deadbeat mother into a poignant exploration of postpartum crisis, trauma, and exhaustion.