A decade and a half after their seminal indie film launched meteoric filmmaking careers, Splick and Jason find themselves staring at their own individual, pre-midlife crises. Having not spoken to one another since a late-nineties falling out, they're each grappling with the challenges of stalled careers and relationships, as the hands of time creep ominously past forty-o'clock. Splick's most recent TV show, centered around his character's perverse relationship with dessert foods, is unceremoniously cancelled by the network, forcing a return to his childhood bedroom at his mother's apartment in New York. Frustrated by a barrage of comments about the good, funny, movies he used to make with his old partner, Jason, Splick determines to seek him out and attempt a reunion.
Can two serial cheaters get a second chance at love? After a one-night stand in college, New Yorkers Lainey and Jake meet by chance twelve years later and discover they each have the same problem: because of their monogamy-challenged ways, neither can maintain a relationship. Determined to stay friends despite their mutual attraction, they make a pact to keep it platonic, a deal that proves easier said than done.