Wedding planner Hadley Mayhew makes the mistake of sharing with a new client her mother's bizarre request to help her find a man, never contemplating the woman will think the idea of a mature child helping their parent reenter the dating game might be great fodder for a reality TV show. Even more surprising, her client wants Hadley and her mother to be her first subjects.

Kevin Barkley had every reason to believe he'd be a huge success as a filmmaker when he won his film school's most prestigious award. But for reasons he doesn't understand, fate, or what seems to be fate, keeps working against him. Several producing jobs have eluded him, notably a recent offer that was withdrawn at the last minute. To make matters worse, the showrunner has been spreading rumors that Kevin is difficult.

Temporarily unemployed, Kevin is unable to refuse his aunt's offer to executive produce and direct her latest project, a reality show about senior dating, especially since the money involved is obscene. There's just one catch: He must agree to hire Hadley Mayhew, his former best friend in college, as his writer and assistant producer. If they are to work together, can his forgive her for revealing his fiancée was cheating on him?