Look out, there's a new private investigator on the scene and her name is Diana Darling. In her forties and unsatisfied with her job as a number cruncher, Diana takes the plunge and completes an online course to become a private investigator. The ink is still wet on her private investigator certificate and her business, the Diana Darling Private Investigator Agency, has just opened, but she has already landed her very first client.
While on her first case investigating an extramarital affair, Diana collides with bona fide Private Detective James Woods. As it turns out, Diana and James are on the same case-just from different sides. The ongoing investigation intertwines their lives, as Diana and James go undercover at a couples retreat, witness a church shooting, visit a strip club frequented by seniors and bikers, and eventually Follow The Money to the Cayman Islands.
But along the way, there's another conflict brewing: Diana falls for James. They try to remain professional, but their romantic feelings for one another are palpable. Soon Diana discovers that it's never too late to fall in love and it's never too late to reinvent yourself.