Courtney calls the show after Gary ghosted her following a first date, prompting the hosts to contact him for closure. Gary reveals he had red flags regarding her credit card debt and a joke about her future husband paying it off, leading to a tense confrontation where he calls her a gold digger. The hosts and guest Rachel Ryan strongly criticize Gary for his harsh comments and gaslighting behavior, while Courtney expresses frustration at his extreme interpretation of her lighthearted remarks.