Second Date Update Podcasts Second Date Update Podcasts

9 23 26 Gary & Courtney - Courtney Has Debt And Gary Doesn't Want To Pay It For Her

Sep 23, 2026 · 6m

Summary

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.

Topics discussed

SmartBunny Insurance ad for travel coverage Courtney explains her first date with Gary Sanctuary of Hope charity ad Belmont Park Village and Fencing ads Gary admits to red flags and agrees to talk Courtney and Gary argue over debt and insults Courtney ends the conversation with Gary Hosts and Rachel Ryan discuss the date dynamics
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