Heal Your Heartbreak30 Sep 2025

#289 Surviving the Horrors of Dating with Rory Uphold: Mindset, Shame, and Self-Love

In today’s episode, I’m welcoming back one of my favorite guests, Rory Uphold, to talk all about her brand new book The Final Girl’s Guide to the Horrors of Dating, out tomorrow (October 1st)! Rory and I dive into what inspired her to write the book—combining her own wild relationship stories with her love for horror movies. We break down what it really means to be a “final girl” in both scary movies and in dating, how mixed messages and shame around sex impact women’s relationships, and why so many of us stay in situationships and fear being single. Rory bravely shares her personal experiences with shame, sexuality, and catching an STI, discussing what it took for her to finally reclaim her agency. We also talk through the difference between accountability and shame, what it looks like to rewrite our dating stories, and why pain can actually be the best motivator during heartbreak. This is such a validating, insightful, and hilarious conversation—I can’t wait for you all to listen, and don’t forget to grab a copy of Rory’s book at this link using our special code BREAKUP15

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