Dating After 50 w/ Alyssa Dineen | Szn. 5 Ep. 6
About this episode
Dr. Jenn Kennedy and Alyssa Dineen discuss navigating modern dating after 50 with confidence and authenticity.
Dating in midlife can feel like a completely different world— especially if the last time you were single, dating apps didn’t even exist. Dr. Jenn Kennedy sits down with Alyssa Dineen, founder of Style My Profile, to talk about how to navigate modern dating with more confidence, authenticity, and a lot less burnout. They unpack the dating profile mistakes that may be working against you, why old or overly curated photos can sabotage connection , and why chemistry doesn’t always happen on the first date. Alyssa also challenges some of the assumptions women over 50 hear about dating, including the idea that men their age are only interested in younger women. They also explore dating after divorce , how to stop seeking validation from potential partners, when to take a break from the apps, and why the better question after a date may not be “Did they like me?” but “How did I feel with them?” In this episode: • The biggest dating app mistakes people make in midlife • What makes a strong—and authentic—dating profile • Why messaging chemistry can create a false sense of connection • Why attraction may take several dates to develop • Dating from self-worth instead of seeking validation…
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