Episode
Jared Freid | How a Walking Red Flag Became Boyfriend Material!
- Published
- Jun 30, 2026
- Duration seconds
- 3794
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Summary
#958. Somehow the guy who built a career talking about being single... has a girlfriend. Jared Freid joins Kaitlyn to share how he ended up getting back together with the woman he once broke up with, why writing his new book Walking Red Flag forced him to relive every dating mistake he's ever made, and what finally changed for him when it came to commitment. From dating apps and first-date hot takes to the "icks" that are actually valid, Jared shares the dating advice women actually want to hear. He also opens up about taking a year off alcohol, why it unexpectedly changed his life, the surprising reason he decided to try Ozempic, and how he's navigating a healthy relationship after years of talking about dating for a living. If you've ever overanalyzed a text, questioned someone's mixed signals, or wondered if modern dating is just... broken, this episode is for you. If you’re LOVING this podcast, please follow and leave a rating and review below ! PLUS, FOLLOW OUR PODCAST INSTAGRAM HERE! Thank you to our Sponsors! Check out these AMAZING deals! Boll & Branch: For a limited time, get 20% off sitewide at BOLLANDBRANCH.com/vine20 , code vine20. Zenni Optical: Go to ZENNI.COM/PODCAST and use code PODCAST15 for 15% off your first order. Alloy Health: Get your menopause treatment plan today. Visit my alloy.com and use code VINE for $20 off your first order! #AgeGracefully See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info .