What happens when you have an amazing connection, but the relationship itself is kind of a bust? In this episode, I'm answering four dating dilemmas that all highlight the common dating mistake of confusing connection with compatibility. The truth is, connection is important, but it can't get you anywhere with someone you're incompatible with! Featured dilemmas:

1. A woman who's not sure if she should wait for a great guy she met in person

2. Someone three months into a relationship, wondering if she's asking for too much or just asking the wrong person.

3. Someone who can't tell if the guy she's been dating for three months is a slow burn or not.

4. A woman who's been with someone for over a year and still hasn't heard "I love you" back.

MENTIONED IN THIS EPISODE:

My take on age gap dating

January's Dating Dilemma episode

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Alli Goldberg (back for round 2!) is the creator and host of Love Isn't Blind, the live dating show where the men can't speak, and she's now hosted nearly 100 shows across 10 cities. That means she's interviewed over 800 men, and she has thoughts. Alli shares what patterns she's noticed from all those interviews, including the surprisingly beautiful things men say about what they're looking for. We talk about why couples need to be better wingpeople, why women need to get over being scared of men if they want to date them, and what positive masculinity actually looks like. Alli also shares her own setup success story. Plus, we answer a dating dilemma from a guy who keeps having great first dates but can't seem to get to date two.

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I'm sharing my experiences with saying "I love you" for the first time, from awkwardly blurting it out in a noisy subway station to intentionally saying it over the phone. I'm covering the signs you're actually in love, when to say those three little words, and my advice for being the person who says it first, which, yes, I've done in almost every relationship. I also get into what to do if they're not ready to say it back, how often to say it after the first time, and why both saying and showing love matter equally. At the end, I tackle a dating dilemma: a woman who put real effort into romancing her partner, only to be told at the 3-month mark that she didn't do enough.

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I'm chatting with Rory Uphold, a writer and the author of The Final Girl's Guide to the Horrors of Dating, a book that uses the horror movie framework to help people navigate modern dating. We're discussing everything from how rom-coms groomed us for romantic disappointment and taught women to be chosen instead of the chooser, to the devastating breakup that turned Rory into a final girl, to what she did to rebuild her life after (spoiler: it wasn't therapy). Rory also shares three powerful pieces of advice from her book, including the truth about the walls we build when we're younger, and the walls we have to tear down when we're older. At the end, we tackle two listener questions about grief in relationships and whether to give a former situationship another chance.

Get Rory's book: A Final Girl's Guide To The Horrors Of Dating

Connect with Rory on IG

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You know you want to be with your partner for a long time, but how do you know when to move in? Today I'm sharing everything I've learned about moving in with a partner, from knowing when you're ready to navigating daily life together. I cover the emotional and practical signs you're ready to cohabitate, the red flags that you're not, and why you need to talk about your relationship timeline first. Then I answer your Instagram questions about handling habit differences, avoiding getting on each other's nerves, managing income disparities, keeping romance alive, and so much more. At the end, I tackle a dating dilemma: should you start dating again while unemployed?

Episodes & Resources Mentioned:

• Ep 20: Questions to discuss before moving in together
• Ep 213: Tara Laferrara on keeping romance alive
• Low-budget date ideas post

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Author and educator Laura Danger (@thatdarnchat) brought weaponized incompetence and the nag paradox into the mainstream, and today she's here to talk about how these dynamics can show up way before you're married with kids. We get into the early warning signs of domestic inequity you can spot while dating, the green flags that actually matter for a long-term partnership, and what a truly collaborative relationship looks like day to day. Plus, Laura shares her unexpectedly romantic love story, we unpack why "happy wife, happy life" makes me cringe, and we tackle a dating dilemma from someone who started dating their roommate.

Check out Laura's amazing book, No More Mediocre: A Call To Reimagine Our Relationships And Demand More

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Feeling uneasy about your partner's friendship with someone of the opposite sex? You're not alone. In this episode, I'm breaking down what that jealousy actually means, when it's a you problem vs. a real red flag, and how to navigate it without sabotaging your relationship. I'm sharing my own experience working through this with Johnny and the one boundary we set that made all the difference. Plus: why your partner having women friends is actually a green flag, how to bring this up without it turning into a fight, and what to do if the conversation goes badly. Then, in this week's dating dilemma, a guy who had a "Hallmark movie moment" with someone who's already in a relationship wants to know if he should pursue it.

Instagram post I'm referring to!

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Sabrina Bendory, author of Detached: How to Let Go, Heal and Become Irresistible, joins me to break down what detached dating actually means (hint: it's not about not caring). We get into why you keep ending up in situationships, the difference between limerence and real connection, and two tools to manage dating anxiety that you probably never heard of before. Plus, we tackle a dating dilemma about financial generosity in relationships.

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I'm answering four real dating dilemmas from listeners stuck on whether to stay or leave a relationship. I get into how to end a medium-term relationship, what to do when you've been on the fence for months, the difference between accepting imperfections and settling, and what to actually look for when you give someone a deadline to change. If you're in a relationship that feels "fine" but you're questioning whether fine is enough, this one's for you.

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I'm chatting with Travis Ambrose, an attachment-focused coach who specializes in helping people on the avoidant end of the spectrum heal and build healthier relationships. We're discussing everything from signs of avoidant attachment to the common mistakes anxious daters make that push avoidants away. Travis also shares his framework for knowing when a relationship is workable versus when it's time to walk away. We also tackle a dating dilemma: navigating a two-month relationship with someone who shows classic avoidant patterns.

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AG1: Go to drinkag1.com/dating and get a FREE Welcome Kit with an AG1 Flavor Sampler and a bottle of Vitamin D3 plus K2 when you first subscribe!

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