08 September 2026

296. How to Spot (and Break) the Dating Patterns Keeping You Stuck

Dating Intentionally

About

There's a reason you keep dating the same people in different fonts: it's your dating patterns.

In this episode, I'm sharing the three patterns I discovered while tracking my own dating life, how they were getting in the way of the relationship I actually wanted, and what I did differently once I could finally see them. I'm also walking you through a simple way to identify your own patterns and turn them into experiments so you can start getting different dating results.

In this episode, you'll learn:

What dating patterns actually are and how they can quietly influence who you choose and how you behaveCommon patterns like getting attached too quickly, chasing unavailable people, staying too long, or writing people off too soonThe three dating patterns I discovered in my own dating lifeWhy I stopped rushing physical intimacy and started approaching sex differentlyHow I realized I was trying to earn affection instead of evaluating whether someone was right for meWhy consistency can feel less exciting when you're used to chasing someone's attentionHow tracking my dates helped me spot behaviors I couldn't see in the momentHow to turn your own dating patterns into small experiments that help you make different choices

Plus, I answer a dating dilemma from a 41-year-old man figuring out how to start dating again after a 13-year marriage—and how to avoid falling back into old people-pleasing habits.

Ready to date with more confidence? Start your 7-day free trial of Date Tracker! (iOS link)

MENTIONED IN THIS EPISODE

Episode 277 on IRL dating

What my date tracking note looked like & the emoji key

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