121. Signs it's time to break up (and how to end it)

121. Signs it's time to break up (and how to end it)

Knowing when to end a relationship is tricky, especially if there’s no glaring dealbreaker—sometimes, it’s just not the right fit. How do you know when it’s time to move on?

In this episode, I’m breaking down how to decide whether to keep dating someone or walk away, whether you’re just a few dates in or have been in a relationship for years. I’ll share tips for recognizing signs that it’s over, how to decide with compassion and practical advice for breaking things off based on where you are in your dating journey. I also share my personal experience and exact scripts to start the break up conversation.


Get 15% off at Jenni Kayne with promo code DATING15 - https://www.jennikayne.com/


Episodes mentioned:

  • Ep 93: Why you need momentum in early dating (and how to create it)


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Episoder(261)

239. Singles Events, Setups & Lessons From Vetting 800 Men w/ Alli Goldberg

239. Singles Events, Setups & Lessons From Vetting 800 Men w/ Alli Goldberg

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 ...

20 Feb 49min

238. When to Say "I Love You" (And Should You Say It First?)

238. When to Say "I Love You" (And Should You Say It First?)

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'r...

17 Feb 26min

237. Surviving the Worst Parts of Dating w/ Rory Uphold

237. Surviving the Worst Parts of Dating w/ Rory Uphold

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 disc...

13 Feb 57min

236. When to Move In (And What No One Tells You About Living Together)

236. When to Move In (And What No One Tells You About Living Together)

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...

10 Feb 34min

235. Dating Red Flags That Predict Domestic Inequity w/ Laura Danger

235. Dating Red Flags That Predict Domestic Inequity w/ Laura Danger

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 y...

6 Feb 53min

234. "His Best Friend Is A Woman. Is That A Red Flag?"

234. "His Best Friend Is A Woman. Is That A Red Flag?"

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 r...

3 Feb 24min

233. Why You Obsess Over Someone You Barely Know w/ Sabrina Bendory

233. Why You Obsess Over Someone You Barely Know w/ Sabrina Bendory

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...

30 Jan 56min

232. Are You Staying for the Right Reasons? (Dating Dilemmas)

232. Are You Staying for the Right Reasons? (Dating Dilemmas)

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 ...

27 Jan 34min

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