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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155. Dating for the Long Haul? Here’s What to Think About (From a Guy’s POV) w/ Alex Koren

155. Dating for the Long Haul? Here’s What to Think About (From a Guy’s POV) w/ Alex Koren

My brother Alex Koren is back on the podcast to share dating advice for folks looking for a long term relationship! Alex is a 30-year-old guy from NYC with his take on dating, relationships, and figur...

11 Mars 20251h 4min

154. How To Avoid & Get Out Of Situationships (throwback)

154. How To Avoid & Get Out Of Situationships (throwback)

This episode originally aired in October 2022! Situationships are messy, undefined, and often leave you feeling stuck. In this episode, I break down what a situationship really is, how to tell if you'...

7 Mars 202523min

153. Relationship Anxiety: What It Is And How To Overcome It w/ Natalie Kennedy

153. Relationship Anxiety: What It Is And How To Overcome It w/ Natalie Kennedy

This week, I’m joined by Natalie Kennedy, founder of Anxious Love Coach, to talk about her experience with relationship anxiety and Relationship OCD (ROCD). We get into what it looked like in her rela...

4 Mars 202543min

152. How To Tell If They're Emotionally Unavailable (And Signs You Are Too)

152. How To Tell If They're Emotionally Unavailable (And Signs You Are Too)

In this episode, I'm breaking down what emotional availability is, why it's important, how it relates to attachment style and signs your date isn't emotionally available. I share tips on how to naviga...

28 Feb 202533min

151. Bisexual & Queer Dating: Advice & What To Expect w/ Casey Tanner

151. Bisexual & Queer Dating: Advice & What To Expect w/ Casey Tanner

In this episode, Casey Tanner, founder of Queer Sex Therapy and The Expansive Group, shares their journey, from navigating insecurities as someone newly exploring queer dating to meeting their current...

25 Feb 202550min

150. How To Define & Discuss Your Relationship Needs In Dating (throwback)

150. How To Define & Discuss Your Relationship Needs In Dating (throwback)

In this episode, I'm deep-diving into why knowing your needs in a relationship is important, how I discovered mine and tips for discussing your relationship needs with a partner. Discovering my non-ne...

21 Feb 202538min

149.  Beyond Early Dating: When Secure Feels Boring, Frequent Fighting & Not Feeling In Love

149. Beyond Early Dating: When Secure Feels Boring, Frequent Fighting & Not Feeling In Love

Today's episode features three new dating dilemmas for you, focusing on issues daters face in new relationships. The first is from a woman who's not sure she can fall in love with her guy and isn't su...

18 Feb 202524min

148. How To Show Interest In Early Dating (Without Looking Desperate)

148. How To Show Interest In Early Dating (Without Looking Desperate)

If showing interest in the person you're dating is scary, this episode will help! Showing interest when you're interested is key in developing a secure, healthy relationship in the early dating stage ...

14 Feb 202531min

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