Skip to content
PodcastsEducationHeal Your Heartbreak

Heal Your Heartbreak

Break Up Bestie
Heal Your Heartbreak
Latest episode

335 episodes

  • Heal Your Heartbreak

    #334 Should You Give Your Ex a Second Chance? With Dr. Joy Berkheimer

    2026/08/11 | 40 mins.
    In today’s expert episode I’m interviewing Dr. Joy Berkheimer, a licensed marriage and family therapist, sexologist, dating coach, and author of Why Won’t He Call. We dive deep into the topic of second chances in relationships—from giving your ex a second chance, to understanding when it might not be the best idea. We discuss how honesty, communication, and attachment styles influence our decisions to try again after a breakup, and the important role that hope and consistent change play when considering rebuilding trust. We also touch on how sex factors into second chances, the risks of situationships, and why creating space after heartbreak can be so valuable. If you’re questioning whether to give someone or a relationship another shot, this episode is full of actionable tips for discerning what’s really right for you.

    To find out which Break Up Bestie Course is right for you, click the link to take the quiz and get matched with the best solution for you: https://tally.so/r/Y5Z6LN

    To get my course bundle Heal Your Break Up, go to https://www.breakupbestie.com/heal-your-break-up-course and use the code PODCAST for $25 off!

    To join Healing Hearts Club for FREE: https://www.facebook.com/groups/1021288124899873

    You can find DRIVE by Kate Stewart wherever books are sold in print and in eBook and REVERSE wherever books starting on 7/28.
    Don’t let stigma stand in the way of support. Start therapy with BetterHelp. Sign up and get 10% off at BetterHelp.com/heartbreak

    See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
  • Heal Your Heartbreak

    #333 How to Break Free From Toxic Patterns with Dr. Adi Jaffe

    2026/08/04 | 50 mins.
    In today’s expert episode, I’m talking with Dr. Adi Jaffe, a nationally recognized expert on transformation and author of the book Unhooked. We dive deep into the connection between addiction and heartbreak, and how compulsive behaviors, whether they involve substances or patterns in love, keep us stuck after a breakup. Dr. Jaffe shares his personal story of overcoming addiction, explains concepts like the sphere of influence and fixed versus growth mindset, and offers practical tips for shifting your mindset and changing the behaviors that keep you feeling stuck. We also discuss common struggles after a breakup, like obsessing over things outside of our control and getting trapped in shame cycles, and how to use frameworks like SPARROW and self-compassion to move forward in healing. If you’re ready for actionable advice on how to heal your heart and break unhealthy cycles, this is the episode for you.
    To find out which Break Up Bestie Course is right for you, click the link to take the quiz and get matched with the best solution for you: https://tally.so/r/Y5Z6LN

    To get my course bundle Heal Your Break Up, go to https://www.breakupbestie.com/heal-your-break-up-course

    To join Healing Hearts Club for FREE: https://www.facebook.com/groups/1021288124899873

    Start therapy with BetterHelp. Sign up and get 10% off at BetterHelp.com/heartbreak
    You can find DRIVE by Kate Stewart wherever books are sold in print and in eBook and REVERSE wherever books starting on 7/28.

    See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
  • Heal Your Heartbreak

    #332 Why Your Ex Appears Happy and How to Handle It

    2026/07/28 | 18 mins.
    In today’s solo episode, I’m diving into one of the most common and painful post-breakup struggles: what to do when it seems like your ex is totally fine while you’re still hurting. I break down why seeing your ex “move on” can hit so hard, the spiral of self-doubt it can trigger, and why it’s so important to set boundaries with your friends and social media to protect your healing. I also explore some of the real reasons why your ex might look like they’re doing well—everything from unreliable social media snapshots to the way different people process pain and grief. If you find yourself comparing your healing journey to your ex’s or struggling with thoughts like “Did our relationship mean anything?”, this episode is for you.

    To find out which Break Up Bestie Course is right for you, click the link to take the quiz and get matched with the best solution for you: https://tally.so/r/Y5Z6LN

    To get my course bundle Heal Your Break Up, go to https://www.breakupbestie.com/heal-your-break-up-course and use the code PODCAST for $25 off!

    To join Healing Hearts Club for FREE: https://www.facebook.com/groups/1021288124899873

    Don’t let stigma stand in the way of support. Start therapy with BetterHelp. Sign up and get 10% off at BetterHelp.com/heartbreak
    Sleep cooler this summer with Boll & Branch during their Annual Summer Event. For a limited time, get 20% off sitewide at BollandBranch.com/heartbreak with code heartbreak.
    You can find DRIVE by Kate Stewart wherever books are sold in print and in eBook and REVERSE wherever books starting on 7/28.
    See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
  • Heal Your Heartbreak

    #331 Lessons Learned From Repeated Breakups: Listener Episode

    2026/07/21 | 41 mins.
    In today's listener episode, I'm interviewing a man in his late 30s who recently went through the end of a 3.5 year relationship that he moved cities for. We talk about the unique challenges of relocating for love, trying to build a new life while balancing time between a partner and family, and the cycle of arguments that made it hard to move forward. We also dive into how he navigated self-sabotage at the end of the relationship, the guilt and growth that followed, and the powerful steps he's taken to heal, build a new support system, and rediscover peace in his life. If you've ever found yourself stuck in a relationship cycle or struggling to let go, this episode is full of hope, honest insight, and actionable tips for healing after heartbreak.
    To find out which Break Up Bestie Course is right for you, click the link to take the quiz and get matched with the best solution for you: https://tally.so/r/Y5Z6LN

    To get my course bundle Heal Your Break Up, go to https://www.breakupbestie.com/heal-your-break-up-course and use the code PODCAST for $25 off!

    To join Healing Hearts Club for FREE: https://www.facebook.com/groups/1021288124899873

    Don’t let stigma stand in the way of support. Start therapy with BetterHelp. Sign up and get 10% off at BetterHelp.com/heartbreak
    Sleep cooler this summer with Boll & Branch during their Annual Summer Event. For a limited time, get 20% off sitewide at BollandBranch.com/heartbreak with code heartbreak.
    You can find DRIVE by Kate Stewart wherever books are sold in print and in eBook and REVERSE wherever books starting on 7/28.
    See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
  • Heal Your Heartbreak

    #330 Why Grief Has No Timeline with Toni Filipone

    2026/07/14 | 42 mins.
    In today’s expert episode, I’m interviewing Toni Filipone, founder of Master Grief and an expert in navigating grief and loss. We discuss her personal story of losing her partner to suicide after going through a brutal divorce, and how even with 30 years of personal development coaching experience, grief left her at a complete loss. We dive deep into why grief doesn’t follow predictable patterns, the reality of “early grief,” and how societal expectations around healing are often unrealistic. We also explore how breakups can bring a unique kind of compounded grief, why it’s common to grieve the loss of a future that never happened, and how to separate facts from the painful stories we tell ourselves. If you’ve ever felt stuck, guilty, or broken during heartbreak or loss, this episode will validate your feelings and offer a fresh, compassionate perspective on moving through grief.
    To find out which Break Up Bestie Course is right for you, click the link to take the quiz and get matched with the best solution for you: https://tally.so/r/Y5Z6LN

    To get my course bundle Heal Your Break Up, go to https://www.breakupbestie.com/heal-your-break-up-course and use the code PODCAST for $25 off!

    To join Healing Hearts Club for FREE: https://www.facebook.com/groups/1021288124899873

    Don’t let stigma stand in the way of support. Start therapy with BetterHelp. Sign up and get 10% off at BetterHelp.com/heartbreak
    Sleep cooler this summer with Boll & Branch during their Annual Summer Event. For a limited time, get 20% off sitewide at BollandBranch.com/heartbreak with code heartbreak.
    You can find DRIVE by Kate Stewart wherever books are sold in print and in eBook and REVERSE wherever books starting on 7/28.
    See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
More Education podcasts
About Heal Your Heartbreak
Heal Your Heartbreak with your Break Up Bestie is a weekly podcast where each week I walk you through a topic as it relates to healing your heartbreak and helping you move through your break up. Topics include breaking up, healing, dating, and moving into happier and healthier relationships. The goal of this show is to provide hope, support, tips, and to remind you that you're not alone and don't have to go through this alone.
Podcast website

Listen to Heal Your Heartbreak, The Daily Stoic and many other podcasts from around the world with the radio.net app

Get the free radio.net app

  • Stations and podcasts to bookmark
  • Stream via Wi-Fi or Bluetooth
  • Supports Carplay & Android Auto
  • Many other app features