Heal Your Heartbreak Podcast

Every Tuesday I have a new episode of the Heal Your Heartbreak Podcast where I talk about a different topic as it relates to break ups, healing your heartbreak, growing in your single life, and moving into happier and healthier relationships.

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Heal Your Heartbreak Episodes

Kendra Allen Kendra Allen

#319 How Oversharing Can Deepen Relationships with Leslie John

In today’s expert episode, I’m interviewing Leslie John, Harvard Business School professor and author of the new book "Revealing: The Underrated Power of Oversharing." We dive into why sharing—especially the messy, vulnerable stuff—is so crucial to building trust and intimacy in relationships. Leslie shares fascinating research about why people tend to choose honesty over secrecy (even when the truth is uncomfortable), why cultural norms often pressure us not to reveal our true selves, and how her own experiences with marriage and divorce shaped her understanding of emotional honesty. We also talk about gendered expectations around sharing, how "mind reading expectations" can hurt our partnerships, navigating oversharing in early dating, and how to keep practicing vulnerability even if it didn’t go well in the past. If you’ve ever wondered where the line is with oversharing—and how to create deeper connections without losing yourself—this conversation is for you.

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Kendra Allen Kendra Allen

#318 Deepening Adult Friendships with Barnet Bain

In today's expert episode, I'm joined by Barnet Bainaward-winning filmmaker, author, and teacher—who just released his new book, "How to Be a Friend in an Unfriendly World." We dive deep into the art of adult friendship, why so many of us struggle to build fulfilling connections, and the common self-awareness gaps that hold us back. Barnet shares compelling personal stories, including a pivotal moment with his daughter that shifted his entire perspective on friendship. We talk about the power of self-talk, the importance of handling rupture and repair, why honoring others doesn’t mean abandoning yourself, and the difference between boundaries and walls. This conversation goes far beyond the basic tips on being a good friend—it’s all about how to grow, expand, and build deeper, more meaningful relationships that actually feel safe and supportive.

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Kendra Allen Kendra Allen

#317 Stop Waiting for Someone to Change Their Mind About Commitment

In today’s solo episode, I’m diving into the all-too-common “trap” so many of us fall into: not believing someone the first time they tell us they aren’t ready for a relationship or don’t see themselves wanting the same future as us. I share my own experiences of ignoring red flags, holding on to hope that someone might change, and how that leads us to lose parts of ourselves over time. We talk about why it’s so tempting to stay in these situations, the resentment that can quietly build, and the importance of honoring your own life goals—even when it’s uncomfortable or scary to walk away. I also address tough moments, like finding out an ex who “wasn’t ready” moves on to a relationship with someone else, and remind you why you deserve a relationship that matches your long-term dreams.

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Kendra Allen Kendra Allen

#316 From Fight or Flight to Healing with Liz Tenuto

In today’s expert episode, I’m joined by Liz Tenuto, also known as the Workout Witch, a leading expert in somatic exercises with over 230,000 students and millions of followers and out with a new book When The Body Speaks. We dive deep into what actually happens in our bodies during periods of long-term stress, trauma, and heartbreak—including the science behind fight, flight, and freeze responses. Liz shares her own journey coping with chronic pain and insomnia, how she found healing through somatics, and why talk therapy sometimes isn’t enough for full recovery. We talk about why it’s so normal to feel stuck after a breakup, why our physical health can take a hit, and practical ways to actually release stress from the body. Liz also shares insights from her new book, When the Body Speaks, including accessible somatic exercises—there’s even a whole grief and heartbreak sequence for listeners to try. If you’ve felt overwhelmed, stuck, or like your healing is taking longer than it “should,” this conversation is for you.

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Kendra Allen Kendra Allen

#315 How to Truly Support Someone Through Grief with Shelby Forsythia

In today’s expert episode I’m joined by grief coach, author, and podcaster Shelby Forsythia, who is returning to talk about her new book, Of Course I’m Here Right Now. Shelby breaks down her powerful framework for how to truly support someone who is grieving—not just what NOT to say, but exactly what you can say and do, whether their grief comes from a breakup, divorce, job loss, or the death of a loved one. We dive into the stories that keep grievers feeling isolated, why most people actually want to help but freeze up, and how simple, validating words can nurture relationships instead of fracturing them during hard times. This episode is packed with practical scripts, real-life examples, and a reminder that grief is something we all experience. Whether you’re learning how to receive support or show up for a friend, this is a must-listen to add to your emotional toolbox.

When you order her book be sure to sign up for the Book Club here!

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Kendra Allen Kendra Allen

#314 Building Your Emotional Toolkit with Mal Glowenke

In today's episode, I'm interviewing Mal Glowenke, host of the Made It Out podcast, who's been a pioneer in the lesbian podcast scene. We dive into her recent breakup—not only with her romantic partner but also her podcast co-host—and how that experience has shaped her healing journey. We talk about the unique challenges of navigating a breakup while untangling both a business and a mutual friend group, especially within the close-knit world of queer women. Mal shares the tools and practices that have helped her heal, the importance of building "muscle memory" around self-care and coping, and why she believes every breakup is an opportunity to get closer to who you truly are. We discuss the concept of "expanders," finding gratitude in the mess, and allowing yourself to borrow hope when your own feels low. There’s so much wisdom in this conversation, whether you’re moving through a breakup, navigating big life changes, or just looking to build your inner toolkit.

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Kendra Allen Kendra Allen

#313 Infinite Paths to Healing: Japanese Spirituality and Heartbreak with Hiroko Yoda

In today's expert episode, I'm interviewing Hiroko Yoda, a Japanese cultural historian, journalist, and author of the new book "8 Million Ways to Happiness: Wisdom for Inspiration and Healing from the Heart of Japan." We dive into how anyone can use the principles of Japanese spirituality to help heal from grief and heartbreak, regardless of their background. Hiroko shares her own journey of reconnecting with Japanese spiritual traditions after her mother's passing, and we explore ideas like the fluidity of emotions, the absence of hierarchy in feelings, and making healing less goal-oriented. We also talk about the deep wisdom nature can offer us, letting go of shame and guilt around grief, and why it's okay to stay in the gray areas of healing. This conversation was so beautiful and full of powerful insights for everyone, no matter where they're at in their healing journey.

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Kendra Allen Kendra Allen

#312 Breaking Free From Narcissism with Dr. Alina Kastner

In today’s expert episode, I’m joined by Dr. Alina Kastner, a Vienna-based psychotherapist and author of Break Up with Narcissism: How to Break Free and Stay Free. We dive into what really happens after a breakup with a narcissist—beyond just identifying the red flags. Dr. Alina shares her perspective on the often-missing conversation about the true healing journey: rebuilding self-esteem, facing the isolation that comes from a toxic relationship, letting go of shame, and how to reconnect with old friends after being cut off. We talk about the complex aftermath, from understanding the emotional void to dealing with trauma triggers long after the relationship ends. Dr. Alina also shares practical advice and introduces her Toxic Breakup Journal, a daily tool for navigating those challenging first weeks of recovery. If you’re struggling with the “what now?” after leaving a narcissist, this episode is full of hope, validation, and actionable tips for reclaiming your life.

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Kendra Allen Kendra Allen

#311 Discovering DIY Spirituality with Faith Freed

In today’s expert episode, I’m interviewing Faith Freed, a licensed psychotherapist, spiritual guide, and author of the new book DIY Spirituality: Chart Your Own Sacred Path. We dive into the intersection of spirituality and relationships—especially after heartbreak—and discuss how connecting with your own sense of spirituality can be a key part of healing. We get into what spirituality really means (it’s probably more accessible and personal than you think!), why it’s so important to develop a strong relationship with yourself and something greater than you, and how doing so can actually prevent unhealthy relationship patterns like putting your partner on a pedestal. Faith breaks down her “divine disco ball” framework for spiritual self-care, shares practical, approachable ways to connect with your spirit, and reassures us that there’s no one right way to get spiritual. Whether you’re religious, spiritual-but-not-religious, or just curious about how spirituality can support your healing, this is a great place to start.

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Kendra Allen Kendra Allen

#310 The Secrets to Cultivating a Village That Shows Up When Life Gets Tough

In today’s solo episode I’m diving into the concept of “being a villager” and the importance of building your community—especially during tough times like a breakup. I share how the lessons and tools I learned over a decade ago from healing my own heartbreak still support me in my life today, including during a recent personal crisis with my family. I talk about the misconceptions many of us have when it comes to asking for and offering help, why it’s so essential to stay current and invested in our friendships, and practical ways to become a better support system for others. We’ll explore how to nurture your village, be honest about your needs, and what it truly looks like to show up for each other, so you don’t have to go through hard things alone.

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Kendra Allen Kendra Allen

#309 When Stress at Work Impacts Love at Home with Guy Winch

In today's expert episode, I'm joined by one of my all-time favorite guests (and yours!), Guy Winch, psychologist, TED speaker, and author of the brand new book Mind Over Grind. We dive deep into the topic of how workplace stress and burnout can erode our relationships, sometimes leading to breakups and heartache. We talk about the unconscious ways that work stress spills over into our home lives, why productivity can become a numbing tool after heartbreak, and how rumination keeps us stuck during tough transitions. Guy Winch shares research-backed insights on why burnout can make us feel numb—even toward the people we love most—and gives practical tips for both partners: whether you're the one obsessing about work, or on the receiving end feeling like you've come second to your partner's job. We also discuss key conversations to have early on when dating again, especially if you've got a history of choosing partners who are married to their work. If you've ever wondered how to set healthy work boundaries, or want to understand the hidden ways stress can impact your love life, this episode is packed with validation, practical advice, and hope.

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Kendra Allen Kendra Allen

#308 Understanding Limerence and Longing with Amanda McCracken

In today's expert episode, I'm joined by journalist and author Amanda McCracken to dive deep into the topics of longing and limerence—those intense, ruminating crushes or obsessions that can stick with us for years, even decades. Amanda shares her very personal journey with limerence, what it was like to struggle with it long before the term became widely known, and how it intersected with her romantic life and late-in-life virginity. We talk about the addictive pull of longing, why emotionally unavailable people can feel so magnetic, and how societal influences like rom-coms and social media can amp up these feelings. Amanda also shares practical advice and her road to recovery, including how she eventually shifted out of these patterns to find real intimacy with her now-husband. If you're going through a breakup, struggling to let go, or finding yourself stuck in obsessive thoughts about an ex, this conversation will hit home and give you hope that healing—and even real love—are possible.

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Kendra Allen Kendra Allen

#307 Healing Is Not Linear: When Old Relationship Trauma Resurfaces Years Later

In today's solo episode, I'm sitting down and sharing off the cuff about something unexpected that came up for me in therapy this week—old pain from a toxic relationship I was in over a decade ago. Even though I haven't gone through a breakup in years, this experience reminded me how healing from heartbreak, especially from trauma and narcissistic abuse, happens in layers and isn't always linear. I discuss how triggers from my past appeared in my current marriage, what it's like to feel frustrated that old wounds resurface even after doing so much "work," and how I'm learning to have more compassion for my younger self. This episode isn't about having all the answers, but rather about being honest with the messy parts of the healing journey, processing in real time, and offering support to anyone who feels shame for still being affected by a breakup, no matter how long ago it happened.

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Kendra Allen Kendra Allen

#306: Navigating the Six Stages of Relationships with Thais Gibson

In today's expert episode, I'm interviewing returning guest Thais Gibson—best-selling author, researcher, and founder of the Personal Development School—about her powerful new concept: the six stages of every relationship. We unpack each stage, from dating and the honeymoon phase, through the power struggle, all the way to commitment and the everlasting stage. We talk through the specific lessons and pitfalls that come with each phase, why so many breakups happen in the power struggle, and how even long-term couples can be stuck without ever moving forward. We also discuss practical tools for vetting in the dating stage, communicating your needs, and building safer, more fulfilling partnerships. Whether you’re reflecting on a past breakup or looking to date differently in the future, this is an episode full of actionable insight and hope.

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Kendra Allen Kendra Allen

#305: Why Self-Awareness Isn’t Enough with Kati Morton

In today’s expert episode, I’m joined by Kati Morton—licensed marriage and family therapist, bestselling author, and one of the most trusted mental health voices online. We dive into her newest book, "Why Do I Keep Doing This?" and explore how our desire for control impacts everything from relationships to mental health. In our conversation, we talk about the many ways control can show up—beyond the classic “type A” stereotype—including people pleasing, passive aggression, and perfectionism. Kati Morton shares her own journey with control, and we discuss why self-knowledge alone isn’t enough to change patterns and break free from cycles we know aren’t serving us. We also get into the unique struggle of wanting closure after a breakup, and how we can start to process experiences, sit with discomfort, and move toward more helpful behavior without shaming ourselves into change. Whether you’re currently going through heartbreak or simply looking to understand yourself better, this episode will help you release the illusion of control and find compassion in your healing process.

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Kendra Allen Kendra Allen

#304 Early Divorce Isn’t Failure: Finding Hope After Unexpected Turns with Eve Simmons

In today’s expert episode, I’m interviewing Eve Simmons, an award-winning health journalist who is back on the podcast after going through a life-changing divorce just six months into her marriage. We dive into her personal story, what led her to investigate the trend of early divorces among millennial women, and why there’s so little guidance for young couples splitting up before kids are involved. Eve Simmons shares the common themes she uncovered in her research, like professional success in women, financial complications, and the emotional fallout of an unexpected breakup. We talk about the unique fears faced after these divorces, how shame and loneliness show up, and what it’s like to rebuild your life when the path you planned is suddenly gone. Eve Simmons also opens up about her own healing journey, including finding love again and starting a family, and shares the hopeful lessons she and other women have learned about independence, resilience, and the surprising gifts that can come out of heartbreak. Be sure to check out her new book What She Did Next where she not only talks about her story but many others!

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Kendra Allen Kendra Allen

#303 How a Daily Gratitude Practice Changed My Life and Friendships

In today's solo episode, I'm reflecting on a practice that's been a huge part of my own healing journey—gratitude texting. As we kick off 2026, I share the five biggest lessons I've learned after nearly six years of sending daily gratitude texts with a small group of friends. I dive into how this habit started during my own heartbreak, why it works even when the group isn't made up of lifelong friends, and how it's helped me focus on life's small joys, build deeper connections, and even learn to celebrate my own wins. I wrap up with practical tips and a challenge for you to try starting your own gratitude list—whether you're moving through heartbreak or just looking to bring more positivity into your life.

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Kendra Allen Kendra Allen

#302 Redefining Divorce with Sarah Armstrong

In today's expert episode, I'm talking with Sarah Armstrong, author of The Mom's Guide to a Good Divorce and Vice President of Global Marketing Operations at Google. Sarah is sharing her personal experience navigating her divorce 15 years ago while prioritizing her daughter Grace. We discuss the concept of a "good divorce" and how Grace herself coined the term, the practical ways Sarah kept her daughter's well-being front and center, and how she built her compartmentalization muscle to manage big emotions. We also talk about how to put together a co-parenting plan, what to do when your ex isn’t cooperative, how small details (like family photos around the house) matter to kids, and how to envision a new future for yourself post-divorce. Sarah’s story is full of hope and concrete advice—her book is an amazing resource for anyone navigating divorce or co-parenting and wanting to do it in a way that feels healthy and positive for their kids.

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Kendra Allen Kendra Allen

#301 Transforming Grief and Breakups Through Daily Affirmations with Michelle Maros

In today's expert episode, I'm joined by Michelle Maros, founder of Peaceful Mind Peaceful Life, who just released her new book, Dear Friend: Daily Notes for Contemplation, Connection and Clarity. We dive into the misconceptions and real challenges around affirmations, why hearing supportive words from a friend lands so differently, and how self-compassion and self-trust don't just arrive overnight but are truly muscles we build over time. Michelle Maros shares honestly about her own healing experiences—from grieving her dad at 21 to navigating a tough breakup in her 20s—and how the tiniest daily habits (even something as simple as a morning cup of coffee) helped her move forward. We talk about embracing life’s ups and downs, the power of celebrating small victories, and letting go of the idea that healing has a big finish line. If you’ve ever struggled to trust yourself after heartbreak or felt stuck in the "shoulds," you’ll find so much to connect with here. Plus, we chat about how Dear Friend is designed to be your daily companion and source of hope on the healing journey.

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Kendra Allen Kendra Allen

#300 Managing Anxiety and Breakup Burnout with Dr. Carolyn Rubenstein

In today’s expert episode I’m joined by Dr. Carolyn Rubenstein, a licensed psychologist and wellness consultant who specializes in anxiety and burnout. I was drawn to her unique perspective on anxiety—not as something to “fix,” but as a deeper internal experience that we can learn to navigate with curiosity and compassion. We dive into how anxiety and burnout show up during breakups, why it’s totally normal to feel chaotic and out of control, and how masking our true feelings can be both a helpful tool and a source of long-term exhaustion. Dr. Carolyn shares practical ways to support yourself, compartmentalize the pain while still working through it, and gently poke your head out of those ruminating cycles. We also talk breakup burnout, the power of rituals, and why being kind to yourself is the most important tool you can use. If anxiety during a breakup makes you feel like something’s wrong with you, this episode is a must—so many validating reminders that you’re human and this too shall pass.

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