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
#338 How to Master Confidence in Dating with Serena Kerrigan
In today’s expert episode I’m chatting with Serena Kerrigan, confidence coach, creator, and author of the upcoming book Let’s Fucking Date. We dive into Serena’s journey of building self-confidence after years of insecurity, why mirror talk is a game-changer for self-love, and the true power of practicing vulnerability in dating. Serena shares her unique 3P theory—Potential, Plot, and Practice—and how shifting your mindset can turn dating from something dreaded to something genuinely fun. We also discuss tangible advice for moving on after heartbreak, including why holding a “funeral” for your ex can help with closure, and how to step outside your comfort zone to find meaningful connections. Whether you’re newly single or ready to start dating again, this episode is your guide to healing heartbreak, embracing confidence, and taking control of your dating life. Preorder your copy of Let's Fucking Date today to get some preorder bonuses and a chance to win a weekend in NYC with Serena!
#337 What Really Breaks No Contact?
In today’s solo episode, I’m diving deep into the no contact rule- what it really means, why it’s so vital for healing from heartbreak, and all the gray areas that pop up in our super-connected digital world. I break down what actually constitutes breaking no contact, how to set your own boundaries if you share kids or work together, and address common questions like whether watching your ex’s Instagram stories or looking through old photos counts as breaking your streak. I also share my best tips for sticking with no contact, advice for handling slip-ups, and thoughts on how to make this process work for your own unique situation. Whether you’re trying to move on after a breakup or want to understand no contact in more depth, this episode will help you set healthy boundaries and fast-track your recovery.
#336 Why the One Who Hurt You Can't Heal You with Najwa Zebian
In today’s expert episode, I’m sitting down with the incredible Najwa Zabian, Lebanese-Canadian author, speaker, and educator, to talk about her powerful new book, The One Who Broke You Can’t Heal You. We dive into why so many of us seek closure, validation, and even healing from the person who hurt us—and why it never truly works. Najwa breaks down the struggles we face when trying to let go after heartbreak, how we often avoid focusing on our own healing journey, and discusses the challenge of accepting someone for who they truly are once they've shown us their true colors. We also explore why crying over lost memories can be just as important as finding new joy, what it means to trust yourself after betrayal, and the freedom that comes from prioritizing your own peace over fixing or changing someone else. If you’re struggling to move on, looking for breakup advice, or want tools for healing after heartbreak, this episode is a must-listen.
#335 Healing Heartbreak Through Somatic Tools with Beth Schild
In today’s expert episode, I’m joined again by somatic coach and breathwork facilitator Beth Schild, whose last appearance was our most-listened-to episode of the year. We dive deep into the world of somatic healing and trauma recovery after heartbreak—Beth shares incredibly practical tools you can use immediately to bridge the gap between your mind, heart, and body. We discuss why positive mindset work and talk therapy can only take us so far, how unaddressed childhood wounds show up in our relationships, and what it really means to tap into your body to move through heartbreak. Beth also opens up about being her own first client during her divorce, and how she found deep healing (and eventually, love again) by getting to the root of her patterns. We also cover topics like self-compassion during the healing process, why ‘doing all the right things’ after a breakup sometimes isn’t enough, how to sit with discomfort, and simple practices to truly connect with yourself. If you’re ready to get unstuck from post-breakup pain, understand your triggers, and actually feel better in your body, this episode is for you.
#334 Should You Give Your Ex a Second Chance? With Dr. Joy Berkheimer
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.
#333 How to Break Free From Toxic Patterns with Dr. Adi Jaffe
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.
#332 Why Your Ex Appears Happy and How to Handle It
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.
#331 Lessons Learned From Repeated Breakups: Listener Episode
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.
#330 Why Grief Has No Timeline with Toni Filipone
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.
#329 How to Heal After Infidelity with Lauren LaRusso
In today’s expert episode, I’m sitting down with Lauren LaRusso, a psychotherapist specializing in extramarital affairs and author of "Beyond Infidelity." We go deep into the complex world of infidelity—why it happens, how it affects everyone involved (the betrayed partner, the unfaithful partner, and the affair partner), and the unique challenges of healing from relationship betrayal. Lauren shares her own story of navigating betrayal in her marriage and offers powerful insights for those questioning whether to stay or leave after infidelity, unpacking the layers of shame, grief, and recovery. We discuss rebuilding trust (in yourself and others), how to hold space for all your feelings, and why healing after cheating is such a nuanced process. This episode is packed with wisdom for anyone healing from heartbreak, considering forgiving an affair, or looking to better understand the ripple effects of betrayal.
#328 Are You Missing Your Ex or Being in a Relationship?
In today’s solo episode, I’m diving into one of the most common breakup questions I get: are you actually missing your ex, or are you missing being in a relationship? I walk you through how to recognize the difference between missing specific things about your former partner versus the general comfort of companionship. We talk about how feelings of loneliness can show up even long after your breakup, signs you might just be filling a relationship-shaped void, practical tips for navigating those raw, empty spaces in your routine, and why going back to your ex (or rushing into dating) isn’t the answer. If you’re struggling to move forward and wondering how to handle that persistent feeling of missing someone, this episode is for you.
#327 Perfectly Hidden Depression: Why High Achievers Struggle in Silence with Dr. Margaret Rutherford
In today’s expert episode, I’m joined by Dr. Margaret Rutherford, clinical psychologist, author, and host of The SelfWork Podcast, to dive deep into the topic of “perfectly hidden depression”—a term she coined and explores in her bestselling book and TEDx talk. We discuss how those who seem “put together” on the outside can silently struggle beneath the surface, why high-achievers and caretakers can be vulnerable to hiding their pain, and how this pattern can show up after heartbreak. Dr. Rutherford shares her personal story, the warning signs of hidden depression, actionable steps for breaking through emotional walls, and how moments of crisis like a breakup can be a catalyst for healing and self-acceptance. If you’ve ever felt like admitting your pain would shatter your carefully-crafted image, this is the episode for you.
#326 How People Pleasing Makes Breakups Harder with Dr. Paula Friedman Diamond
In today’s expert episode, I’m interviewing Dr. Paula Freedman Diamond, a licensed clinical psychologist, speaker, and author of the new book “Toxic Striving: Escaping the Stress and Burnout of Hustle and Diet Culture.” We talk about the many faces of people pleasing and perfectionism, how these patterns show up in dating and relationships, and how suppressing your own needs can eventually lead to relationship breakdowns or unhealthy dynamics. Dr. Paula shares both her personal experiences and practical therapeutic insights on building real intimacy, navigating conflict, and coping with heartbreak when you’ve always tried to be the “perfect” partner. We also discuss controlling the narrative after a breakup, learning to sit with uncomfortable feelings instead of rushing to fix them, and how embracing your needs and authenticity is key to healing from heartbreak. If you struggle with people pleasing, overthinking, or feeling like you have to do it all, you’re not alone—and you don’t have to stay stuck in these cycles.
#325 How to Create a New Blueprint for Love with John Kim
In today’s expert episode, I’m joined by John Kim, a licensed therapist, speaker, and author you might know as The Angry Therapist on Instagram. We dive deep into his brand new book "Love Hard on Purpose" and break down the idea of “love blueprints”—the subconscious definitions of love we’re operating from, often shaped by our upbringing, movies, and social media. We discuss how these definitions can set us up for disappointment in relationships, why it’s normal to start out equating codependency with love, and how to create a healthier definition moving forward after heartbreak. John shares powerful visual metaphors for love, gives advice for those feeling like their relationship was a “failure,” and discusses how to actually rebuild and redefine love after a breakup. If you're navigating heartbreak, coming out of a breakup, or looking to heal and love healthier, you won’t want to miss this episode!
#324 How to Handle Seeing Your Ex for the First Time
In today's solo episode, I'm diving into one of the most nerve-wracking parts of post-breakup life: seeing your ex for the first time. Whether you're anxious about a possible accidental run-in, panicking over a mutual friend's wedding where you know you’ll cross paths, or just stuck in a cycle of "what if I see them?", this episode is for you. I break down the three scenarios—imagined encounters, unexpected meetings, and planned events—and share practical tips for protecting your emotions, setting boundaries, and coping with the emotional spiral that can follow. I also share personal stories from my own breakups to remind you that these feelings are completely normal and don’t say anything about where you are in your healing journey. If you’ve been stressing about how to handle seeing your ex, tune in for actionable advice and lots of reassurance that you’re not alone.
#323 How to Heal Your Self-Worth After Heartbreak with Brooke Taylor
In today’s episode I’m joined by Brooke Taylor, transformational career coach and author of the new book Healing the Success Wound. We dive deep into the concept of the “success wound”—the hidden pain that comes from tying your self-worth to achievement, productivity, and external validation. Brooke shares her personal story of hitting rock bottom while working at Google, dealing with burnout, sobriety, and losing her sense of self after years of chasing external success. We explore how the success wound shows up as anxiety, perfectionism, and even anxious attachment in relationships, and why so many people lose their identity after a breakup. Brooke and I discuss practical ways to rebuild your self-esteem, break free from old patterns, and start truly healing from heartbreak—both in work and in love. If you’ve ever felt lost or worthless after a breakup, or struggled with people pleasing and perfectionism, this episode is a must-listen.
#322 Five Phases of Divorce Grief: Expert Healing Advice from Therapist Oona Metz
In today’s expert episode I’m interviewing Oona Metz, a therapist and author who has spent 17 years specializing in divorce support. We dive into why women initiate nearly 70% of divorces, the persistent shame and stigma around divorce, and the five phases of divorce grief that Oona Metz developed for her book, Unhitched. We also discuss why letting go and mending are essential steps to healing, how to move forward after heartbreak, dealing with co-parenting and changing friendships, and why most women don’t regret their divorce in the long run. Whether you’re considering divorce, in the midst of one, or simply navigating a tough breakup, this episode is packed with practical advice on healing, reducing stigma, and rebuilding your life.
#321 Should You Text Your Ex? Five Questions to Ask Before Reaching Out
In today's solo episode, I'm walking you through a workshop-style reflection meant to help you pause before texting your ex. I share five key questions to ask yourself any time you feel that urge to reach out, whether it's wanting to send an innocent meme or a long, heartfelt message. We explore the deeper motives behind wanting to contact your ex, the likelihood of getting the response you hope for, and how it might impact your healing journey. I also talk about being emotionally prepared for any outcome—especially the possibility of disappointment or no response at all—and encourage you to apply the same advice you'd give a friend. This episode is designed to give you practical tools and a sense of empowerment as you navigate those tough moments post-breakup.
#320 Navigating Early Divorce and Rediscovering Yourself with Sarah Vacchiano
In today’s episode, I’m sitting down with Sarah Vacchiano, author of Soft Launch, who shares her story of getting married young, going through an early divorce, and the journey of starting over in her late 20s. We chat about the shame and guilt that come with leaving a relationship that looks “good on paper,” and how healing isn’t always immediate or linear—sometimes you just need to focus on other parts of your life, as Sarah did with her career. We also dive into the theme of self-compassion in hindsight, the loneliness and steep learning curves of building a new life in a new city, and what it really takes to grow into the person (and partner) you want to be. If you’re facing a major transition or wondering if it’s okay to not have all the answers yet, this conversation is for you.
#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.