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Jay Shetty PodcastJay Shetty Podcast

5 LOVE EXPERTS: Still Obsessed With Your Ex? THIS Will Finally Set You Free

Since the breakup, have there been moments when you actually felt calm, clear, or more like yourself? When you imagine texting them, what are you secretly hoping they’ll say—or make you feel? In this heartfelt and insightful compilation, Jay dives deep into the emotional landscape of breakups, offering a thoughtful and healing space for anyone navigating heartache. With his signature warmth and clarity, Jay brings together trusted voices in emotional wellness and relationships—Lori Gottlieb, Matthew Hussey, Stephan Speaks, Esther Perel, and Mel Robbins—each offering honest, thoughtful perspectives on what it really takes to move on after a relationship ends. Together, they unpack the emotional aftermath of a breakup, from grief and confusion to self-doubt and the search for clarity. Whether you're dealing with the sting of rejection, stuck with unanswered questions, or scared to start over, this episode offers clear, grounded guidance that will leave you feeling both supported and uplifted. Without pressure, it offers a calm, compassionate space to work through the pain with presence, perspective, and hope. In this episode, you'll learn: How to Stop Blaming Yourself After a Breakup How to Know When It's Time to Let Go How to Break Emotional Patterns in Relationships How to Sit With Pain and Still Move Forward How to Choose Peace Over the Past This episode offers more than advice—it brings hope, the kind that encourages self-love, future growth, and a belief that better things are ahead. With Love and Gratitude, Jay Shetty. Join over 750,000 people to receive my most transformative wisdom directly in your inbox every single week with my free newsletter. Subscribe here - https://news.jayshetty.me/subscribe Join Jay for his first ever, On Purpose Live Tour! - http://jayshetty.me/tour Tickets are on sale now. Hope to see you there! What We Discuss: 00:00 Intro 02:19 Why Breakups Feel Like the Hardest Loss 09:19 “Why Wasn’t I Enough?” Understanding the Root of Self-Blame 20:21 Knowing When It’s Time to Let Go 25:15 Should You Try to Win Them Back? 28:43 Practical Steps to Letting Go After a Breakup 34:41 Do What’s Best For You to Heal 36:56 Everyone Handles a Breakup Differently and That’s Okay 39:30 Shifting Conflict Into Understanding 45:07 What Power Struggles in Relationships Really Mean 47:44 Why Breakups Make You Feel Unlovable 51:25 How to Release Control and Finally Find Peace Episode Resources: https://www.instagram.com/jayshetty https://www.facebook.com/jayshetty/ https://x.com/jayshetty https://www.linkedin.com/in/shettyjay/ https://www.youtube.com/@JayShettyPodcast http://jayshetty.me

Jay ShettyhostStephan SpeakscameoLori GottliebcameoMatthew HusseycameoEsther PerelcameoMel Robbinscameo
May 7, 202556mWatch on YouTube ↗

CHAPTERS

  1. 0:00 – 0:49

    Breakups as a life “pivot”: why heartbreak spills into every area of life

    Jay frames breakups as an experience that can destabilize work, friendships, and family life—and invites listeners to see the breakup as a potential turning point rather than only a setback. He sets the intention for the episode: turning pain into a future you’ll be grateful for.

    • Heartbreak affects mood, performance, and relationships beyond romance
    • Feeling “behind” when peers are partnered can intensify the pain
    • Breakups can become a defining pivot if processed intentionally
  2. 0:49 – 3:33

    You’re not just losing a person—you’re grieving a future and an identity

    Jay explains that breakups often feel like grief because the loss is multi-layered: the imagined future, the daily companionship, and the version of you that existed in the relationship. Healing is described as non-linear, messy, and highly personal.

    • Breakups mimic grief without a formal ritual or closure
    • Loss includes past memories, present routines, and future plans
    • Healing isn’t linear; people cycle through phases
  3. 3:33 – 7:24

    Lori Gottlieb: the grief stages of breakups and the myth of “closure”

    Lori Gottlieb normalizes breakup pain as a grief process (denial, anger, bargaining, depression, acceptance) that doesn’t happen in order. She highlights how loneliness comes from losing the ‘dailiness’ and stresses the importance of letting yourself feel the loss while choosing a healthier story about what happened.

    • Breakup grief mirrors classic grief stages, but not sequentially
    • The ‘dailiness’ (shorthand, inside jokes, routines) is a major loss
    • Friends often minimize pain by demonizing the ex—this can be unhelpful
    • The story you tell yourself (self-blame vs. incompatibility) shapes recovery
  4. 7:24 – 11:24

    Reframing compatibility and avoiding “punishing” the next partner

    Lori argues that if someone doesn’t choose you, the relationship is incompatible by definition—no matter how strong the chemistry felt. She warns against carrying old wounds into new relationships (e.g., hypervigilance, control), and instead recommends extracting lessons while holding both hope and caution.

    • ‘They didn’t choose me’ is enough to define incompatibility
    • Self-blame stories (“I’m unlovable”) prolong suffering
    • Identify wounds and lessons so they don’t repeat
    • Don’t impose past betrayal on a new partner
  5. 11:24 – 17:35

    Matthew Hussey: from “I’m not enough” to choosing the pain that grows you

    Matthew describes the deepest heartbreak as an existential crisis where self-worth collapses, and emphasizes compassion and celebrating survival day-by-day. He introduces a powerful reframe: convert unchosen pain into chosen growth, so you’re no longer a victim of the experience but a beneficiary of its lessons.

    • Heartbreak can trigger intense self-inadequacy and despair
    • Self-compassion and basic functioning are wins in early stages
    • Growth can come more from unchosen pain than chosen challenges
    • Reclaim agency by ‘choosing’ the meaning and benefits retroactively
  6. 17:35 – 22:02

    Why ‘right person, wrong time’ keeps you stuck (and how to exit the fantasy)

    Jay and Matthew dismantle the seductive narrative that circumstances—not compatibility—ruined the relationship. They argue that missing an ex is often missing a past version (a “ghost”) or a parallel-universe fantasy, and that the ‘right person’ must also be ready and life-compatible.

    • If someone doesn’t see/accept/want you, the relationship fails a core test
    • ‘If only…’ scenarios create a harmful science-fiction attachment
    • You may be missing who they were—not who they are now
    • Right person requires personality fit, readiness, and life compatibility
  7. 22:02 – 26:15

    Stephan Speaks: how to know it’s time to let go—effort, communication, and growth

    Stephan explains that letting go may simply mean it can’t work under current circumstances, especially when one partner refuses to do the work. He stresses the difference between arguing and communicating, and suggests writing a letter to clarify issues and reduce defensiveness before deciding to leave.

    • Let go when the other person is unwilling to work on key issues
    • Refusal to communicate is a strong signal the relationship can’t improve
    • Arguing isn’t communication—clarity on expectations is essential
    • A letter can help organize thoughts and lower emotional reactivity
  8. 26:15 – 28:42

    Should you try to win them back? Fix the pattern, not the person

    Jay and Stephan discuss the impulse to ‘become X, Y, Z’ to win someone back and why growth must be for you, not as a tactic. They emphasize assessing whether root issues are truly fixable, avoiding repeat cycles, and accepting that even real change doesn’t guarantee reunion or timing alignment.

    • Self-improvement should serve your life, not a reunion strategy
    • Evaluate what caused the breakup and whether it’s actually resolvable
    • Reconciliation without resolving issues recreates the same cycle
    • Timing mismatches can persist even if you change quickly
  9. 28:42 – 32:40

    Breakup cravings as detox: social media stalking, selective memory, and the ‘feeling’ you miss

    Jay compares breakup brain patterns to detox and physical pain, highlighting why cravings and compulsive checking behaviors are common. Stephan recommends countering idealization by revisiting what didn’t work, distinguishing missing the person from missing the feeling, and using accountability support to stay on track.

    • Breakup withdrawal can resemble addiction and physical pain
    • Social media monitoring fuels cravings and rumination
    • Don’t romanticize only the good moments—remember the full reality
    • Build healing supports: accountability partner, coach, or therapist
  10. 32:40 – 39:30

    Healing is bigger than the breakup: old trauma, repeating choices, and finding peace

    Stephan reframes breakup recovery as healing from everything you’ve been through, not just this relationship—especially unresolved childhood or relationship trauma that shapes partner selection. He also emphasizes the relief of knowing you expressed yourself fully, reducing ‘what if’ doubt, and finding meaning through faith or purpose.

    • Unhealed trauma can drive repeated relationship patterns
    • Healing clarifies perception—like fixing ‘broken glasses’
    • Expressing your full truth reduces lingering doubt and rumination
    • Meaning-making (including spirituality) can restore peace and direction
  11. 39:30 – 45:05

    Esther Perel: turning conflict into connection—what couples are really fighting for

    Esther uses Jay’s ‘dishes’ example to show that surface fights are proxies for deeper needs like recognition, respect, and trust. She introduces the idea that conflict is about what you’re fighting for—often power, trust, and value—more than the literal topic at hand.

    • Conflict content is rarely the real issue; the subtext matters
    • Common hidden drivers: power, trust, and value/recognition
    • Small differences can become recurring symbolic battlegrounds
    • Build a shared ‘operating system’ instead of importing family defaults
  12. 45:05 – 48:49

    Power struggles aren’t about power: fear of abandonment vs. fear of losing self

    Esther challenges the frame of ‘conceding’ as a loss of power and reframes it as competing attachment fears. She explains how control can be a defense against fear, urging people to look beneath behaviors to the underlying anxiety and needs.

    • One partner may fear abandonment; the other may fear suffocation
    • Control battles often mask fear rather than true dominance needs
    • Changing the frame shifts couples from defense to understanding
    • Look one level below behavior to address the real driver
  13. 48:49 – 50:27

    Mel Robbins: ‘Let them’ + the 30-day detox to stop keeping the past alive

    Mel speaks to the common post-breakup collapse into shame and feeling unlovable, arguing that generic advice like ‘just love yourself’ often fails in acute pain. Her practical prescription is radical acceptance (‘they left—let them’) and a 30-day detox from photos, messages, and reminders to stop feeding the addiction to the past.

    • Feeling unlovable after being left is common—and brutal
    • Acceptance is power: stop trying to control or decode them
    • 30-day detox from messages/photos/voicemails interrupts the attachment loop
    • You’re keeping something ‘dead’ alive when you keep checking
  14. 50:27 – 56:18

    Stop outsourcing your power: jealousy games, honesty signals, and abundance thinking

    Mel and Jay argue that trying to make an ex jealous or chasing explanations places your power in something uncontrollable. They discuss treating people’s actions (even dishonesty) as information, then shifting focus to your own choices; Mel broadens the lesson to envy and scarcity, encouraging an abundance mindset where others’ wins show what’s possible.

    • Jealousy tactics and chasing closure hand your power to someone else
    • Behavior reveals truth—stop bargaining with who they ‘should’ be
    • Don’t see others’ love/success as taking from you (limitless supply framing)
    • Use others as models, not opponents, to move forward

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