I Reached a Major Milestone! 8 Life-Changing Lessons I’ve Learned From Incredible Guests Along the Way
On Purpose with Jay Shetty
Practical Tools for Relationship Repair
The couple and Jay outline listening vs. fixing, validation, physical reassurance, and learning from past relationships.
Reaching 5 million subscribers is more than a milestone, it’s a testament to the shared journey of growth, healing, and curiosity this community has built together. In this special episode, Jay revisits the conversations that shaped On Purpose, moments where global icons, artists, world leaders, and visionaries shared the truths that made them human.
Jay reflects on the life-changing conversations that continue to echo long after the recording ends. Tom Holland opens up about the quiet struggle behind giving up alcohol, teaching us that letting go of what no longer serves us is an act of bravery not loss. Kobe shares how to look past fear by facing it with stillness and curiosity, revealing that discipline and consistency are the real foundations of excellence. Emma Watson invites us to build relationships from wholeness, not need, and reminds us that asking the hard questions can lead to the most liberating truths.
Madonna shows how spirituality can be the grounding force beneath ambition, while Benny Blanco and Selena Gomez model how relationships grow when honesty becomes a shared practice. Former President Joe Biden closes with a timeless lesson, that presence is often the greatest form of love, and that resilience is born through community.
In this episode, you'll learn:
How to Break Free From Addictive Habits
How to Build Discipline Through Consistency
How to Face Fear by Unpacking It
How to Ask the Hard Questions That Can Change Your Life
How to Ground Yourself With Spiritual Practices
How to Communicate Maturely in Relationships
How to Support Someone Through Grief
How to Replace Old Patterns With Healthier Alternatives
You are allowed to evolve, to outgrow old versions of yourself, and to step into a life that feels more aligned, more peaceful, and more true. Keep leaning toward the choices that bring you closer to who you want to be. Your next chapter is already waiting, and you are more than ready for it.
With Love and Gratitude,
Jay Shetty.
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What We Discuss:
00:00 Intro
01:31 The Challenges of Sobriety
06:49 Practical Steps to Stay Committed to Sobriety
11:23 How Alcohol Quietly Impacts Your Well-Being
16:59 How to Stop Letting Emotions Run Your Life
19:26 Growth Requires Trial and Error
21:03 Why Greatness Is Never an Accident
23:28 Understanding the Difference Between Wanting and Needing
26:32 The Power of Asking Yourself Hard Questions
30:08 Why Lifelong Learning Keeps You Grounded
37:29 How Spirituality and Success Work Together
41:45 Setting Healthy Boundaries in Relationships
44:09 Using Past Relationships to Build a Better You
48:03 How to Show Your Partner You’re Truly Present
53:37 Practicing Compassion in Every Day
54:37 Finding Strength Through Loss and Grief
56:41 How to Be Fully Present in Your Child’s Life
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