On Purpose with Jay Shetty

Have you ever felt like losing meant your life was over? When did you realize it’s okay to fail? Today, Jay sits down with four-time Grand Slam champion Naomi Osaka to explore her journey beyond the tennis court. Naomi, known for her powerful game and quiet resilience, opens up about the challenges of fame, the weight of expectations, and how motherhood has reshaped her outlook on life. Jay and Naomi discuss the pressure of being a high-performance athlete, the loneliness that can accompany success, and the struggles of maintaining a sense of self in an industry that often reduces people to their achievements. Naomi candidly describes how, for years, her self-worth was tied to her ranking and performance, but becoming a mother has given her a new perspective—one that prioritizes joy, presence, and growth over perfection. The conversation also dives into Naomi’s evolving relationship with competition. While she once measured her success by titles and trophies, she now finds fulfillment in self-discovery and personal progress. In this interview, you'll learn: How to Detach Your Self-Worth from Achievements How to Cope with External Expectations and Criticism How to Use Journaling for Self-Reflection and Growth How to Prioritize Mental Health in High-Pressure Situations How to Learn from Setbacks Without Letting Them Define You Success is not just about winning; it’s about growing, learning, and showing up for yourself every day. 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]. What We Discuss: 00:00 Intro 01:47 Open Discussions About Mental Health 03:10 Impulsiveness as an Athlete 05:28 Moving From Japan to USA 08:02 Lifelong Training and Career 10:13 Incorporating Culture in Fashion 12:38 Discipline and Diet 13:53 Indulging in Guilty Pleasures 16:48 Passing Time While Having Impulsive Tendencies 18:46 Winning the First Grand Slam  21:09 Dealing with Public Hate 22:39 A Long-Time Serena Williams Fan 25:16 Experiencing Motherhood  27:39 The Different Facets of Life 29:07 The Power of Journaling 31:55 Loving the Life You're Living 34:57 The Habit of Comparing Yourself to Others 36:27 Stop Chasing Your Old Self 38:21 Motherhood Realizations 39:46 Rigorous Training After Giving Birth 41:18 Setting Boundaries During PressCon 43:01 No One Can Predict Someone's Path 45:21 Finding Calmness Through Meditation 47:44 Setting New Goals 50:25 Shamed for Taking a Break 54:17 Getting Support from Fellow Athletes 55:52 Friendships and Camaraderie 57:08 Mentored by Kobe Bryant 59:31 The Haitian Way of Giving 01:00:58 Who Are You Spending Your Time With the Most? 01:04:29 Loving Yourself and How You Look 01:05:29 Game Day Routine 01:07:33 You're Never Alone 01:09:04 Fear of Being Forgotten 01:12:40 Naomi on Final Five Episode Resources: Naomi Osaka | Instagram [https://www.instagram.com/lewishowes] See omnystudio.com/listener [https://omnystudio.com/listener] for privacy information.

Have you ever thought about being your own boss? What kind of business would you start if you could? In this special compilation episode of On Purpose, Jay Shetty curates powerful insights from five extraordinary entrepreneurs: Emma Grede, Michael Rubin, Codie Sanchez, Brian Chesky, and Suneera Madhani, offering a dynamic, behind-the-scenes look at what it truly takes to build something meaningful from scratch. Each guest brings a unique lens to the entrepreneurial journey: Emma Grede reminds us that the most powerful companies are born by solving real problems for underserved communities; Codie Sanchez breaks down how grit, financial fluency, and deal-making are more crucial than a flashy idea; while Brian Chesky reveals that building a world-changing company like Airbnb starts with seeing your business as a reflection of your inner world. Jay weaves these stories into a powerful masterclass on purpose-driven entrepreneurship, showing that success doesn’t come from confidence, funding, or perfection. It comes from grit, learning through failure, and showing up again and again. Michael Rubin drives home the power of obsession and adaptability, while Suneera Madhani brings it back to reality, reminding us that the biggest risk isn’t failing, it’s never starting. It’s a powerful reminder that stepping out of comfort and into aligned action is where true transformation begins.  In this episode, you'll learn: How to Build a Purpose-Driven Brand from Scratch How to Master Deal-Making and Speak the Language of Money How to Stay Innovative When Success Hits How to Start a Business Without Industry Expertise How to Scale a Company Without Losing Your Values How to Take Risks Without Letting Fear Lead the Way The most meaningful work often comes from solving problems close to your heart, staying curious, and showing up even when it’s hard. You are not too late, underqualified, or behind.  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]. What We Discuss: 00:00 Intro  03:06 Start With the Problem Only You Can See 06:40 The Power of Who’s in the Room 08:10 Believe in Your Vision Before Anyone Else Does 10:44 What Really Motivates You Every Day? 13:26 Three Essential Skills for Building a Business 18:33 How to Master the Art of Deal Making 28:03 Redefining What Success Means to You 31:10 Life’s Greatest Lessons Start Within 34:17 Surround Yourself With the Right People 38:54 Can Hustle and Drive Be Taught? 40:46 Learn by Observing Others’ Mistakes 41:30 What is at the Heart of Entrepreneurship? 42:52 Bringing Innovation to What You Love 47:14 Avoid These Common Mistakes when Building a Business 49:44 Pattern Recognition Is a Business Superpower 52:05 Why Hard Conversations Build Stronger Foundations 55:34 Courage Is the First Step Toward Risk 59:46 Start by Solving a Real, Specific Problem 01:03:49 What Got You Here Won’t Get You There See omnystudio.com/listener [https://omnystudio.com/listener] for privacy information.

Do you ever feel like who you are is holding you back? Can you really change your personality — or are you stuck with it for life? Today, Jay sits down with award-winning journalist and author Olga Khazan, whose groundbreaking book Me But Better explores the science of personality change. As a staff writer at The Atlantic, Olga has spent years investigating what shapes who we are — and whether it’s possible to become more confident, resilient, and fulfilled by intentionally shifting our traits. Jay and Olga explore the surprising research showing that personality isn’t fixed — and that with consistent effort, anyone can become a different version of themselves. Olga shares how she transformed traits like anxiety and self-doubt by applying science-backed tools and testing them in her own life. They dive deep into how habits shape identity, why a strong “why” is essential for lasting change, and how the traits we envy in others might point us toward who we’re meant to become. They also unpack the difference between being “authentic” and being stuck — and why growth often looks like discomfort before it feels natural. In this episode, you’ll learn: How to Change Personality Traits You’ve Had for Years How to Shift from Anxiety to Emotional Balance How to Use Habits to Redefine Who You Are How to Identify the Traits That Align with Your Goals How to Stop People-Pleasing Without Becoming Cold How to Make Growth Feel Authentic — Not Fake True change doesn’t come from pretending to be someone else — it comes from becoming the person you were always capable of being. This episode is a powerful reminder that you’re not stuck. With intention, action, and the right mindset, you can grow into someone new. With love and gratitude, Jay Shetty What We Discuss: 00:00 Introduction 02:08 Key Takeaways From Olga 03:03 Frustration As A Block 05:22 Research Says We Can Change Our Personality Traits 07:30 Why Do We Get So Stuck? 09:46 Is Personality Change Age Exclusive? 11:47 How Can We Change Our Personality? 17:34 Changing Habits Vs Personality Traits 24:31 How Long Does It Take To Change Personality Traits? 35:09 Gender Effects On Personality Traits 37:36 5 Personality Traits That Make Up Personality  41:35 Feeding Motivation For Change 51:46 How Can We Be More Extroverted? 54:04 Exposure Therapy For Introverts  56:56 How Personality Changes Affects The People Around Us 01:01:43 The Social Investment Theory 01:03:15 How Does The SIT Affect Relationships? 01:06:45 From Pessimism To Optimism  01:09:31 How People Pleasers Can Create Healthy Boundaries 01:14:35 Can Introverts Become Extroverts? 01:18:24 Can People With Depression & ADHD Change Their Personality? 01:21:25 Olga On Final Five Episode Resources Olga Khazan | Instagram [https://www.instagram.com/olganator] Olga Khazan | X [https://x.com/olgakhazan] Olga Khazan | LinkedIn [https://www.linkedin.com/in/olga-khazan-5066537/] Olga Khazan | Facebook [https://www.facebook.com/olga.khazan.writing/] Me, But Better: The Science and Promise of Personality Change [https://www.amazon.com/Me-But-Better-Science-Personality/dp/1668012545] See omnystudio.com/listener [https://omnystudio.com/listener] for privacy information.

Today, Jay dives into a feeling many of us know well: the sense that nothing in life is going the way we hoped. Whether your career feels stuck, your relationships feel off, or you’re just not where you thought you’d be by now. Jay reminds us that feeling stuck doesn't mean you've failed, but could be life giving you a moment to pause and reset. Jay explains that the way we experience reality depends on what we choose to focus on. When we're fixated on what's going wrong, we often miss the small signs that things are already starting to move forward. Jay also challenges the idea that success is supposed to be linear or perfect. He reminds us that the people who seem ahead aren’t more talented, they just started sooner. Rather tha comparing ourselves to someone else’s timeline, Jay encourages us to focus on our own path and let go of the pressure to have it all figured out. Instead of trying to achieve something massive all at once, Jay encourages us to “shrink the vision, save the dream,” and take small, consistent steps that compound into real transformation. He reminds us that a plateau isn’t a setback, it’s a season of quiet growth that often comes right before a breakthrough. In this episode, you'll learn: How to Break Mental Overload with Movement How to Take Action Before You Feel Ready How to Stop Waiting for the Perfect Time to Start How to Reframe Feeling Stuck How to Build Momentum with Tiny Steps No matter where you are in your journey, remember this: you’re not behind, you’re not broken, and you haven’t missed your chance. Feeling stuck doesn’t mean you’re failing, it means you’re in the middle of growth.  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]. What We Discuss: 00:00 Intro 01:06 Does It Feel Like Nothing's Working? 02:38 What is the Frequency Illusion? 04:39 Step #1: Stop Trying to Feel Motivated 10:04 Step #2: Break the Mental Spiral 12:07 Step #3: There is No ‘Right’ Time to Start 16:14 Step #4: Consistency Outlasts Talent 24:35 Step #5: Shrink the Vision, Save the Dream See omnystudio.com/listener [https://omnystudio.com/listener] for privacy information.

Do you struggle with self-doubt sometimes? What helped you get through a tough emotional season? Today, Jay sits down with award-winning rapper, actor, and activist Common for a deeply moving live conversation recorded at the legendary Chicago Theater. Known for his poetic lyrics and conscious artistry, Common opens up about his journey from a young boy on the South Side of Chicago to becoming an Academy Award, Emmy, and three-time Grammy winner. In this intimate conversation they explore the emotional and spiritual work behind his success. From heartbreak and rejection to healing and purpose, Common shares what it really took to become the man he is today. Common shares personal stories of growth and transformation, starting with his childhood dream of becoming a professional basketball player and how he eventually found his voice through writing and music. He reflects on the moments that shaped his purpose, including the story of Emmett Till, which moved him to live with more intention. Common also opens up about the heartbreak that forced him to confront the ways he was dimming his light, and the daily spiritual practices that help him stay grounded today, like reading scripture, praying, practicing gratitude, and staying active. Jay and Common also dive into what it means to be vulnerable in hip-hop, why self-love is the foundation for every other kind of love, and how trusting the divine plan can turn disappointment into direction. They explore how trusting a bigger plan can help turn setbacks into clarity, and share personal insights on setting boundaries, building real friendships, and staying connected to your highest energy. In this interview, you’ll learn: How to Transform Pain into Purpose How to Stop Dimming Your Light in Relationships Why Vulnerability is a Superpower in Creativity How to Build Daily Practices for Spiritual Alignment How to Trust God’s Plan, Even When It’s Painful How to Attract Friendships that Match Your Frequency Whether you're moving through heartbreak, looking for direction, or trying to reconnect with your purpose, this conversation is a powerful reminder that your story matters and you're right where you need to be. With love and gratitude, Jay Shetty What We Discuss: 00:00 Introduction 01:13 Live In Chicago 02:15 Common Before the Fame 06:11 Jay On His Childhood & Upbringing 06:44 Pain As A Catalyst for Creativity  09:01 Proximity To Greatness Is A Motivation 10:11 Living Our Dreams To The Fullest 13:49 How to Trust God's Plan  16:46 Trust That There’s a Bigger Plan 22:19 Transitioning Between Careers 30:15 Attracting & Building New Friendships  36:18 Everyday Routine For Body & Mind Care  40:40 A Poem From the Audience  43:21 My New Favourite Colour 48:49 Pushing Through Fear As A Motivator 53:33 Letting Go and Letting God 55:26 Common On Final Five  Episode Resources: Common | Website [https://www.thinkcommon.com/] Common | YouTube [https://www.youtube.com/thinkcommon] Common | Instagram [https://www.instagram.com/common/] Common | X [https://x.com/common] Common | Facebook [https://www.facebook.com/thinkcommon/] See omnystudio.com/listener [https://omnystudio.com/listener] for privacy information.