On Purpose with Jay Shetty

Today, Jay sits down with serial entrepreneur, investor, and powerhouse mom of four, Kim Perell. Known for building her first company from her kitchen table and later selling one for $235 million, Kim shares the raw, behind-the-scenes truth of what it takes to turn failure into fortune. The conversation centers around Kim’s latest book, Mistakes That Made Me a Millionaire, and offers a heartfelt blueprint for anyone feeling stuck, unfulfilled, or uncertain about their next move.  Jay and Kim explore why perfectionism can sabotage progress, how fear often masks itself as procrastination, and why waiting to feel “fully qualified” often leads to missed opportunities. Kim introduces her 70% rule: a concept that encourages action over hesitation and reveals how taking small, imperfect steps helped her overcome self-doubt and build extraordinary businesses. The two also dive into the power of mentorship, the emotional toll of toxic relationships, and why surrounding yourself with the right people is crucial not just for professional growth, but for personal evolution. In this interview, you'll learn: How to Start a Business Before You Feel Ready How to Use the 70% Rule to Make Bold Decisions How to Find the Right Mentor and Build a Real Relationship How to Stand Out When Pitching Yourself  How to Know When It’s Time to Pivot Your Business How to Build a Winning Team Without Doing Everything Yourself How to Audit Your Inner Circle for Growth and Clarity Making mistakes doesn’t mean you’ve failed, it means you’re showing up, learning, and trying something new. No success story is smooth or simple, but all of them prove that progress is always possible. 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 02:57 How to Get Unstuck and Move Forward 04:17 When It’s Time to Pivot Your Career 05:50 Is Regret More Powerful Than Fear? 08:06 You Don’t Need To Be 100% Ready To Start 09:52 Are You Ever Really Ready? 11:29 Dream Big, But Start Where You Are 13:09 The Power of Believing in Your Vision 15:24 Be Delusionally Confident  16:29 How Mistakes Help You Iterate and Improve 18:30 How to Silence the People Who Doubt You 22:15 Teaching Kids to Embrace Failure 23:20 Rejection as Redirection  26:02 The Difference Between Innovating and Iterating 29:14 Build a Support System That Elevates You 31:51 How to Find Mentors Who Truly Guide You 33:55 Why Asking for Help Accelerates Growth 34:44 How Books Can Mentor You Too 38:21 The Four People Every Entrepreneur Needs 39:35 Why You Need the Right Peers Around You 41:58 Should You Start a Business with Family? 44:00 How to Audit Your Inner Circle 46:02 How Toxic People Drain Your Energy and Money 47:17 The Power of Taking Initiative  48:56 Don’t Let Your Past Limit Someone Else’s Future 51:19 How to Lead and Manage People Effectively 53:17 What Actually Gets You Hired Today? 57:51 Going the Extra Mile Sets You Apart 01:00:01 The Biggest Mistake Is Not Asking 01:04:03 Why So Many of Us Feel Unqualified 01:07:07 Pivoting Is the Secret to Success 01:10:13 How to Know When It’s Time to Pivot 01:11:53 Kim on Final Five  Episode Resources: Kim Perell | Website [https://kimperell.com/] Kim Perell | Instagram [https://www.instagram.com/kimperell/] Kim Perell | Facebook [https://www.facebook.com/kimperell/] Kim Perell | YouTube [https://www.youtube.com/c/KimPerell] Kim Perell | LinkedIn [https://www.linkedin.com/in/kimperell/] Kim Perell | X [https://x.com/kimperell] Kim Perell | TikTok [https://www.tiktok.com/@kimperell] See omnystudio.com/listener [https://omnystudio.com/listener] for privacy information.

Have you ever felt pressure to hide a part of who you are? What helps you feel safe enough to open up? Today, Jay chats with renowned celebrity hairstylist Chris Appleton to share deeply personal parts of his life he’s never shared publicly. Known for creating iconic looks for stars like Kim Kardashian, Jennifer Lopez, and Ariana Grande, Chris has built a career around image and transformation. Chris bravely opens up about the journey that shaped him, pulling back the curtain on the private struggles behind his public success. From growing up in a working-class town in England, and discovering his passion for hair was a way to survive, to feel seen, and to express who he really was.  As the conversation unfolds, Chris opens up about the darkest night of his life. The moment he nearly ended his life, a breaking point born from decades of shame, fear, and the belief that being true to himself would hurt the people he loved most. What followed was not an overnight transformation, but a long, honest path toward healing. Chris speaks candidly about coming out as gay in his late twenties, the grief of ending a nine-year relationship with the mother of his children, and the fear of disappointing his kids.  Jay and Chris explore the power of redefining identity, letting go of what no longer serves us, and embracing the possibility of change at any stage in life. With the support of therapy, self-reflection, and a willingness to confront his pain, Chris began a new chapter, one rooted in alignment between his inner and outer world. In this interview, you'll learn: How to Embrace Your True Identity Without Shame How to Heal After Hiding Your Authentic Self How to Rebuild Private Pain in Public  How to Support Your Children Through Major Life Changes How to Start Over When Your Life No Longer Feels Aligned How to Find Peace Through Forgiveness and Self-Acceptance How to Recognize When It’s Time to Let Go and Move On No matter your past, your pain, or how long you’ve carried it, it’s never too late to begin again. The first step is being honest with yourself. With Love and Gratitude, Jay Shetty Find help and support If you or someone you know is struggling or having thoughts of suicide, call or text the 988 Suicide & Crisis Lifeline [https://988lifeline.org/] at 988 or chat at 988lifeline.org [https://chat.988lifeline.org/]. In life-threatening situations, call 911. 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 03:13 Your Roots Don't Define Who You Can Become 06:19 Is It Safer to Hide Who You Really Are? 10:11 What It Actually Takes to Become the Best  14:32 Finding Yourself After an Identity Crisis 17:27 Letting Go of Shame to Be Your True Self 20:15 Accepting and Embracing Your Gender Identity 22:46 How to Come Out Without Hurting the People You Love 30:21 Choosing Inner Peace Over the Deepest Pain 33:10 Rebuilding Yourself After Grief and Collapse 36:40 Why the Right Guidance Can Change Everything 39:13 Struggling Doesn’t Mean You’re Weak 39:30 Forgiveness: Freeing Yourself from the Past 41:15 Sharing Your Story Could Save Someone Else 44:29 When a New Environment Heals Your Spirit 45:06 The Unexpected Call That Changed Everything 47:29 The Hair Appointment That Almost Ended His Career 52:23 How to Build Authentic Relationships in Your Industry 55:33 You Don’t Owe the Public an Explanation 59:09 Why Love Is Always Worth the Risk 01:01:48 Give Yourself Permission to Walk Away 01:05:35 How to Protect Your Peace in a Loud World 01:10:35 What Do You Really See in the Mirror? 01:12:28 Being the Father You Always Needed 01:19:01 Chris on Final Five Episode Resources: Chris Appleton | Instagram [https://www.instagram.com/chrisappleton1]  Chris Appleton | YouTube [https://www.youtube.com/c/ChrisAppleton] Chris Appleton | TikTok [https://www.tiktok.com/@chrisappletonhair?lang=en]   Chris is releasing his debut book, YOUR ROOTS DON’T DEFINE YOU: Transform Your Life. Create Your Comeback, on January 20, 2026. The book is available for pre-order now at the link HERE [https://chrisappleton1.wpenginepowered.com/] See omnystudio.com/listener [https://omnystudio.com/listener] for privacy information.

Have you ever thought about starting a business? What would you do if money wasn’t a problem? Today, Jay sits down with bestselling author, entrepreneur, and investor Alex Hormozi for a practical and eye-opening conversation about money, business, and what it really takes to succeed. Alex has built and sold multiple companies and now runs Acquisition.com, where he helps scale businesses to over $10 million in revenue. In this episode, Alex breaks down why so many people feel stuck when trying to grow a business. Alex and Jay dive into the common mistakes that hold people back, like chasing passive income too early, mistaking passion for a plan, or seeking freedom without first building discipline. Alex shares the real steps you need to take to start making money now. He explains how to create active income by offering your time and skills, how to craft offers people can’t refuse, and why direct feedback is the fastest path to growth. Jay and Alex also explore the mindset traps that stop people from moving forward, including fear of judgment, comparison, and the pressure to get it perfect the first time. Together Jay and Alex highlight the importance of showing up consistently, being willing to fail, and choosing long-term growth over short-term comfort. In this interview, you'll learn: How to Start a Business with Zero Capital How to Create an Offer People Can’t Refuse How to Increase Your Income by Trading Your Time Intentionally How to Sell Without Feeling Manipulative How to Get Unstuck from the Passive Income Trap If you're ready to stop guessing and start building something real, this episode gives you the clarity, structure, and confidence to move forward. 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 00:40 Get Clear on the Exact Actions That Drive Success 02:10 Why Most People Misunderstand How to Build a Business 04:26 Is the ‘Get Rich Quick’ Model Really Possible? 07:41 The Five Emotional Stages Every Entrepreneur Goes Through 10:52 Start Here to Learn the Skills That Actually Make Money 13:36 Should You Follow Your Passion for Income? 23:30 How to Make Your First Dollar from Nothing 27:57 The 10 by 10 Strategy to Build Proof and Confidence 32:27 Your Product Must Solve a Real Problem 35:37 What No One Tells You About the Trade-Offs of Business 39:40 How to Turn Your Job Experience into a Business 52:27 Redefining Success: It’s Not About the Outcome 56:07 Listen to People Who Are Where You Want to Be 01:02:18 Overcoming the Fear of Selling Ourselves 01:04:23 How to Influence Without Manipulating 01:10:17 The Difference Between Criticism and Insults 01:17:28 How to Break Repetitive Negative Behavior 01:26:15 When to Keep Pushing and When to Pivot 01:28:46 The Four Ingredients of an Irresistible Offer 01:37:02 Focus on Who You Want to Become Not Just What You Want 01:38:40 What Would You Do If You Weren’t Afraid? 01:42:46 The Simple Formula Everybody Has But Nobody is Doing 01:45:53 The Most Important Step Is Just Start 01:47:05 Is Work Life Balance Really Achievable?  01:50:35 Be More Productive by Eliminating Everything Unnecessary 01:55:17 Alex on Final Five Episode Resources: Alex Hormozi | Website [https://www.acquisition.com/] Alex Hormozi | Instagram [https://www.instagram.com/hormozi/] Alex Hormozi | Facebook [https://www.facebook.com/ahormozi/] Alex Hormozi | YouTube [https://www.youtube.com/c/alexhormozi] Alex Hormozi | LinkedIn [https://www.linkedin.com/in/alexhormozi/] Alex Hormozi | X [https://x.com/alexhormozi] Alex Hormozi | Books [https://www.amazon.com/stores/author/B099H3YM3R/allbooks?ingress=0&visitId=adba95de-62aa-4ede-887a-9da62c58165f] See omnystudio.com/listener [https://omnystudio.com/listener] for privacy information.

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.