Jay’s Must-Listens: Want to Quit Your 9-5? 5 CEO’s Share the Exact Steps to Start Your Own Successful Business (No Business School Needed!)

Jay’s Must-Listens: Want to Quit Your 9-5? 5 CEO’s Share the Exact Steps to Start Your Own Successful Business (No Business School Needed!)

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. 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 for privacy information. Learn more about your ad choices. Visit podcastchoices.com/adchoices

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SYLVESTER STALLONE: “I Wasn’t Stupid. I Was Just Misunderstood.”

SYLVESTER STALLONE: “I Wasn’t Stupid. I Was Just Misunderstood.”

Jay sits down with Sylvester Stallone to trace the extraordinary journey from a painful, unwanted childhood to the creation of Rocky, and the $360,000 offer he turned down rather than compromise his s...

28 Syys 1h 28min

3 Science-Backed Habits That Will Make You Feel Better Every Day

3 Science-Backed Habits That Will Make You Feel Better Every Day

Drawing on seven years of conversations with leading health experts, Jay explores “complexity bias,” our tendency to believe complicated solutions must be more effective than simple ones. He breaks be...

25 Syys 33min

Ask Jay: How Do I Find My Purpose?

Ask Jay: How Do I Find My Purpose?

Jay answers three listener calls about rebuilding when life doesn’t go according to plan. He explores how to separate your authentic voice from old survival patterns, pursue a creative passion without...

23 Syys 27min

LUCY HALE: “I Was Sabotaging My Life.”

LUCY HALE: “I Was Sabotaging My Life.”

Jay sits down with actress Lucy Hale, who at 37 says she feels more comfortable with herself than ever before. Lucy opens up about letting go of society’s timelines, navigating media scrutiny and body...

21 Syys 1h 24min

Your Brain Is Addicted To Worst-Case Scenarios (3 Ways To Break The Habit)

Your Brain Is Addicted To Worst-Case Scenarios (3 Ways To Break The Habit)

Jay breaks down why our minds are so quick to jump to the worst-case scenario, from the evolutionary roots of anxiety to why uncertainty can send us into a spiral. He shares three practical ways to in...

18 Syys 35min

OPRAH WINFREY: The Life Lessons That Changed Everything

OPRAH WINFREY: The Life Lessons That Changed Everything

In a rare and deeply personal conversation, Jay sits down with Oprah Winfrey to reflect on the defining moments, hard-earned lessons, and extraordinary journey that shaped her life. Oprah opens up abo...

16 Syys 1h 30min

⁠BENNY BLANCO: The Secret to Failing Your Way to Success

⁠BENNY BLANCO: The Secret to Failing Your Way to Success

Record producer, songwriter, and music executive Benny Blanco joins Jay for an unfiltered, hilarious, and deeply vulnerable conversation about redefining success, overcoming crippling phobias, and why...

14 Syys 1h 10min

Stop Waiting For External Validation

Stop Waiting For External Validation

Jay explores how living in a world of likes, ratings, and constant feedback can make us lose touch with our own judgment. He shares five shifts for relying less on outside approval and building more t...

11 Syys 31min

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