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!)
On Purpose with Jay Shetty
iHeartPodcasts
4.8 • 28.5K Ratings
🗓️ 30 July 2025
⏱️ 71 minutes
🧾️ Download transcript
Summary
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.
Transcript
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| 0:00.0 | This is an I-Heart podcast. |
| 0:04.4 | This week on Dear Chelsea with me, Chelsea Handler. |
| 0:07.7 | Marin Morris is here. |
| 0:09.3 | You came out of a marriage. |
| 0:11.2 | You came out of quote-unquote country music. |
| 0:13.7 | And you had a huge growth spurt from what I can tell. |
| 0:16.9 | I was expanding and growing at a really fast pace. And yes, you could throw motherhood and the |
| 0:24.7 | postpartum thing, learning about myself. There were a lot of like identity crises going on, |
| 0:29.3 | but I realized like I can't look back and slow down for people. Listen to Dear Chelsea on the |
| 0:35.7 | Iheart radio app, Apple Podcasts, or wherever you get your |
| 0:38.8 | podcasts. Have you ever felt like there's something bigger you're meant to do, but you have no |
| 0:46.9 | idea where to start? Do you have an amazing idea for a product or a company? Or you've come up with |
| 0:53.6 | an incredible solution to a problem |
| 0:55.4 | you feel could help people, but don't know what to do with it. Or maybe you're stuck at a nine |
| 1:01.2 | to five right now, which is really a nine to nine, which is just funding someone else's dream. |
| 1:07.0 | When you could be building your own, recent reports show that 19% of the US adult population |
| 1:13.4 | is actively engaged in either starting a new business |
| 1:17.2 | or currently running one. |
| 1:19.3 | Whether you've been thinking about starting a side hustle, |
| 1:23.2 | quitting your job and building a company of your own, |
| 1:26.1 | or whether you're in the process of doing it, |
| 1:28.4 | this episode is for you. You're going to hear directly from five of the best entrepreneurs that I know. |
... |
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