What does it really take to turn your audience into a multi-million dollar company?



Nathan Barry went from broke blogger to the founder Kit, a bootstrapped SaaS powerhouse generating $45 million a year in subscription revenue.



This episode is more than just a story.

It’s a masterclass in how creators can build real, scalable businesses, without investors, hype, or burnout.



We cover:

• How Nathan grew from $2K/month to $100K… then $500K… then $3M/month in revenue

• The Ladder of Wealth Creation and how to climb it step-by-step

• How to go from selling a $250 product to a $2,500+ product

• Why email is still the most powerful tool in the creator economy

• His framework for moving from low-ticket to high-ticket offers

• How the Flywheel Effect transformed his business and how you can build one too

• Why he turned down Spotify

• How creators can spot underpriced, overvalued opportunities



Whether you're just starting out or already have an audience, this conversation will challenge how you think about money, audience growth, and long-term success.



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0:00 Introduction

2:10 Nathan’s Backstory

5:00 Celebrities on Kit 

6:00 How to Make Great Content

8:42 Nathan's Childhood

12:23 Discovering Web Design

14:40 Writing Books

18:00 How to make a lot of money selling to a small audience** 

20:00 Email Drives Everything

24:00 Writing 1,000 Words a Day for 600 Days

29:00 Life Transformation: $60K to $250K

30:55 Ladder of Wealth Curation

34:00 From $2K/Month to $100K/Month

35:42 Almost Gave Up

38:30 Getting ill

45:30 Doubling Down on Kit

53:00 Power of Word of Mouth

1:00:00 Jumping from $500K to $3M/Month

1:02:00 Why He Rejected Spotify

1:04:00 Building the Flywheel

1:13:30 Low-Ticket to High-Ticket Products

1:14:30 How Ryan Reynolds Became a Billionaire

1:17:00 Teaching Skills to People With Money

1:20:00 Chris’ Digital Product

1:25:00 Nathan’s Non-Flexing Philosophy

1:28:40 What’s the Difference Between a Strip Mall?

1:34:00 How Reese Witherspoon Became a Billionaire

1:37:55 Final Take: What Can People Wake Up To Today?



Follow Chris: https://www.instagram.com/chrisdonnellyofficial/?hl=en 

Follow Nathan: https://www.instagram.com/nathanbarry/?hl=en