Nathan Barry
Design, Business, Life
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Latest posts
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The Newsletter Is Dead. Here’s How To Survive AI Agents | 152
What happens to your newsletter when the first thing to read it isn’t a person, but an AI agent? For anyone who has built a business on email, that shift is coming a lot faster than most of us expect. I sat down with Dan Shipper, co-founder and CEO of Every, a company that…
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Why Community Beats Followers (And How to Build One) | 151
Do you want to know how to get into rooms with people who are several levels above you? Jayson Gaignard is the reason about 50 of my favorite entrepreneur friends are in my life. He’s the founder of Mastermind Talks, an invite-only community for entrepreneurs, and the author of…
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AI Can’t Copy This: Why Every Creator Needs an Origin Story in 2026 | 150
The story you leave out of your content could be the reason someone connects with your work. I sat down with Philip McKernan, author of One Last Talk, who has helped Olympians and World Cup athletes and consulted with the US Army and the Pentagon. We get into why your origin…
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The #1 Way to Grow Your Audience in 2026 | 149
Most creators try to grow by posting more. More content, more platforms, more hours. But the biggest creators and thought leaders grow in a very different way, and most of it happens behind the scenes. I sat down with Domonkos “Doma” Eross, founder of Flowin, a creative agency…
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How to Build an Unforgettable Personal Brand | Chris Do | 148
Personal brand has become one of the biggest buzzwords in the creator world. Creators everywhere are launching offers, building funnels, and posting consistently, yet very few are creating something people actually remember. I sat down with Chris Do, Emmy award-winning designer…
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Forget Courses, Sell This in 2026 To Make 7 Figures | 147
The online business world is changing. People have more information than ever at their fingertips, and the business models that many creators started out selling aren’t converting the way they used to. I sat down with Jasmine Star to talk about why traditional courses and…
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$300M+ Founder: What Nobody Tells You Before Selling Your Business | 146
Should you sell your business, or build it to own forever? Ankur Nagpal sold Teachable for $250 million and Carry for $76 million. I bootstrapped Kit and turned down a $200 million acquisition offer from Spotify. We took very different paths as founders. I sat down with Ankur to…
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$100M YouTube Lawyer Reveals How to Protect Your Channel in 2026 | 145
What does it take to turn a YouTube channel into a valuable, sellable business? That’s what I wanted to explore with this week’s guest, Tyler Chou (aka The Creators’ Attorney). Having spent 20 years as an entertainment attorney at giants like Disney and BuzzFeed, Tyler now…
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How to ACTUALLY Sell a Creator Business | 144
What does it actually take to sell a creator business? That’s what I wanted to get into with Pat Flynn and Liz Wilcox, who sat down with me to share some big news. After 18 years of building Smart Passive Income, Pat has officially sold the business – and Liz is the new owner.…
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How the Author of Atomic Habits ACTUALLY Makes Money | James Clear | 143
When James Clear last spoke on the Craft & Commerce stage, Atomic Habits hadn’t even been released. Now, it’s sold over 30 million copies worldwide. I was delighted to welcome James back to the same stage 8 years later to unpack what he’s learned from creating one of the…