The Nathan Barry Show

Nathan Barry
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99 snips
Oct 29, 2026 • 1h 12min

The Newsletter Is Dead. Here’s How To Survive AI Agents | Dan Shipper | 152

Dan Shipper, co-founder and CEO of AI company Every, explores a future where agents read, write, curate, and manage our digital lives. They discuss voice-driven workflows, AI skills trained on editorial taste, agents reshaping long-form writing, and why creators should build apps and personalized feeds. Dan also examines the newsletter’s decline, the rise of agent-first inboxes, and how ambition, quality, and audience loyalty endure.
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103 snips
Oct 22, 2026 • 1h 28min

Why Community Beats Followers (And How to Build One) | Jayson Gaignard | 151

Jayson Gaignard, founder of MastermindTalks and author of Community Made, explores how to build high-trust communities and meaningful networks. He shares why creating your own table beats waiting for an invitation, how money, moxie, and service open doors, and how brief introductions can spark powerful relationships. They also discuss turning an audience into a true community and increasing your surface area of luck.
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111 snips
Oct 15, 2026 • 1h 19min

AI Can't Copy This: Why Every Creator Needs an Origin Story in 2026 | Philip McKernan | 150

Philip McKernan, author of One Last Talk and a coach to elite athletes, entrepreneurs, and military leaders, explores why creators need an origin story. They discuss overlooked gifts, purpose beyond fear-driven ambition, and the connection between story, gift, and impact. Philip also coaches Nathan through a revealing drawing exercise about visibility, promotion, and the people his work is meant to serve.
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78 snips
Oct 8, 2026 • 1h 8min

The #1 Way to Grow Your Audience in 2026 | Domonkos Eross | 149

Domonkos Eross, founder of Flowin and a strategist for prominent thought leaders, discusses the systems behind meaningful audience growth. They explore direct outreach, building a thought-leadership ecosystem, assembling impact-focused teams, and turning expertise into authentic content. Eross also explains why creator partnerships, newsletters, book launches, and personalized pitches can create lasting momentum.
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154 snips
Oct 1, 2026 • 1h 9min

How to Build an Unforgettable Personal Brand | Chris Do | 148

Chris Do, Emmy Award-winning designer, educator, and founder of The Futur, explores what makes personal brands unforgettable. They discuss differentiation, status, identity, and why most branding advice is really funnel strategy. Chris coaches Nathan on authenticity, finding a voice phrase, defining a meaningful nemesis, and separating personal identity from company identity. He also shares a three-part branding framework and the trust triangle.
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143 snips
Sep 24, 2026 • 1h 13min

Forget Courses, Sell This in 2026 To Make 7 Figures | Jasmine Star | 147

Jasmine Star, entrepreneur, photographer, digital educator, and founder of Social Curator, explores why traditional courses and memberships are losing traction. She reveals how hybrid offers focused on specific results can outperform information-based products, how to validate demand before building, and how asynchronous coaching scales accountability. They also discuss trust-building, personal DMs, webinars, long-form content, and creating a consistent $10K/month business.
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48 snips
Sep 17, 2026 • 1h 3min

$300M+ Founder: What Nobody Tells You Before Selling Your Business | Ankur Nagpal | 146

Ankur Nagpal, founder of Teachable and Carry, shares the realities behind selling two companies for more than $300 million. He and Nathan Barry compare bootstrapping with venture capital, building to sell versus building to keep, and the tax strategy that can protect exit proceeds. They also explore recruiting elite talent, finding product-market fit, direct sales, AI-powered content, and Ankur’s next chapter in venture investing.
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22 snips
Sep 10, 2026 • 1h 17min

$100M YouTube Lawyer Reveals How to Protect Your Channel in 2026 | Tyler Chou | 145

Tyler Chou, an entertainment attorney and creator-business advisor known as The Creators’ Attorney, reveals how YouTube channels become valuable, sellable companies. They explore legal structures, protecting intellectual property, recurring revenue, audience ownership, and reducing reliance on a creator. They also discuss private equity, predatory buyers, angel investors, channel networks, and why a sabbatical may be smarter than an exit.
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25 snips
Sep 3, 2026 • 1h 19min

How to ACTUALLY Sell a Creator Business | Pat Flynn & Liz Wilcox | 144

Pat Flynn, founder of Smart Passive Income and Deep Pocket Monster, reveals why he sold his 18-year creator business. Liz Wilcox, an email marketing educator and community builder, shares why she acquired it. They explore valuation, seller financing, recurring revenue, systems, community, personal brands, and the careful transition designed to protect the audience while launching SPI’s next chapter.
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129 snips
Aug 27, 2026 • 60min

How the Author of Atomic Habits ACTUALLY Makes Money | James Clear | 143

James Clear, bestselling author of Atomic Habits and creator of a 4M+ newsletter, breaks down how he builds timeless products and a creator-friendly publishing model. He talks about long-term positioning, scaling an author business, simplifying complex ideas, and cultivating durable entrepreneurial relationships. Short, practical conversations about marketing, publishing economics, and daily habits.

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