Entrepreneur School (In the AI Era)

Entrepreneur School (In the AI Era)

Entrepreneur School in the AI Era is a podcast for experienced business owners who’ve already built something meaningful and are now figuring out how to work in a world where AI is suddenly everywhere. Hosted by Kelly Sinclair, award-winning marketer turned AI platform co-founder, the show explores how to integrate AI in practical, human-centred ways without sounding like a robot, losing touch with your unique gifts, or dismantling the business you’ve already built. Kelly originally adopted AI to elevate her work in marketing and visibility but quickly realized it was reshaping far more than she ever expected, ultimately transforming her entire business. This podcast is about navigating that reality together. Because AI isn’t a one-time upgrade. It’s an ongoing shift, and there’s both a right way and a very wrong way to use these tools. Expect strategic conversations, AI-forward guest spotlights, and honest perspectives on how to evolve with intention, protect what matters, and stay grounded as the way we work continues to change.
Goodbye Custom GPTs. What’s next?
Entrepreneur School (In the AI Era)September 29, 2026
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23:4616.32 MB

Goodbye Custom GPTs. What’s next?

This episode is the practical guide to planning your Custom GPT migration. Your custom GPTs have a deadline. Your IP shouldn't be the thing you give up to meet it. OpenAI is retiring custom GPTs, and enterprise workspaces lose theirs on December 11. If you built GPTs for your clients or your audienc...

The Marketing Strategy AI Can't Build for You
Entrepreneur School (In the AI Era)September 22, 2026
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26:1418.01 MB

The Marketing Strategy AI Can't Build for You

AI doesn't fix a broken marketing strategy. It just breaks it faster. Laura Kendrick and I have been having low-key debates about AI for two years inside a business group we're both in, so I finally just put her on the mic and asked her what hill she'd die on. Her answer was immediate. AI is a genui...

The AI Test Every Course Creator Should Run
Entrepreneur School (In the AI Era)September 15, 2026
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36:0424.77 MB

The AI Test Every Course Creator Should Run

I got pitched by a bot. Then I put the guy on my show. Craig Shoemaker's research agent found my podcast, figured out who I talk to and why he'd be a fit, and handed him the shortlist. Then Craig wrote the email himself. That distinction is the whole episode. He coaches education entrepreneurs, whic...

The AI Opportunity Most Experts Are Missing
Entrepreneur School (In the AI Era)September 08, 2026
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43:4935.1 MB

The AI Opportunity Most Experts Are Missing

Most experts are thinking about how AI can make their content faster. I’m far more interested in what happens when AI helps your clients actually use your expertise. Today, you’re hearing me on the other side of the microphone. This conversation originally aired on Ellen Yin’s Cubicle to CEO podcast...

Coaches Need to Know This About AI
Entrepreneur School (In the AI Era)September 01, 2026
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31:4821.84 MB

Coaches Need to Know This About AI

Jasmine Jonte runs CRE8TION, a done-for-you program design agency that's built 160 programs and reached more than 100,000 students.This whole conversation revolves around one question: now that anyone can generate a course outline in ten minutes, what are people actually paying for? Her answer is th...