
The Dangerous Lie Most Entrepreneurs Believe with LandTrust Founder and CEO Nic De Castro
From The Happy Hustle Podcast by Cary Jack
April 7, 2026 · 55 min · Episode 723
About this episode
Cary Jack interviews Nic De Castro about the realities of entrepreneurship and the importance of maintaining balance while building a startup.
In this episode of The Happy Hustle Podcast, Cary sits down with Nic De Castro, founder and CEO of LandTrust, a land sharing marketplace connecting hunters, anglers, and outdoor enthusiasts with private landowners across the country. They get into the real side of entrepreneurship, taking venture capital, navigating tough investors, building with AI, and what it actually looks like to run a startup while raising three girls. Nic's story isn't a highlight reel. It's six and a half years of grinding, learning, and slowly figuring out how to build something sustainable without losing your faith, your family, or your sanity along the way. He drops some seriously practical wisdom on two sided marketplaces, AI integration, and why your company should never become your identity. If you're an entrepreneur who's ever felt like your business was swallowing you whole, this one's for you. Nic is the real deal, honest, grounded, and genuinely passionate about what he's building. You're going to walk away with a fresh perspective on how to hustle smarter, not harder.
People in this episode
Host: Cary Jack
Guest: Nic De Castro
Topics covered
- entrepreneurship
- venture capital
- AI integration
- startup challenges
- work-life balance
Keywords
- entrepreneurship
- venture capital
- AI
- startup
- work-life balance
- marketplace
- sustainability
Mentioned in this episode
Organizations: LandTrust
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