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June 24, 2025 63 mins

225: In this episode, Ajay and I sat down with Josh Pierce, a fast-rising land investor who built a high-performing business from scratch in under two years. Josh went from having zero experience and no capital—literally funding the business on a credit card—to now running a team of nine and generating six figures in monthly gross profits.

(Show Notes: REtipster.com/225)

What makes Josh especially fascinating is his unconventional but wildly effective approach to gaining trust from sellers. He sends gourmet cookie boxes. No joke. This “cookie closer” method has helped him win deals that most land investors would have lost.

We dig into everything, from how he transitioned from fitness coaching to land investing, what he learned from taking massive risks, building and scaling his team, and his unique take on building trust with sellers. Josh also shares the truth about texting vs. direct mail, his hiring strategy, and what most new land flippers are getting completely wrong.

If you're serious about scaling your land investing business or just want a new way to approach sellers, you need to hear this.

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