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Reading: The End of Easy Land Deals w/ An Undercover Millionaire Land Investor
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Stay Current on Political News—The US Future > Blog > Realtor > The End of Easy Land Deals w/ An Undercover Millionaire Land Investor
Realtor

The End of Easy Land Deals w/ An Undercover Millionaire Land Investor

Olivia Reynolds
Olivia Reynolds
Published March 16, 2026
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A few years ago, JB was running a seven-figure land investment business based almost exclusively on direct mail and blind bidding.

Now? Things have changed.

In this episode, we talk honestly about what’s no longer working in land investing, why “sending more mail” isn’t the answer, and how JB went from small land investments to large subdivision deals and million-dollar acquisitions.

We’re talking tighter margins, increasing competition, double closings, collapsing ROAS, and the uncomfortable questions most domestic investors ask privately but not publicly.

This is not an exaggeration. It’s a real conversation about how to adapt your real estate strategy when the market changes.

If you’re a land investor thinking about investing in land or questioning your current business model, this episode will give you a lot to think about.

Links and resources

Key takeaways

In this episode, you will be able to:

  • Hear why a seven-figure domestic investor can no longer recommend the business the same way he used to.
  • Learn what specific changes JB made when direct mail went down and why cutting costs was a relief.
  • Find out the size of the deal and the shift in strategy that turned JB’s struggling business around.
  • Understand the tough questions every aspiring land investor should ask a guru before handing over money.
  • Find out what JB learned from purchasing two storage facilities and where he sees opportunities in the future.

Transcript of the episode

Editor’s Note: This transcript has been lightly edited for clarity.

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About the author

Seth Williams

Seth Williams is the founder of REtipster.com, an online community offering real-world guidance for real estate investors.

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