Jun 27, 2026

16 min

Lessons from 850 Land Deals with Drew Haney

Land flipping may be one of the most misunderstood real estate niches.

In this episode, Drew Haney explains how investors acquire discounted land from owners who value convenience and speed, solve problems that make properties difficult to sell, and then resell those assets closer to market value.

Drew shares his journey from Army officer to land investor, explains why he moved from flipping land to funding operators, and provides real world examples of both successful deals and painful losses.

If you have ever wondered how land investors create value without major construction projects, this conversation breaks down the process in a practical and easy to understand way.

Key Topics

  • How land flipping works
  • Why sellers accept below market offers
  • Transitioning from operator to funder
  • Evaluating land opportunities
  • Avoiding major losses
  • Funding land investors
  • The importance of underwriting
  • Scaling a niche investment business

Guest Information

Drew Haney

Founder, Rooster Capital

Website: Rooster Capital

Call To Action

To learn more about Drew Haney, land investing opportunities, or Rooster Capital, visit Rooster Capital.

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