The ROI Masterclass

The Brutal Truth About Selling Land Nobody Wants To Sell


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The Brutal Truth About Selling Land Nobody Wants To Sell!

From Accidental Beginnings to Multi-Million Dollar Land Deals | Bill Short on Real Estate ROI, Strategy & Mindset


In this episode, Bill Short, President and CEO of Red Elk Land Company, shares his journey from a small-town Kansas upbringing to leading one of the top land development firms in Florida, Mississippi, and Kansas. Discover how he turns overlooked land into thriving developments, navigates complex deals, and builds lasting relationships, all while staying true to his values.


Whether you’re a real estate investor, developer, or aspiring entrepreneur, this episode is packed with actionable lessons on land acquisition, ROI strategy, market trends, and the mindset needed to succeed in real estate.


What You’ll Learn in This Episode:

How serendipity and curiosity led Bill into real estate

Turning fear, rejection, and lack of connections into growth

The human side of land development: working with sellers, farmers, and developers

Key trends in Florida and nationwide land development

The mindset that separates successful developers from the rest



Video Chapters / Timestamps

0:00 – Introduction: Meet Bill Short, Land Development Expert

2:10 – How a Serendipitous Path Led to Real Estate

6:45 – The Human Side of Land Deals: Listening to Sellers

12:30 – Overcoming Fear and Rejection in Business

18:50 – Trends in Land Development & Redevelopment

25:15 – The ROI of Land & Strategic Deal-Making

32:40 – Lessons from Navigating Complex Deals

38:00 – Bill’s Key Advice: Enjoy the Journey

42:10 – Closing Thoughts & Takeaways



Don’t miss this behind-the-scenes look at land development and real estate investing.


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🎙 Bill Short shares his thoughts and experiences, offering valuable insights.


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The ROI MasterclassBy Liat Siegel