The Best Ever CRE Show JF 4052: Creative Deals, Investor Trust and Land Strategy ft. Clay Hepler
Oct 8, 2025
In this engaging discussion, Clay Hepler, a land investor and founder of Hepler Holdings, shares his unconventional journey from aspiring ambassador to thriving in land deals. He explains why land investing is less competitive, revealing his unique marketing strategies to reach diverse demographics. Clay dives into the importance of due diligence and transparency in investor relationships, alongside lessons learned from a challenging deal in Tennessee. His insights on scaling a remote land-flipping business and future opportunities are both informative and inspiring.
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From Aspiring Ambassador To Land Investor
- Clay started in real estate flipping and multifamily after leaving college and working for a mom-and-pop investor.
- He scaled fast but hit management and capex issues that pushed him to change strategies.
Land Is A Less Competitive Niche
- Clay chose land because it's less competitive and matched his rural upbringing and skillset.
- Land lets him build a remote-enabled business while leveraging prior knowledge of farms and rural markets.
Build A Deal-Flow Conveyor Belt
- Build a conveyor-belt acquisition system by targeting a specific seller demographic and filtering data.
- Test varied messages, refine your ideal seller profile, and convert leads with a repeatable sales process.