The David Greene Show The David Greene Show with Jeremy Hunter| Episode 97
Nov 14, 2025
Jeremy Hunter, a seasoned property manager and real estate investor with over 20 years in the industry, shares his journey from a real estate agent in Hawaii to running a successful property management business. He reflects on his early financial choices, regrets about missed investment opportunities, and insightful lessons learned from the 2010 market crash. The conversation explores effective strategies for choosing a property manager, the relevance of word-of-mouth in today's market, and the potential impact of AI on real estate transactions.
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Episode notes
Compare Total Fees, Not Just The Rate
- Read fee structures closely instead of comparing headline percentages to avoid hidden charges.
- Compare total costs including placement, renewal, inspection, and maintenance markups over time.
Stated-Income Loan Turned Short Sale
- Jeremy bought a triplex with a stated-income ARM in 2006 expecting to rent units and refinance later.
- The 2008 crash forced a short sale, wiped savings, and taught him to keep more cash reserve.
Reputation Can Drive Bad Financial Choices
- Reputation fear drove Jeremy to short-sell rather than wait for loan modifications that later helped others.
- Ego and reputation concerns can force premature financial decisions with long-term cost.
