
The Rich Somers Report You Want to be a Commercial Real Estate Investor? Make Sure You Don't Make These CRE Mistakes! | John Azar & Francisco Herrera E438
Dec 18, 2025
John Azar, a seasoned real estate investor and co-founder of Peak 15 Capital, joins forces with Francisco Herrera, an expert in distressed investments. They discuss the pitfalls of current commercial real estate investing, including the consequences of overleveraging and undisciplined underwriting. Their insights reveal how strong assets can turn into liabilities and the importance of focused capital structure. The duo emphasizes the value of relationships over deal-chasing, and share strategies for protecting investor capital by thinking like institutional investors.
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A $51M Deal That Blew Up
- Rich interviewed Robert Martinez who lost $17M on a $51M Class A deal after aggressive assumptions.
- Martinez cited Airbnb arbitrage, poor management changes, and overstretching as causes of failure.
Say No Until The Numbers Make Sense
- Say no more than yes; discipline beats FOMO in frothy markets.
- John recommends underwrite conservatively and avoid deals that don't pencil without optimistic assumptions.
Bet On The Operator, Not Just The Pro Forma
- Underwrite the operator before the asset and test how they perform under pressure.
- Invest in people you trust because execution matters more than tidy pro formas.
