EPISODE · Aug 24, 2026 · 48 MIN
310. Think Probabilistically: How to Never Lose Investor Money in Multifamily (Andrew Cushman)
from Real Estate Investing School Podcast
Joe Jensen sits down with Andrew Cushman, founder of Vantage Point Acquisitions, a former chemical engineer who left his corporate job in 2007 to flip single-family homes in Southern California — never losing money on a flip even through the crash — before pivoting to multifamily in 2011 and going on to syndicate and reposition over 3,000 units. Andrew breaks down the mindset that saved his portfolio when interest rates spiked: thinking probabilistically. He shares how locking in a 12-year fixed-rate Fannie Mae loan at 3.79% instead of chasing a cheaper floating rate wasn't about predicting the market — it was about eliminating the low-probability outcome that could take him out of the game. The conversation weaves between real estate and Andrew's life as a backcountry ski mountaineer, where the same rule applies: number one is get home safely, the great ski run is only number three. Joe and Andrew dig into asymmetric risk, why "high risk, high reward" is a loser's mentality, the 80/20 approach to building a balanced life instead of maxing out one category, why the wealthiest investors are long-term holders, where sponsors actually make their money, and the "where are you flirting with disaster?" question every investor should ask. Andrew closes with the expensive lesson a golf-course Ponzi scheme taught him: the operator matters more than the deal. Book a free real estate investing strategy call! No experience necessary. Check out the Real Estate Investing School Youtube Real Estate Investing School Instagram Brody's Instagram Joe's Instagram Andrew Cushman LinkedIn
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310. Think Probabilistically: How to Never Lose Investor Money in Multifamily (Andrew Cushman)
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