Ritter on Real Estate
A front-row seat to real estate experts as they give their top advice, strategies, and tools to help you become a better passive investor. I break down their insights into practical steps, so you can take action. This show is for anyone who wants to Passively Invest like a Pro!
Ritter on Real Estate
Probabilistic Investing and Fixed Debt Wins ft. Andrew Cushman
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On this week’s episode, Kent is joined by Andrew Cushman. Andrew shares his journey from chemical engineer to full-time multifamily investor, with more than 3,000 units syndicated and repositioned. He explains why chasing “rough C” properties created more risk and headaches than reward, why class B assets offer the best risk-adjusted returns, and how probabilistic thinking guides his underwriting and debt strategy. Andrew also dives into the importance of fixed-rate financing, downside protection, and why he takes pride in never losing investor money even through volatile cycles.
Where to find Andrew:
LinkedIn: https://www.linkedin.com/in/andrewcushmanvpa/
Website: https://vpacq.com/
Key Takeaways
- Don’t get stuck doing everything yourself—hire earlier to scale smarter.
- Class B assets often provide stronger long-term returns with fewer operational headaches than older class C properties.
- Think probabilistically: account for non-zero risks (like rapid rate hikes) and eliminate them where possible.
- Fixed-rate debt and properties that cash flow from day one provide critical downside protection.
- Always underwrite conservatively with cap rate expansion and realistic rent growth to create “lots of ways to win.”
Books mentioned
- How to Win Friends and Influence People — Dale Carnegie: https://www.amazon.com/How-Win-Friends-Influence-People/dp/0671027034
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Production by Outlier Audio