Passive Income Pilots

#123 - Market Cycles, Debt, and Real Estate Opportunities with Hunter Thompson


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Is now the right time to buy real estate or to hold cash? 


In this episode, Tait Duryea and Ryan Gibson sit down with Hunter Thompson, founder of Asym Capital and host of Cash Flow Connections, to unpack today’s real estate market. They cover cycles, debt structures, the COVID impact, rising interest rates, and why current distress is more about financing than fundamentals. Whether you’re an LP wondering how to vet a deal or a high-income professional looking for the next big move, this conversation offers clarity on where we stand in 2025 and what smart investors should do next.


Hunter Thompson is a real estate investor, author, and host of the Cash Flow Connections podcast. With 15 years of experience and billions in transactions, he’s built a reputation as a sharp student of economics and a hands-on operator. From launching Asym Capital to navigating the toughest market cycles, Hunter shares how debt, demographics, and timing shape opportunities for passive investors and active operators alike.



Show notes:

(0:00) Intro

(2:32) Early career and 2010 lessons

(6:30) Becoming a capital allocator

(8:01) Evaluating operators and first deals

(14:02) Understanding real estate market cycles

(19:30) Interest rates and inflation impact

(26:09) Debt costs driving distress

(30:00) Buying opportunities in strong markets

(43:34) Fixed vs floating rate debt

(47:14) Outro


Cash Flow Connections - Real Estate Podcast: https://podcasts.apple.com/us/podcast/cash-flow-connections-real-estate-podcast/id1193877994 



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*Legal Disclaimer*


The content of this podcast is provided solely for educational and informational purposes. The views and opinions expressed are those of the hosts, Tait Duryea and Ryan Gibson, and do not reflect those of any organization they are associated with, including Turbine Capital or Spartan Investment Group. The opinions of our guests are their own and should not be construed as financial advice. This podcast does not offer tax, legal, or investment advice. Listeners are advised to consult with their own legal or financial counsel and to conduct their own due diligence before making any financial decisions.

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Passive Income PilotsBy Tait Duryea and Ryan Gibson

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