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March 14, 2025 26 mins

Is now the right time to invest in real estate, or are we on the verge of a market downturn? In this episode of the Real Estate Investor Podcast, we sit down with seasoned investor Jeremy Roll to unpack the state of real estate investing in today's economic climate. Jeremy began investing in 2002 and left the corporate world in 2007 to pursue financial freedom through passive income. He now manages a network of investors and is also a co-founder of For Investors By Investors (FiBi), where he shares his extensive knowledge of low-risk, predictable investment strategies. In our conversation, we discuss market cycles, risk management, and the strategies that have kept him ahead of economic downturns. He talks about the warning signs he saw in 2020, why it was an overheated market, and the dangerous reliance on floating-rate bridge loans. We explore the role of economic cycles, the impact of interest rates, and why sticking to a disciplined investment framework is crucial. We also delve into how multifamily construction trends might delay a recession, what asset classes have the most future potential, and much more. Join us to discover how passive investors should educate themselves, avoid common pitfalls, and navigate market uncertainty with Jeremy Roll. Tune in now!


Key Points From This Episode:

  • Jeremy's background in corporate America before transitioning to full-time investing.
  • He explains the early warning signs in real estate he noticed during the early 2020s.
  • Unpack the current challenges in real estate investing and how he overcame them. 
  • Uncover the pros and cons of exiting deals early versus staying in the market longer.
  • How money printing causes market distortions and how this impacted real estate.
  • Learn about a set investment “box” and how to stick to a strategy despite market hype.
  • Why investors should avoid deals that don’t fit a disciplined investment framework.
  • Hear why his biggest win for the year was avoiding floating-rate bridge loan investments.
  • Jeremy shares his outlook for real estate in 2025 and beyond. 
  • Explore the role of interest rates and the cautious approach to managing inflation.
  • Acceleration of an economic slowdown due to government job cuts and policy changes.
  • Find out about what asset classes to invest in and valuable resources for passive investors.
  • Tools and strategies that help Jeremy be a better investor and to contact him. 


Links Mentioned in Today’s Episode:

Jeremy Roll on LinkedIn

Jeremy Roll Email

FiBi Capital

Episode 96: Bullish or Bearish, with Jeremy Roll

Invest Smart

Calculated Risk Blog

ShadowStats

Asset Management Mastery Facebook Group

Break of Day Capital
Break of Day Capital Instagram

Break of Day Capital YouTube

Gary Lipsky on LinkedIn

Joseph Fang on LinkedIn

Mark as Played

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