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The Best Ever CRE Show

JF 3892: Market Cycles, Predictable Cash Flow, and Building a Durable LP Portfolio ft. Jeremy Roll

The Best Ever CRE Show

Best Ever CRE

Realestatepodcast, Entrepreneurship, Business, Realestate, Investing, Realestateinvesting, Realestateinvestingpodcast

4.8983 Ratings

🗓️ 1 May 2025

⏱️ 62 minutes

🧾️ Download transcript

Summary

On this episode of the Best Ever CRE Show, Pascal Wagner interviews Jeremy Roll, a full-time passive investor since 2002 with active investments in over 60 deals. They discuss how to strategically read market cycles, why Jeremy prioritizes predictability and cash flow over chasing high returns, and how his portfolio has evolved to favor asset classes like multifamily, mobile home parks, and senior living. Jeremy also shares his approach to cycle timing, his cautious stance since 2016, and specific tips for LPs to better vet sponsors and opportunities. This is a deep dive into patient, conservative investing and avoiding common LP pitfalls. Jeremy Roll -President - Based in: Newport Beach, California - Say hi to them at https://www.linkedin.com/in/jeremy-roll-655107 Join the Best Ever Community  The Best Ever Community is live and growing - and we want serious commercial real estate investors like you inside. It’s free to join, but you must apply and meet the criteria.  Connect with top operators, LPs, GPs, and more, get real insights, and be part of a curated network built to help you grow. Apply now at www.bestevercommunity.com Learn more about your ad choices. Visit megaphone.fm/adchoices

Transcript

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0:00.0

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0:30.1

Have you ever wondered how to read market cycles as an LP or felt unsure about when to stay

0:36.2

on the sidelines versus when to deploy capital.

0:39.3

In this episode of the passive income playbook on the best ever CRE show, we're breaking it all

0:43.7

down with one of the most experienced past investors I know in the game.

0:49.0

I am your host, Pascal Wagner, and today we're joined by Jeremy Roll, a full-time past investor since

0:54.0

2002,

0:56.0

with active investments in over 60 deals across nearly every asset class. He's known online

1:02.8

for his deep macroeconomic research, his conservative approach and his long-term thinking,

1:07.9

and he's even stepped away from several different asset classes as of 2015.

1:12.2

So if you've ever wanted a better understanding of market timing or how to improve your

1:18.7

investment decisions or how to just learn from another successful professional LP,

1:23.7

this episode is for you. I'm excited to have you on the show today. Welcome, Jeremy.

1:29.4

Thank you for having me. I really appreciate. I hope this is helpful for everyone who's listening.

1:32.9

Thanks for joining us. Yeah. So, you know, there are a couple thoughts. You said, you know,

1:38.4

this market feels a lot about, feels a lot like 2006, 2007. And I really want to get into your macroeconomic,

1:49.3

kind of like where you see the market being today. But first, I would love to go back and

1:55.1

talk about how you got here. And so I'd love for you to kind of start out with, how did you

...

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