Living on Passive Cash Flow with Jeremy Roll, Professional Passive Investor

Jeremy, thank you for joining us. 

Thanks for having me here. Really appreciate it. I just hope that this episode is helpful for your listener. 

Oh, I’m sure I will be. It’s great to have you back on the show to get to talk with you once again, for our listeners out there who don’t know about you and what you do.

Can you give us a quick intro and your background and a few things that you’ve adopted?

Yes. And I will cut it. Try to keep it sorted. Not the bore, everybody. Uh, my name’s Jeremy roll. I’m originally from Montreal. Canada grew up there, lived about half. I left there and half my life in the. Uh, come down to the US in 98, uh, did an MBA at the University of Pennsylvania.

The Wharton School, uh, graduated in 2000 was in the corporate world until 2007, just over 10 years experience a typical corporate track, uh, where my last two jobs, as an example, I worked at, uh, the last job with Toyota headquarters in Los Angeles. The previous one was Disney headquarters in Los Angeles. So I really, really corporate track.

And, um, I started investing in passive cashflow opportunities, syndicated. Uh, in real estate in 2002, after.com crash, for those of you who remember all the way back then, uh, just for more predictability from my retirement account and just to get away from the volatility and a lack of predictability of the stock market for the long.

I rotated all my capital R investments from stocks and bonds with the cashflow between oh two and oh seven, had a last drama moment in the corporate world in oh seven with my manager Toyota at the time, and decided to take a risk and lead cause I had enough cash flow built up to live off of. And to be honest, that wasn’t like a strategy I had or a plan that I had.

I actually wanted to have the paycheck and the cash flow just more predictable retirement investing. Um, so I’ve been a full-time passive cash flow investor since middle school. Uh, but I have been investing in syndication since early 2002. Um, and, um, so I’ve been a, you know, an investor in syndications for almost 20 years now.

Um, I, uh, invest in real estate and nonreal estate opportunities focused mostly on more predictable, lower risk, passive cash flow. Uh, I’m highly diversified. I mean, over 60 LLC is right now. I’d probably been in over 150 to 200 plus opportunities in 19 years. Um, and. Um, let’s see, just very quickly. I also have my own investor group that I send, you know, very small steps that I went to investing into that group.

And people can choose to invest directly with the sponsor on the exact same terms as me. Um, I also am a co-founder of something called foreign investors by investors, which has public non-profit public investor meetings, mostly in Southern California, where we kind of have the very strong, strict, no sales pitch philosophy.

And these are in-person meetings to separate during COVID. Um, and we have, uh, we would become the largest series of public real estate meetings in California. Actually, we have over 30,000 members, and we’ve had, at one time we had over 13 active chapters a month. Now we’re probably down to, I don’t even know the exact number of five to eight.

Um, and, uh, What else? I’m also an advisor for Realty mogul, which I think is one of the loudest largest crowdfunding real estate sites in the US I’ve been an advisor with them since before they launched in 2012. Um, and, uh, just constantly networking, looking for opportunities just to full-time passive cash flow investor, essentially.

Sorry, that was so long. 

No, that’s great. And one of the things that I suppose we’ve spoken about a few times, uh, previously, one of the things I just realized now is the time of your retirement. You retired just before. The great recession and from the sound of it didn’t go back to the corporate world, despite all the, you know, the hullabaloo, I suppose, going on in the real estate market.

That’s, that’s interesting. You made it through. 

Yeah, so actually what’s interesting is that when I left the corporate world, it was June of 2007. I left and then my wife was leaving her job because we were

pregnant at the time. So we were like a first kid coming up in the, in the fall, uh, which was October.

My wife left her job full-time I left my job full-time but we had, like, we were at over two X cost of living in cash flow, which was really important to me. And I gave myself two years of runway to see how it went. I actually anticipated a downturn in that I stopped investing for the most part as of 2005, um, in terms of just cyclical timing.

So it was a three-year slog while what kind of being on the sidelines except for unique options. Uh, I had real estate and nonreal estate. So I continue to make investments. Some of which were not real estate during that time. I’m kind of going through a very similar phenomenon right now, you know, in the last two to three years, even just pre-pandemic, um, really been on the sidelines since 2017, except for unique opportunities.

Um, and just waiting to see what happens here once this, once we get an adjustment if we get an adjustment at some point. Um, and so it was an interesting time, but I wasn’t worried because I had so many sources of cash. Yeah, and it could have taken a 50% hit on the cash flow and still been okay. So that coverage ratio was really, really key at the time, but I also anticipated that was going to happen.

So that’s a very interesting, you know, that that kind of maybe echoes today, like you said, with, uh, you’ve been on the sidelines sort of since the, since 2017, you’ve been investing in unique opportunities and here we are, we’re talking toward the end, uh, of, of 20, 21. And hopefully, toward the end of the pandemic, we see a lot of things like eviction.

Ending, but there’s so much uncertainty on the horizon. Has there kind of always been some level of uncertainty, but I’d like to learn, I guess, what have you been looking for lately? And I, you know, if you’re looking into your crystal ball, what do you think is coming in the future? Are you seeing another, you know, calling the next great recession, they are the, you know, is the news not quite that dire?

Yeah. Great question. So it’s very complicated right now because the government between the pandemic, the crazy amount of stimulus we had, there was pandemic. Um, you know, the government printed a lot of money that essentially put money in people’s pockets to spend. It was artificial. That appears to now come to an end.

Living on Passive Cash Flow with Jeremy Roll, Professional Passive Investor

At least if you look at the infrastructure bill they’re currently trying to negotiate, right. Um, to pass the interesting thing about that is that, unlike the pandemic spending that was, um, very immediate and meant to have people have money immediately. Infrastructure builds like a 10-year type of outlook, right?

So that money will not come into play and be effective and have an effect on the economy for the first six to 12 months. And then after that, it’s really a long-term effect on the economy. It’s a very different type of stimulus. So I believe that a short-term stimulus is probably mostly behind us.

You can’t rule out another stimulus situation just because of the approach the government’s taken. But assuming that it doesn’t happen, what I currently am waiting on right now is what happens now that the stimulus is waning right in the fall of 2021. When we’re talking, what is spending a lot of? Uh, going forward in the next 12 months, what is the eviction?

A moratorium is being listed in most areas. I’m in LA and they’re still actually in effect, but in most areas, there are lifted. What is that going to look like in the next six, 12 months with evictions, knowing there’s going to be a backlog of evictions in the courts, uh, for, you know, a lot of, it’s going to take a time for us to see what happens most importantly, what does the GDP and spending on the look like?

Are we actually gonna have? And the adjustment in the stock market, a possible adjustment in this stuck in the economy that was basically everything’s been postponed, right? So all this money printing, postponed, what should have been some type of adjustment. So in my opinion, we haven’t had an end of the cycle yet.

The government postponed it. Once we have it on a cycle, how bad is that going to look? Is it going to be minor? And then what impact will that have on liquidity, on investors coming to the table to invest in asset prices? So all these uncertainties for someone like me, whose very low risk is equaled weight, right?

And so, except for unique situations or shorter-term investments, I’m waiting. Um, so that’s my, that’s my very long answer to what I’m doing today. Now. I had a very specific plan for 2021. Um, um, like what I was targeting and what made sense to right now. Um, and then I’m going to reevaluate that beginning in 2022 for next year.

So if you want, I can get into that and what I did this year, but, um, you know, that’s going to change or be reevaluated at the end of. So awesome. 

Yeah, I’d love, to get into it. And I think one of the things that we were talking about getting before we started recording was when newer investors hear a veteran say that they’re on the sidelines, they’re waiting the newer investors take that as an indication that they should stay out of the market entirely and not even look at opportunities.

Whereas from my observation, my personal experience, and knowing so many veterans, when it veterans say I’m sitting out of the. That actually means they’re still looking at stuff they’re still making offers if they’re an active investor, but there maybe be a lot more conservative than they used to in the past.

Or they’re just not moving forward with closing things, but they’re still involved. They still know what’s going on in the market. And I think that’s very, very different and an important kind of clarification to make for, for folks out there. Yeah. I think you’re 100%, right. 

So when I say I’m on the sidelines, what I mean is that my volume is much lower, but I’m looking for unique options.

Like, I like using extreme examples to make a point. If somebody were to sell me the property on rodeo drive in Beverly Hills, it’s a hundred percent occupied for a dollar. I’m buying it today. I don’t care what I think the outlook is. Right. So, you know, but it’s an important point though. Nonetheless. I have been I’ve made it.

I was telling you, well, before we start recording this, I would tell you, I’m not looking at any regular multifamily deals right now, or any asset classes, any regular forget. Multi-families shouldn’t even say that any market-rate deals across anything in real estate right now is a challenge for me because I’m waiting to see if there’s going to be price, adjustments.

That being said, I have probably made five to eight multi-family investments in the last 12 months. But they’ve all been unique. They’ve all been either low-income housing tax credit or tax abatement deals that are designed to either have less than an adjustment or to shield against potential adjustment and rents or that type of thing.

And they have some built-in equity at closing, as opposed to like a value-add plan necessarily that has some, uh, execution risks. So, and. I’ve been doing a ton of hard money. So on the single-family side, I’ve done, I actually had done two and a half times more hard money than I did last year, just because of supply and demand and balance got so out of whack where there was such a small supply versus demand and prices went up that as a real estate investor that makes for a fantastic risk-reward scenario this year.

The best one I can think of since the last downturn, right? So I literally went two and a half X more hard money this year than the last year went very overweight. But now I’m going to reevaluate at the end of the year on we’re about to get some payouts. I’m going to take that money off the table. Wait a couple of months, take a look at supply-demand and reevaluate.

What should I do for next year? Right. So that’s another really good example of something. I went really hard on real estate that made sense at that time, but it was a shorter term. Um, and so the bigger point that you’re making is that there are always opportunities out there. You always need to continue to look.

There are always unique situations that can still make it. Despite market rate stuff, is questionable. And that’s where I land right now is market rate stuff was questionable. Um, I’m also doing some non-real estate stuff, but, uh, you know, I think is not subject to asset price changes where I think that the cash flow is predictable, regardless of whether there’s a recession or at least has a high probability of continuing.

And so that stuff can make a lot of sense right now. So there’s a lot of different options out there, but you have to be careful to your point in that, what that means is that I am doing lower volume. 

So what are those other things that you’re doing nonreal estate stuff? What does that include? 

Sure. So, um, just some examples of stuff I’ve done recently.

I just invested in ETM. I’ve been investing in ATM machines since 2008. So I have a long history of understanding the market. Um, I actually paused my, uh, ATM investing when the retail closers happened and waited until there was a vaccine available to start to be distributed. Because in my mind, once the vaccine was actually starting to become wildly distributed and used retailers were gonna eventually reopen and that risk society, because you’re dependent on transaction volume at retail stores for that to occur.

Right. So for me as an ATM investor, I’m not worried about the next 12 months. Or like major retail closures. I personally think most of those are behind us. And all I have to worry about is will it be enough to sustain transaction volume if there’s an economic downturn to maintain, um, the type of returns that I’m expecting in that asset class.

Right. What’s interesting about that particular asset class. The machines themselves depreciate to almost zero just electronics and a case. So I am not at all worried about price adjustments. Right. All I have to worry about is, is the cash flow going to be there, and is the execution going to be good? So totally different set of criteria to consider at this timing, versus when you’re embedding in a hard asset, for example.

Right? So that’s one investment, right? Pretty heavily since the, uh, retail has reopened. Um, another one that I made is debt-related, uh, to do with, uh, uh, receivables associated with attorneys. Right? And that’s for stuff that I think that, um, the public is going to continue or their close clients are going to continue to pay on despite the downturn, just because of the cost-benefit of what the particular niches, um, what else I’ve invested in a couple of startups.

Those are, I’m not looking for any of those that are that always happens when I have to make a bet on some. And I think the business model is interesting and lean up. What something people don’t know is some of the most opportunistic times to start a company is during a downturn because you have your most selection of employees, potential people to hire, and the highest availability of talent at the lowest price.

And you also get to start your business when you’re not spending as much marketing dollars testing in a cheaper way. There are fewer people, money is being spent on marketing at the time. And then you can actually ride the wave cause it startup takes years to really build, and then you can ride the wave of that actual, uh, economic cycle from the start.

So, um, I’m not looking for any, I don’t proactively consider those right. One of the founders typically, but those have come up in a couple of sentences. And so I’m actually about to invest in one of them right now, as an example. And that’s clearly not for cash flow. That’s 100% speculation to like 1% of what I do.

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Um, And there’s been some other stuff too, but I’m always looking at so many different things because of the size of my network. That it’s a, there’s this kind of stuff coming to me all, all over the, 

Hey, it sounds like a good problem to have. Now. One of the things I, you know, we haven’t touched on so far, but I think you’ve actually briefly mentioned it is just all the money printing out there.

I mean, the federal government has. An enormous amount of dad. And at least when we’re talking right now, this future spending bill hasn’t been decided on, but it’s going to be enormous and it’s going to be paid for on the credit card. Just like everything the federal government’s done for the last 20 years.

Yes. There might be some tax hikes that 10 31 might be limited or go away. I doubt the extent that a lot of that is going to happen, but you know, there are some folks in this space that talk about the potential for a dollar crisis. What do you think? Yeah. 

Um, I’m not going to address the dollar crisis that much, because I am not a big believer in like, yeah, the dollar can continue to weaken, but I don’t think there’s going to be a quote-unquote crisis.

Um, because I, you know, we may have an economic downturn, but there’s never really a true crisis in the dollar when that happens. It could weaken in constraints, in different parts, depending on when people get scared or not. But, um, my bigger concern about the economy is longer-term because of the money printing, not in the shorter term and what I mean by that.

If you take a look at Japan since the nineties, they’ve struggled with their economy and they basically ended up in huge debt to GDP challenge that they’ve not been able to get out of. And all they’ve done is continue to print money and buy assets as a result. So for example, the Japanese government owns over 40% of all stocks in Japan.

Okay. Yes. So if you think about us. The fed has purchased corporate bonds. They’ve purchased mortgage bonds, but they haven’t started purchasing. As some people say they’ve started purchasing stocks, but there’s no public disclosure to that, I think, but we’re, we’re like heading down what Japan has gone down at desperation for politicians to keep things together in a flow.

And so if you look at the debt and what it’s already done to our economy and our growth over time, um, you know, back in the two thousand we had. But it is probably like an average NLI GDP growth potential of about 4%. Right. And then once we had our downturn, I printed a lot of money in the last downturn.

Relatively speaking in 2008, nine are because of the additional debt and the overhang and the cost of the debt during the entire decade of the 2000 tens, it re uh, re resulted in our I, my opinion, and a maximum, uh, GDP annualized growth rate of about 3%. And that’s why when you saw the president. Just saying, like I’m going to get the 4%.

He kinda likes through stimulus money at the economy in 2018, when most people don’t choose to do that, he never got over that 4% mark or even that 3% mark because the debt overhang was there and it was just math. Okay. Just what the possibilities were now with all this enormous money printing, what I’m expecting once this, all this normalized, and we start a new site.

Um, I’m expecting one to 2% maximum GDP growth potential for each year and then the next cycle. Okay. Um, and, um, so I think on an average year we’re gonna have one to 2% GDP growth. I think it’s very difficult to actually get above 2% GDP growth, even with the stimulus they’re employing because of all the.

And I think it’s also going to be, I know this is kind of a bold statement, but I am concerned that it might be our last normal cycle. What I mean by that is that Japan, if you look at what goes on there, they’re constantly fighting between negative and positive 1% GDP. And that’s because they have so much debt that you don’t know in one quarter if you’re going to be negative or positive because of debt, the overhang is causing the economy to real language.

They have so much, so many payments on that debt, and the government spending can’t go towards more productive things. So. I feel like if we do go through this 1% GDP potential, and then we have a downturn and the government continues to print money and there’s more debt overhang. That’s how you end up in this negative deposit at 1% GDP growth.

And that’s how you end up in a position where you wake up as an investor at the beginning of the year. You don’t know if you’re going to be negative or positive GDP growth in that. You have less predictability and that becomes an entirely challenging and different investing environment. So, um, you know, how you and I wake up in a given year in this past cycle between 2010 and now that you say to yourself, the US is going to have positive, positive GDP growth or in a growth cycle, it’s probably going to be plus two plus three plus four, whatever you think it might be positive.

Yeah. You can count on that as a very high probability. Well, if you take that entire thesis of. It is a completely different investing cycle and, and thesis. And for someone like me, who looks for predictable cash flow to live off of that as a huge problem, because if we have negative 1% GDP growth in a given year, how do I know I’m going to get positive growth in my cashflow and actually positive cash flow from the buildings?

I mean, it’s very challenging to know that rent growth will necessarily increase which may not be possible when GDP is negative. So. I think this I’m very concerned about. This is our last, uh, very predictable cycle where I could wake up in any given year and we’re going to have positive GDP growth. And that I think is going to change how I’m going to have to invest in the future.

When I think I’m going to have to do is go from being a cash flow investor, which is really what I love. And that’s what I focus on to being more of an appreciation investor where so much money, the government’s so desperate to prop stuff. That it may not experience GDP growth, but it may be able to purchase assets like the Japanese government has done and continue to prop the assets up.

Now, the GDP, uh, the asset pricing has not been so obvious in Japan. They’ve gotten to the point where, you know, if you look at their stock exchange, I think they still haven’t recovered from 1990 levels. I could be wrong about that, but I’m pretty sure they have not gotten to break. So think about that 30 years.

And so, um, that’s how it kind of, that’s why they own 40% of stocks. And so I think that we will eventually get there. That’s kind of an invite. It’s just a matter of what happens. If you print too much money, they don’t really make the public aware of the debt overhang and how it impacts GDP and all this, everyone just thinks, oh, we’re printing money.

There are no consequences, but there are. It’s like using a credit card today to buy your dinner and saying that, oh, we’re just going to put this on the credit card, but there’s never going to be a payment. That’s not the way it works. You have to pay interest and that, and when you pay that interest, you have less money to spend on something else, you know, and that’s, what’s happening to the US government.

So, um, very long answer, but I think it’s important to investors to consider that, to research Japan, to see where we may be. To create their own opinion. And I’m not a financial advisor, this is my own opinion as an investor. So I’m very worried about that. And I’m going to do what I can to kind of take advantage of this last cycle when it starts because I’m concerned about the future of investing after that and whether our cash flow would be really easy and, or predictable.

Interesting. I wonder how the, you know, we have, uh, maybe larger Mac macro issues aside in many say American cities. We, we did just have a serious housing shortage. It just is what it is. There are more people now than there are housing units. And then over the next five to 10 years throughout that same cycle, assuming that population growth continues.

It’s going to be, the shortage is going to be even greater. And unless that trend changes, those of us who are investing, buying say multi-families or housing in those markets, we’re buying scarce assets. And that to me seems like a, uh, a good formula. Now there are obviously risks in there, but I think it’s good to at least be starting from a position of.

Acquiring, uh, scarce assets that cashflow with appropriate leverage and, uh, things along those lines. But I suppose maybe that’s getting a little, um, significantly more granular, granular than what you’re talking about, and maybe that’s still in the appreciation play. Direction, like you were saying, you might go down the road.

Exactly. That is focused on appreciation, which I have confidence in, in the long term I’m uncertain about in the short term. Um, and, but I actually think that that’s going to be the play that more and more people are going to have to focus on. I personally believe that the government’s going to have to reduce interest rates over time, not necessarily in the short-term, but in the longer term to keep everything afloat, especially because they’re paying interest on all that debt that they’re issuing.

And as rates get lower, lower, our caseloads are going to get less and less than. And frankly, the other thing that’s going to pile on to that as I was talking about before is what happens when you don’t know GDP is going to be positive negative in a year and there was negative. And now you can’t really increase your rents as, as much as even if at all.

Cause it could be a recession. There could be a random recession in a year as opposed to getting a recession at the end of it’s likely gonna have one, you know, every two or three years randomly. And so, um, what happens there is that your predictability of increasing prices is much more challenging inflation that will.

And that’s a problem, right? So you’re fighting against that and you’re probably going to continue to benefit from low-interest rates, uh, propping up asset prices. And that’s why I’m saying, I think I’m going to have to eventually shift from focusing on cash flow to appreciation, which just, I hate as a concept and I don’t need it, meaning that it’s a bad thing.

And there are a thousand ways to invest. Everyone has to invest how they want and everyone’s got their own style, but that goes against my personal style and comfort level. So I’m anticipating that’s going to happen. 

So, well, cash flow is the cash flow approach. Is that mailbox money way, which definitely, uh, the same superior to me.

If you’re, if you’re looking at the two of them, but that’s a huge topic and there there’s so much in here. I have so many more questions. I appreciate you coming back on the show right now. We’re going to take a quick break. All right, Jeremy, I’ve got three questions. I ask every guest on the show. Are you ready?

I’m ready. Great. First one. What is the best investment you ever made other than in your educator? 

So best true investment I’ve ever made, which I know is kind of like a cop-out because it’s not what we’re talking about today, but there the real true answer is a startup. Um, I’ve invested in a few startups here and there.

I’ve been very lucky on a couple of them. Um, I think I’m currently at about a hundred X on that startup, uh, and it’s continuing to grow. Um, I have another startup I invested in it’s currently at 80. So, um, you know, I don’t put a lot of money into those startups that very high risk, but those are the best outcomes I’ve had now.

I’ll ask you off-air who that was. I have one startup. I have one startup investment in myself that I made relatively recently.

And, uh, I see it as exceedingly speculative, but I believe in the company. So, yeah, we’ll see, we’ll see where that goes. But this is not just a real estate show. That’s mostly what we talk about, but I’m certainly not biased against, uh, talking about other assets. We have the best investment. Now we go to the other side of that coin, the worst investment.

What is the worst investment you have ever had? 

made? That’s easy actually. So, uh, the same topic. Um, I have, um, invested in a number of startups that have gone to zero. Um, and it’s interesting because I’ll tell you what the learning was in, in 2006. I invested in a bunch of startups where, you know, I thought that, I mean, to me, startups, even more, interesting than real estate and that they don’t, they don’t provide cash flow, but they’re just exciting.

And they’re unique. I love hearing about business models. And so what I did back then is I focused on ideas and I said, this sounds like a great idea. The team looks good enough. I’m going to take a risk at it. Right. That’s what a VC does. Um, and a lot of those went to zero. And what I learned from that. I didn’t know the team that, well, they look good on paper, but they didn’t execute very well.

So I said, this is not the type of investing for me. I kind of took a step back from it. But when I rethought it a few years later, what occurred to me is that just like I do in real estate, I tell people the number one thing I make a bet on as a person, as a passive investor, number two is the asset. And they’re both very important, but the person’s just slightly more important in my opinion.

I know I do the same thing with startups. It’s like if I have to, I’m not, I don’t want to make any star investments. I don’t want to go to zero, but if I have someone, I just have to make a bet. That has been so successful. I know their personality and it’s like, I’d be crazy not to bet on them. And I liked their business model while.

Um, then I will go for it and I have other metrics I put into it. We’ll have a high enough return. Is it going to get big enough? Is it a risk of we’re going to be worth it? Like I’m going to swing for a home run if I’m going to go for a startup. Right. So, but once I switched that, uh, strategy 180, almost everything has gone well and started upside versus everything that went bad before.

So that was really good learning, uh, before that has really changed things. But the easy answer is I’ve had a bunch of startups go to zero. 

Good to know, good to know. Maybe I regret, my startup investment. I just mentioned who knows? We’ll say my favorite question here at the end of the show is what is the most important lesson you’ve learned in business and investing 

as a passive investor who is giving control to somebody else and everything?

I do a little. By far, the number one lesson I’ve learned is focused on who you’re making a bet on it. And I’m not just saying that because of what I just answered, but applies to even all the cashflow investing. I do. Um, I can tell you so many stories and scenarios. Who I made a bet on made such a difference in the outcome.

I mean, it’s a very simple example. You know, I, could’ve made, um, a bet on, you know, on the best asset in the best location, but if somebody runs into the ground, it doesn’t manage it properly. The keys are going to go back to the bank and it didn’t matter that it was a hundred percent occupied in the best location in the US that just didn’t matter at all.

It was, you know, and then conversely, you can be in a deal that’s challenging, but if you’ve got the right person that executing on it, taking care of the right things and covering. And you can end up with a pretty good outcome, even though the, you know, you could end up in a better outbound that scenario, that, what was it, the good deal that’s being mismanaged.

Right? So to start with, so who you’re making a bet on to me makes all the difference. And that is by far the most important message that I can convey as a passive investor.

I love it. Jeremy, it’s been great talking with you once again. Thank you for coming back on the. If folks want to reach out if they want to get in touch with you if they want to, you know, um, find a find Phoebe, where can they track down Phoebe or any of their grants, any of that great stuff, where can they track you down?

Where can they find you? 

Yeah, absolutely. Yes. So anyone’s walking with, reach out to him, happy to help any way that I can, you know, whether you’re, even if you’re a new investor experience and want to network or want to learn, uh, investor groups or, or sponsors, I’m always happy to network with anybody.

Don’t hesitate to reach out to me the best way is through my email, which is ([email protected]). 

Great. Well, thank you once again for joining us today to everybody out there. Thank you for tuning in. If you’re enjoying the show, please leave us a rating and review on the apple podcast.

Five stars. If you don’t mind, I appreciate that so much that helps other people learn about the show, because that helps us rank higher in the apple podcast ecosystem. And I’m always honest with you guys that gives me a nice little warm and fuzzy feeling because I get that. That you’re engaging with the content and you’re escaping the wall street casino along with us.

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Bye-bye.

Passive Investing

About our Guest

Jeremy Roll

Jeremy started investing in real estate and businesses in 2002 and left the corporate world in 2007 to become a full-time passive cash flow investor. He is currently an investor in more than 70 opportunities across more than $1 Billion worth of real estate and business assets. As Founder and President of Roll Investment Group, Jeremy manages a group of over 1,000 investors who seek passive/managed cash flowing investments in real estate and businesses.

Jeremy is also the co-Founder of For Investors By Investors (FIBI), a non-profit organization that was launched in 2007 with the goal of facilitating networking and learning among real estate investors in a strict no sales pitch environment. FIBI is now the largest group of public real estate investor meetings in California with over 27,000 members. Jeremy has an MBA from The Wharton School, is a licensed California Real Estate Broker (for investing purposes only), and is an Advisor for Realty Mogul, the largest real estate crowdfunding website in the US. Jeremy welcomes e-mails ([email protected]) to network with or help other investors and to discuss real estate or business investments of any size.

Episode Show Notes

Jeremy started investing in real estate and businesses in 2002 and left the corporate world in 2007 to become a full-time passive cash flow investor. He is currently an investor in more than 70 opportunities across more than $1 Billion worth of real estate and business assets. As Founder and President of Roll Investment Group, Jeremy manages a group of over 1,000 investors who seek passive/managed cash-flowing investments in real estate and businesses. Jeremy is also the co-Founder of For Investors By Investors (FIBI), a non-profit organization that was launched in 2007 with the goal of facilitating networking and learning among real estate investors in a strict no sales pitch environment. FIBI is now the largest group of public real estate investor meetings in California with over 27,000 members. Jeremy has an MBA from The Wharton School, is a licensed California Real Estate Broker (for investing purposes only), and is an Advisor for Realty Mogul, the largest real estate crowdfunding website in the US.

 

[00:01 – 06:17] Opening Segment

  • Let’s welcome back Jeremy!
  • Get to know Jeremy Roll
    • Bio
    • A really really corporate track prior to passive cash flow
    • What’s Jeremy been up to?

 

[06:18 – 11:00] Living on Passive Cash Flow

  • Retired before the great recession
    • A very interesting time
  • Is the next great recession coming?
    • Identifying the short and long term stimuli
    • How the government postponed the next great recession

 

[11:01 – 25:12] Why the Money Printing is Concerning 

  • What does staying on the sidelines mean?
  • Five to Eight multifamily investments in the past year
  • The Supply and Demand Balance is at a Whack!
  • What it’s like as an ATM investor
  • The Best Time to Start a Business
  • The Dollar Crisis versus Money Printing
    • Achieving Maximum GDP
    • The Last Normal Cycle 
    • What we ALL have to do

 

[25:13 – 34:09] Closing Segment

  • Quick break for our sponsors
  • What is the best investment you’ve ever made other than your education?
    • Startup
  • Jeremy’s worst investment
    • Startups that went to zero
  • What is the most important lesson that you’ve learned in business and investing?
    • “Focus on who you’re making a bet on.”
  • Connect with my guest. See the links below.

 

Tweetable Quotes:

“There are always opportunities out there, you always need to continue to look, there’s always unique situations that can still make sense.” – Jeremy Roll

“Some of the most opportunistic time to start a company is during a downturn.” – Jeremy Roll

“I’m very concerned.  This is our last very predictable cycle where I can wake up in any given year, and we’re going to have positive GDP growth.” – Jeremy Roll

————

Connect with Jeremy Roll through [email protected] and LinkedIn.

 

Invest passively in multiple commercial real estate assets such as apartments, self storage, medical facilities, hotels and more through https://www.passivewealthstrategy.com/crowdstreet/

Participate directly in real estate investment loans on a fractional basis. Go to www.passivewealthstrategy.com/groundfloor/ and get ready to invest on your own terms. 

LEAVE A REVIEW + help someone who wants to explode their business growth by sharing this episode or click here to listen to our previous episodes

This episode is brought to you by Roofstock, the world’s largest residential real estate investing marketplace. Open an account for free and start browsing turnkey investment properties today.

We are also supported by You Need a Budget. YNAB is a different kind of personal financial tracking company. They’ll help you track and plan your money with your priorities in mind. Open your trial account today and give it a shot!

About the Host

Taylor on stage

Hi, I’m Taylor. To date I’ve acquired or partnered on over $250 Million in Commercial Real Estate Investments. I help busy professionals invest in multifamily and self storage real estate through my company NT Capital

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Real Listener Reviews

Extremely useful podcast
Extremely useful podcast
@thehappyrexan
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Short, impactful with excellent guests. If you have a full time W-2 job or business and are looking for ways to get involved in real estate on the side, this is for you.
Simple & effective information!
Simple & effective information!
@jjff0987
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This podcast is worth listening to for investors at all levels. The information is simplified for the high level investors but detailed enough to educate seasoned investors about nuances of the business. I recommend!
Awesome Podcast!!!
Awesome Podcast!!!
@Clarisse Gomez
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The host of Passive Wealth Strategies for Busy Professionals podcast highlights all aspects of real estate investing and more in this can’t miss podcast! The host and expert guests offer insightful advice and information that is helpful to anyone that listens!
Great podcast!
Great podcast!
@Owchy
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Love all the information and insights from Taylor and his guest. Fun and entertaining. Highly recommend.
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