These Properties Make WAY More Than Rentals ($2,000+ Per Month!)

Summary

BiggerPockets Real Estate Podcast Summary
Episode: These Properties Make WAY More Than Rentals ($2,000+ Per Month!)
Release Date: July 2, 2025
Host: Dave Meyer

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Introduction: Rethinking Long-Term Rentals

In this episode of the BiggerPockets Real Estate Podcast, host Dave Meyer challenges his long-standing advocacy for long-term rental properties as the primary path to financial freedom. Joined by BiggerPockets colleagues Tony Robinson and Nate Weintraub, Dave explores alternative real estate investment strategies that may offer higher cash flows and better align with investors' lifestyles and goals.

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Panel Introduction

• Dave Meyer: Head of Real Estate at BiggerPockets with 15 years of experience in buying rental properties.
• Tony Robinson: Co-host of the Real Estate Rookie Podcast, managing nearly 30 single-family homes plus a hotel.
• Nate Weintraub: Head of Copywriting at BiggerPockets and an investor specializing in self-storage facilities.

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Challenging the Long-Term Rental Paradigm

Nate's Argument for Self-Storage

Nate Weintraub presents a compelling case against long-term rentals by highlighting the maintenance headaches associated with tenant-occupied properties. Using a humorous yet insightful analogy, he states:

"Dave, how many rental properties do you own?" [01:35]

He emphasizes that self-storage facilities eliminate many of these issues, as there are no tenants living on the property. Nate shares his personal experience, mentioning a long-term rental he owned from 2020 to 2024, which, despite providing a 17% annualized return through appreciation, caused significant emotional stress due to maintenance concerns like clogged toilets and sewer issues.

Key Points:

• Higher Cash Flow: Nate's self-storage facility generated a 31.6% cash-on-cash return last year, significantly outperforming typical long-term rentals.
• Scalability: With two self-storage facilities, Nate emphasizes the ability to scale more efficiently compared to managing multiple rental properties.
• Operational Ease: Self-storage requires less day-to-day maintenance, freeing investors from constant tenant interactions.

Tony's Shift to Short-Term Rentals and Boutique Hotels

Tony Robinson recounts his transition from long-term rentals to short-term rentals and eventually small boutique hotels. Initially seeking higher cash flows, Tony's first short-term rental yielded over $80,000 in its first year, a substantial increase from the modest returns of long-term rentals.

"Our first short term rental, we netted over $80,000 in the first year on that property." [05:01]

Key Points:

• Increased Revenue: Transitioning to short-term rentals and boutique hotels has allowed Tony to achieve significantly higher revenues, exemplified by a single motel generating close to $300,000 in a year.
• Enhanced Management: Despite higher time commitments, Tony leverages property managers, cleaners, and virtual assistants to maintain efficiency.
• Strategic Scaling: Tony believes that with the right systems, investors can scale short-term rentals effectively while maintaining a full-time job.

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Comparative Analysis: Cash Flow and Management

Both Nate and Tony present higher cash flows compared to traditional long-term rentals. However, they also acknowledge the increased complexity and time commitments associated with their strategies.

Nate's Self-Storage:

• Cash Flow: $23,000 annually from a $350,000 investment (31.6% cash-on-cash return).
• Management: Minimal, leveraging automated systems and limited maintenance needs.
• Scalability: Easier to scale with fewer properties required to achieve substantial income.

Tony's Boutique Hotels:

• Cash Flow: Up to $300,000 annually from a $1 million investment.
• Management: Higher time commitment initially, mitigated by building a robust management team.
• Scalability: Potential to manage multiple properties with efficient systems and delegation.

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Risk Assessment and Market Dynamics

Nate on Self-Storage Risks:

Nate discusses the importance of market research and understanding local demand to mitigate risks such as oversupply and low population growth. He notes that his focus on small towns with steady demand has helped maintain a 95% occupancy rate despite broader market downturns.

"In the past like 15 years I had a 95% occupancy rate, if not higher." [20:10]

Tony on Short-Term Rentals and Boutique Hotels Risks:

Tony highlights two primary risks:

1. Economic Sensitivity: Reliance on discretionary spending means revenue can fluctuate with economic conditions.
2. Supply and Demand Balance: An oversupply of short-term rentals can drive down prices and occupancy rates.

"Can you put together the right design? Can you manage guest expectations the right way?" [37:58]

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Deal Flow Challenges

Both Nate and Tony acknowledge the difficulty in sourcing quality deals in their respective niches. Nate points out the scarcity of attractive self-storage properties and the high price points in competitive markets, while Tony notes that motivated sellers in the boutique hotel sector are hard to find but present lucrative opportunities when available.

"It's incredibly hard. It's super hard." [22:07]

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Practicality for the Average Investor

Accessibility:

• Self-Storage: Nate argues that self-storage is accessible for regular investors, especially when partnered with others to share the workload. He shares how he manages his facilities with minimal time commitment.

  "It's a super doable, super repeatable strategy. Strategy that any regular person with a W2 can do." [32:51]

• Boutique Hotels: Tony suggests that with careful market selection, investors can find boutique hotels within a budget comparable to single-family homes. He emphasizes the importance of choosing markets that align with one's financial capacity and resources.

  "You could definitely find something cheaper than that. You could find a motel or a hotel for half a million bucks." [31:08]

Scalability:

Both strategies offer scalability but require different approaches. Self-storage allows for incremental growth with lower maintenance, while boutique hotels necessitate building a robust management infrastructure to handle higher operational demands.

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Future Strategies and Adaptability

Tony's Plans:

Tony plans to continue expanding his portfolio of boutique hotels while exploring other opportunities like co-living spaces. He emphasizes a focused approach, dedicating five-year roadmaps to master each investment strategy before diversifying.

"It'll be a five-year roadmap of saying, hey, let's go really deep on this strategy." [39:21]

Nate's Commitment:

Nate remains committed to self-storage, citing high cash flows, equity growth, and personal enjoyment as key factors. He appreciates the business aspect of self-storage, which aligns with his passion for improving customer service.

"It's fun, man, because these owners, the mom and pop owners, they treat their old customers like dirt." [32:51]

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Conclusion: Balancing Cash Flow and Stability

Dave Meyer concludes the debate by acknowledging the impressive cash flows presented by Nate and Tony while reiterating his preference for the stability of long-term rentals. He emphasizes that each investment strategy has its own set of risks and rewards, and the best choice depends on individual investors' goals, risk tolerance, and lifestyle preferences.

"Do you want cash flow more than stability? Because you can do rent by the room like that. A great cash flow perspective, it's probably going to take a little bit more management." [18:33]

Ultimately, the episode underscores the importance of aligning investment strategies with personal objectives and the need for thorough market research and operational excellence in achieving financial freedom through real estate.

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Key Takeaways

• Diversify Strategies: Exploring alternative real estate investments like self-storage and boutique hotels can offer higher cash flows and better scalability compared to traditional long-term rentals.
• Manageable Risks: Understanding market dynamics and operational requirements is crucial in mitigating risks associated with alternative investments.
• Personal Alignment: Choosing an investment strategy that aligns with one’s lifestyle and risk tolerance enhances sustainability and enjoyment in the pursuit of financial freedom.
• Scalability and Management: Effective scaling requires robust management systems and possibly partnerships to handle increased operational demands.

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Notable Quotes

• Nate Weintraub:

  "It's a super doable, super repeatable strategy. Strategy that any regular person with a W2 can do." [32:51]

• Tony Robinson:

  "Our first short term rental, we netted over $80,000 in the first year on that property." [05:01]

• Dave Meyer:

  "Do you want cash flow more than stability?" [18:33]

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For more insights and strategies on real estate investing, subscribe to the BiggerPockets Real Estate Podcast on YouTube, Apple Podcasts, Spotify, or your preferred podcast platform.

Transcript

[Dave Meyer]

Don't buy long term rentals. Question mark. On almost every episode of this podcast, I tell you to buy long term rental properties to achieve financial freedom. But I have to admit, long term buy and hold investing is not the only way to create passive income. Today we're going to have an open mind. We're going to have an honest look at some of the alternatives, and maybe it will change my mind and yours. I'm certainly open to it, and I hope you are too. What's up, everyone? I am Dave Meyer, head of real estate investing here at Biggerpockets, and I've been buying rental properties for 15 years. Today on the show, I'm talking with two of my colleagues at Biggerpockets who have tried investing in long term rentals and actually didn't like it very much. But that doesn't mean they gave up on their dreams of passive income and eventually reaching financial independence. They just found different ways to invest that better fit their goals and lifestyle. So let's bring them on. Welcome back to the show, the co host of the real estate rookie podcast, Tony Robinson. Tony, good to see you.

[Tony Robinson]

Yeah, Dave, thanks for having me, brother. Excited to chat things up today.

[Dave Meyer]

Absolutely. And we also have BiggerPockets, head of copywriting and investor himself, Nate Weintraub. Nate, welcome to the show. First time on this show, right?

[Nate Weintraub]

Yep, first time. Real estate rookie and biggerpockets daily, but first time on this one.

[Dave Meyer]

All right, Nate, you have earned your way out to the show. Let's start with you. What's your argument?

[Nate Weintraub]

All right, I think I can end this debate in about 45 seconds. Are you ready?

[Dave Meyer]

No.

[Nate Weintraub]

Okay, let me ask you guys a couple questions. Dave, how many rental properties do you own?

[Dave Meyer]

Different properties, like eight or nine.

[Nate Weintraub]

Okay. Tony, how about you?

[Tony Robinson]

We're just under 30 single family homes plus the hotel.

[Nate Weintraub]

Okay, so let's take those as rough numbers. 30 single family homes for Tony. Let's say eight rentals for Dave.

[Dave Meyer]

So.

[Nate Weintraub]

So let's say on the low end, two toilets per property. So Dave is dealing with 16 toilets. Tony's dealing with 60 toilets. So every second of every hour of every day, they're just waiting for that call for someone to say, it's clogged. We put something in it. We don't know why it stopped. It's overflowing. The sewer line's broken. I have 180 self storage customers across two facilities, and I only have one toilet in an office nobody uses. I rest my case, gentlemen. That's it.

[Dave Meyer]

This. This concept of the Toilet is just so ridiculous. Tony, how many toilets have you physically touched this year, other than your own, that you're using for your own? How many tenant toilets have you touched?

[Tony Robinson]

Not. Not a single one.

[Dave Meyer]

Yeah, me neither. And I am not worried about it.

[Tony Robinson]

And I typically don't even know when they're clogged. You know, like. Like it just kind of routes to the right person now. So.

[Dave Meyer]

Yeah, we just have really good quality toilets, Nate. We buy the best stuff and then.

[Tony Robinson]

We just have to very expensive toilets.

[Dave Meyer]

But your point, Nate, Maintenance on long term rentals is a thing and you have to deal with that, right?

[Nate Weintraub]

Yeah. And a lot of. A lot of poopy water.

[Dave Meyer]

All right, well, Nate, how about. How about this? Tell me what your strategy is. It sounds like self storage. I know that about you, but why did you pick that?

[Nate Weintraub]

So I had a long term rental that I bought in 2020 and I had it for about four years. The tenants were great. It was an older building in upstate New York. Dave knows about all this because he's had properties that are built in the 1800s. This was like 1920.

[Dave Meyer]

I do still. Do the toilets work too.

[Nate Weintraub]

The toilets work. Mine did work at my property, actually. One had. They overflowed twice. So now I have like a ptsd. And you could fit toilet in there somewhere. Yeah, so I have a sewer PTSD from this. But basically what happened was I realized that even though I bought the property in cash, my cash flow was relatively low. And the anxiety that it gave me to own a property that people were actively living in was. Was like, in a. What is it like a return? You have your return on investment. I kind of had like my return on emotion for these things. And owning one, one long term rental, even though it was giving me passive cash flow, it did have appreciation. When I sold it after four years, I had a 75% return over that four year time. So that's like what, 17% annualized?

[Dave Meyer]

It's pretty. Pretty good. Yeah.

[Nate Weintraub]

Even then I was just like, I don't like that feeling when I get a call from the plumber, from the electrician, from the tenant, from any of those things. Eventually, I listened to a Bigger Pockets podcast with a guy named AJ Osborne who invests in self storage. I had two friends who also invested in rentals and we both were in the same position and we went, maybe there's another type of real estate that we could do that is not someone living in the property. And that's how we found self storage.

[Dave Meyer]

Okay. I have so many things to say about this in questions. But Tony, what's your reaction to that?

[Tony Robinson]

I mean, I think every investor has to pick the asset class that aligns best with not only their resources, but also what do I like, what's going to help me sleep at night? And if for Nate, the idea of someone living in one of his places didn't help him sleep at night, I get that. I think for me, it was a similar approach. Like, I started off with long term rentals, but I did that While being a W2 employee, knowing that my end goal was to hopefully replace my income and my first long term rental, I was making, I don't know, 150 bucks a month in cash flow. Now, granted, you know, this is like post Covid, so these numbers have come down a bit. But that first short term rental, we netted over $80,000 in the first year on that property. And when we made that transition, I was like, okay, what am I, what am I doing? You know, why am I spending any time on these $150 properties? So that was the motivation for us to jump into, into short term rentals.

[Dave Meyer]

So it's less emotional for you. Yours was just like a little bit.

[Tony Robinson]

More dollars and cents, very much tactical. Like, hey, how do we expedite this path to, you know, quote unquote, financial freedom?

[Dave Meyer]

Yeah, that, that makes a lot of sense. But Nate, I do get the emotional piece of it when I rental properties and I was taking care of them myself. You do have this, like, fear that the shoe is going to drop every once in a while. I guess over time it just kind of went away. Like, you just learn how to deal with these situations and it's no longer as stressful. When someone calls you with a problem, you build up your team of contractors and that sort of thing. But I'll also just ask, like, did you ever just think about hiring a property manager? Because that's what I've done now, and I never think about my rental properties.

[Nate Weintraub]

I think what happened was because I grew up with a father who invest in rental properties, like, he's retired off of that portfolio now. And I grew up with him dealing with property managers. And I kind of learned quite quickly with him in multiple areas with multiple property managers, that he was basically like, you're always still managing the manager. You're either managing the tenants or you're managing the manager. So for me, I only had one rental. I didn't think it was a big enough portfolio to get a manager because I was like, I can still deal with these Calls and kind of also to Tony's point real quick, it wasn't all an emotional choice to switch. Self storage makes a lot of money. It makes a lot of money. So I also was like this in a scalable extent, like. Cause everyone here is listening to this because they want financial freedom, they want to retire early, they want something that's going to help fund either early or traditional retirement. For me it's like I can scale up so much faster with three self storage facilities versus 15 rental properties. And like acquisition wise I'd rather go for 3 than 15.

[Dave Meyer]

Right, I agree with that. And that's why I've sort of kept my own portfolio modest and I just use low leverage at this point in my career and just try and cash flow fewer properties that are super high quality. I'm totally on board with that. Tony, I'm curious with you on the time commitment element, like how much more time does it take you to run one short term rental than it does to do that long term rental that you had started with?

[Tony Robinson]

A lot more.

[Dave Meyer]

Yeah.

[Tony Robinson]

You know and I think that's, that's part of the reason why short term rentals may not be for everyone. I did have a property manager for that for the long term rentals that we owned. And you know, to Nate's point, yeah, we still had to manage the manager but it was much more hands off when we bought that first short term. And so I say we, it was me, my wife mostly. We had another partner as well but my wife was one who like really managed most of the day to day. And that worked out great because I was still working my day job, she was at home. So she had the bandwidth in her life to kind of take on that responsibility. Now as we've scaled we'd have a team of cleaners that we've brought on. We have our virtual assistants that help a ton. So we've got some layers now that insulate some of that. But yeah, I mean if you look just apples to apples, management time on a long term rental versus management time on a short term rental. Short term it's just going to take more time. Point blank period.

[Dave Meyer]

Do you think then Tony, that it's feasible for people to scale to the level you have with short term rentals while still working a full time job?

[Tony Robinson]

Here, here's what I'd say. If you've got a really dialed in management process for your short term rental, it still really shouldn't take you more than a couple hours a week per property. Like if you really do it the right way. So could someone scale to, you know, 30 single family homes and a hotel while working a day job and not lose their minds? Maybe not, but could you get to six or seven potentially? You know, and, and, and maybe that's all you need to reach your level of financial freedom or your goal of financial freedom. So yeah, I think if you set it up the right way, you can automate and create systems for a lot of what it takes to run a short term rental effectively.

[Dave Meyer]

All right, we do have to take a quick break, but I want to hear specifically the kinds of returns you guys are generating just to make me as jealous as humanly possible. We do have to take a quick break though, so we'll be right back. They say real estate is passive income, but if you've spent a Sunday night buried in spreadsheets, you know better. We hear it from investors all the time, spending hours every month sorting through receipts and bank transactions, trying to guess if you're making any money. And when tax season hits, it's like trying to solve a Rubik's cube blindfolded. That's where Baselane comes in. Biggerpocket's official banking platform. It tags every rent payment and expense to the right property and schedule E category as you bank. So you get tax ready financial reports in real time, not at the end of the year. You can instantly see how each unit is performing where you're making money and losing money and make changes while it still counts. Head over to baselane.com biggerpockets to start protecting your profits and you can get a special $100 bonus when you sign up. What if I told you you could forget everything you know about investment property loans? Because Host Financial is rewriting the rulebook, tossing out those pesky DTI restrictions. They focus on your property's income potential. No tax returns or personal income statements needed. Simple, efficient and tailored for investors like you. Imagine a lender that sees the gold mine in your property, not just the numbers on your paycheck. That's the Host Financial difference and they're approved in 47 different states. So big deal could be just around the corner. Ready to unlock your property's true potential? Visit hostfinancial.com don't let old school lending hold you back another day. That's Host Financial.

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[Dave Meyer]

Welcome back to the BiggerPockets podcast. I'm here with Tony Robinson and Nate Weintraub talking about non long term rental strategies. Trying to see if Nate and Tony can convince me and I honestly I'm jokingly adversarial here. But like every time I host the show I just get FOMO about what everyone else is doing and then I just have to remind myself that my plan has worked very well for myself and I'm going to but see if you can sway me off of this. So Nate, tell me about self storage. You said it wasn't just an emotional decision, it was a dollars and cents decision as well. Tell me about the financials of your self storage. Any of them or just like what's the average return that you're getting?

[Tony Robinson]

Sure.

[Nate Weintraub]

So I'll Go through the first one because that one's been stabilized. I bought it in 2022. I currently own it now. I don't ever want to sell it. I love it. It's my little cash box, baby.

[Dave Meyer]

How big is it? Like what does this thing look like?

[Nate Weintraub]

So there's 63 units in them. It's about a little bit over 10,000 square feet. This is in a small town in the south of around 10,000 people. So you might be used to seeing self storage facilities when you drive. Like big public storage, extra space, stuff like that. I am in a place where none of those people would ever go and that's on purpose because I don't want them building next to me. We bought the property for $350,000. Okay. So this is less than many of the rentals that you would actually buy. The down payment was 20% because we were using commercial loan and the closing costs were really, really low because we used a local bank. So all in, we were in for 73,000. When I say we, I have two friends. I bought this with so 350,000. Purchase price $73,000 down. Last year, the cash flow loan on the property was $23,000. That doesn't include any tax benefits, any equity, anything like that. So just on a pure cash on cash return last year was 31.6%. Just cash flow. That's all, that's all expenses. That's not phantom cash flow. That's every expense taken.

[Dave Meyer]

I believe you. You know what you're doing. Okay, that's pretty, that's pretty compelling. Just out of curiosity, I don't know that much about this, but like, what is the loan like on a storage facility?

[Nate Weintraub]

So this one we got a 15 year loan, fixed rate, it's amortized over 25 years. So at the end of the 15 years there's going to be a balloon payment for the rest of that loan deal. I got very, very lucky in getting this in the summer of 2022. I locked in a 4% interest rate for 15 years on a commercial loan. But the next one I bought, which I bought this year, was 7.25. So I don't get all that lucky. It's still cash flows.

[Dave Meyer]

That's not that bad actually.

[Nate Weintraub]

Yeah, so it's pretty good returns. I think I took all the returns we've had because we spent a lot of money at the start of the property, like fixing things and getting it fully stabilized. Even if I annualize the returns since we've owned it over the past three years. It's been a 15 and a half percent return just on cash flow every year for three years. That's not any other benefits, that's just cash flow. Stock market makes you seven, this makes you 15. And it's a little box. It's cool. Little money box.

[Dave Meyer]

Are you convinced, Tony?

[Tony Robinson]

I kind of am actually. You know, but it's interesting, Dave, because like I see that's part of the reason why we transitioned over to small boutique hotels and motels is for that same reason. Like Nate said, purchase price was 350. You're absolutely right. That's a home in so many markets across the country. And as we were looking at, okay, what's next for us, it's like, do we buy these massive Airbnbs that are, you know, 5,000 square feet, eight bedrooms with all these crazy amenities, or do we go commercial? And for us it made more sense to go commercial. And that was our last acquisition. We purchase price was a million bucks for this 13 room motel outside of Zion National Park. We have properties that we own, like single family homes in our portfolio that are worth that much. But I got 13 rooms here. So we bought it for again, a million bucks. We got a seller finance note on it, which was great, nice. And I think that's also part of the reason that we're so high on kind of the small mom and pop hotels and motels because almost none of them have good books, almost none of them are like bankable in the traditional sense. So all the sellers know they have to offer seller financing. I was literally just talking to a broker yesterday for another property, very similar situation. But anyway, we got it seller financed. It was a, a 10 year note. First three years were interest only at 77%. So even with that, I think our mortgage is like 47 50amonth, I think. So Mortgage is super reasonable. And this property last month, which was like part of our peak season, but we did like, I don't know, $30,000 in revenue in April, another 40,000 in May. It's going to slow down during the summer months. We'll probably do around, I don't know, 25ish somewhere in that ballpark. And it'll really peak in fall time. So anyway, we're probably on track to do close to 300 on that property this year on $1 million purchase. So it's crazy the amount of revenue that you can generate if you get the right asset. Right. So that's what we're super high on on this, this kind of model moving forward. And we're still running it like an Airbnb.

[Dave Meyer]

All right, Tony. Tony wins the debate. Yeah. I quit. I quit. I can't argue that.

[Nate Weintraub]

This is what I'm saying. Rental properties are very, very good. I need to take a second to say everything Dave is doing is correct and he's going to be significantly wealthier than me in the long run, probably just because of how smart he is. The rental properties buying in the right market with the right tenants will always, always make you wealthier. But when you look at it just on the basis of cost to rent, it's absolutely wild what Tony and I are getting. Like Tony said, 300,000 on a million purchase. I have 60,000 revenue on a $350,000 purchase.

[Dave Meyer]

Yeah.

[Nate Weintraub]

And my expenses are low because it's self storage and it's a giant concrete box with no utilities. It's like, what do I have to pay for? You know? So it's macro. Numbers are quite wild.

[Dave Meyer]

Yeah. I would never argue that these kind of strategies produce better cash flow. That is definitely true. And it's the part of it that gives me a lot of fomo because I would love to earn those types of cash flow. My net worth, I divide into threes. A third of it I put into active real estate, sort of the rental properties. I do own a short term rental. In addition, I participate in some flips. So like that's one third I do a third in totally passive and I do invest in commercial that way. And then I keep everything else in stock market and stuff like that. But I think the reason in my active part of my portfolio that I focus on long term rentals is the risk of volatility. And I just think in self storage and commercial there is a lot of cyclicality to those industries, which is not bad. There's cycles in almost every industry except long term rentals. Like long term rentals outside of 2008 are just incredibly stable. And I just value that. And I think for everyone's own perspective, you need to like value. Do you want cash flow more than stability? Because you can do rent by the room like that. A great cash flow perspective, it's probably going to take a little bit more management. And just for me, as my personal preference is just like stable, steady, set it and forget it kind of thing. But I certainly can't argue with those kinds of numbers. Nate, I'll just go back to you like, do you think about or worry about the cyclicality of it? Because, you know, commercial real estate last three or four years has not been A bright spot of the economy. So like how much does that weigh into your, into your decision making?

[Nate Weintraub]

Very true. And I will say this, everyone who's taking those commercial numbers is looking at the big guys in the big buildings in the big cities. They're not looking at little guys like me and all the other guys. I know guys and girls who were investing in self storage and small towns. We're talking towns that are 5 to 15,000 people, public storage, extra space, they're never going to open up there. There's not enough money for them. There's not enough people. I can tell you this for a fact because I've had my facility through 2022, through now, which are some of the worst years for self storage and commercial real estate. In the past like 15 years I had a 95% occupancy rate, if not higher. That was my minimum the entire time. And this is with two other self storage facilities a mile and a half from mine. It's like you have to, and Dave talks about this all the time, you have to know your market, you have to know demand because if you get demand wrong, you're just going to be ruined. And this is quadrupled when you're in commercial. It's not like a rental property where if you buy it in a, you know, a relatively decent sized city, you're always going to have demand. It's like if you buy smart in areas where there's population, the REITs, which are the big guys, public storage, extra space can build. You know, if you buy in a big market, you're, you're, they're going to totally take you down, they're going to lower their rates, they're going to get the customers and you're going to be out of there. Like if you're in a small town where everyone else doesn't even have a Google my business page, they barely have a website, they never pick up the phone, their reviews are terrible because they're never at the facility and everyone's complaining. You're doing great. And there are a million of those markets across America, I promise.

[Dave Meyer]

Yeah, it's super interesting because that sort of like competitive dynamic is something I don't really feel like exists in the kind of properties I buy. And I like that. If someone builds a new duplex next to my duplex, I'm not really sweating it. If someone built a self storage facility next to you, I'm sure that would like greatly impact your business, but obviously you're doing it well. Like you found a sweet spot Same way. I kind of think two to four units, like no one's, it's less competitive. No, institutional investors are really going after that in some big sort of way. So like you've found a niche. How hard has it been for you to find deal flow in self storage?

[Nate Weintraub]

Oh, it's incredibly hard. It's super hard. Like this is the worst part about investing in self storage. I'm sure it's the same thing. I mean potentially with Tony, with buying larger buildings that are like motels and stuff like that, where it's, you're like, this is literally a needle in a haystack type thing. If you might be a regular rental property investor like Dave, maybe you buy a rental every year, every two years. I've only bought two facilities in the past four years. I've been trying. Now obviously there's more cash flow with each of them, but it's like sellers are still stuck on these 20, 22 price peaks, which is completely off of what you can get for funding right now with banks. So the numbers just don't work out. And also it's like there's only so many of these. And this like these middle sized operator guys are buying up as many of them as you can while you're in a city. Like if you want to go and buy in Raleigh or Austin or Tampa, any of these strong fundamental markets that have high school supply right now, like you're fine. You could buy a property every week if you wanted and you'd never run out. So that is the thing. You have to be like hardcore on acquisition and you really have to try and get these properties and if you do like they do really well. But man, it's a struggle getting them.

[Dave Meyer]

It's a good business model because that's kind of what it takes, right? If you, you need to sort of find the inefficiencies in the market. But that takes a lot of work. And frankly now I'm back off self storage, I don't want to do any of the work. Do you have the same challenge with deal flow Ton?

[Tony Robinson]

I think it depends on the single family side, I will say there's probably maybe more of a challenge there. To Nate's point, I think that there's sellers who are a little bit unrealistic around what property should be selling for, given where revenues are at. But honestly, on the commercial side, I almost feel like it's easier right now because again, going to my point, there's an entire generation of mom and pop hotel and motel owners whose kids don't want to inherit the business. They want to go retire to spend time with their grandchildren, and they want to get rid of these assets. And we probably could have purchased more. We're just like, intentionally trying to scale in a little bit more of a controlled fashion. But, yeah, single family side. I'd say there's some challenges, but it's honestly, I found it to be a little bit easier on looking for more boutique hotels and motels.

[Dave Meyer]

Well, it's sort of the positive side of the cyclicality and volatility that we're talking about. Right. Like, commercial real estate has taken a hit in the last couple of years. And I think there's a strong argument that assets are the cheapest they're going to be for a while. That's why personally, I'm starting to look at larger multifamily and starting to acquire them. I don't think the market's there just yet, but Tony, you tell me, is like, have, like, prices gone down, I assume, in the hotel and motel industry over the last three years.

[Tony Robinson]

The hotel that we bought, they had initially listed for, I think, close to 3 million, and we bought it for a million. Oh, right.

[Dave Meyer]

Oh, my God.

[Tony Robinson]

Now, part of that was just them being unreasonable about what it was worth. And it sat for. For a long time. And then they were just like, you know, super motivated by the time we spoke to them. The broker that I was speaking with yesterday, I think they originally listed for 3.2, and he told my partner, like, yeah, we could probably get them down to 2.2. So, yeah, I think there, there's a bit. Again, part of that is them just being unrealistic about their initial price. But I do think that there's motivation and there's more leverage that we have as buyers right now to negotiate to try and get the price that makes the most sense for us.

[Dave Meyer]

Well, you both make very, very compelling points, but I want to talk to you about how practical these two approaches are for just regular investors. And if you think that this is achievable for people listening to the podcast, we do need to take one more quick break. We'll be right back. I wanted to let you know about something really fun Henry and I are doing that I am really excited about. We are taking bigger pockets on the road this summer, and we'll be driving around the Midwest to multiple different markets looking for deals, meeting with agents, talking to the biggerpockets community, attending meetups. It's going to be a great time. We're calling it the Cash flow Roadshow. And it's happening this July from July 14th to 18th across three different markets in the Midwest. We're starting in Milwaukee, going to check out some markets around there. Then we're going down to Chicago, ultimately winding up in Indianapolis. And we're going to be doing all the stuff I said looking for for on market deals and looking at projects that BP community members are actually doing even in this market. And we might even do a deal or two of our own along the way. So make sure to follow along to all the content we'll be putting out about the cash Flow Roadshow. But I'm making this announcement because I want you all to join us. If you live in either the Chicago or Indianapolis area, we're going to be doing free meetups in those areas. The one in Chicago is on July 15th. The one in Indianapolis is the next night on July 16th. Henry and I are going to be there. We're going to be doing presentations, we're going to be talking about local market dynamics. There's going to be great networking and we even have a few cool surprises planned as well. So if you live in one of those cities, you want to hang out with us, get into the BiggerPockets community in real life. Go to biggerpockets.com roadshow to learn more. And these events, they are free, but I should call out that you do have to RSVP because there are limits to the venues and they will sell out. So make sure to go to biggerpockets.com roadshow and reserve your spot today. Tired of traditional lenders holding you back, Host Financial is here to change the game. They've ditched the DTI restrictions and they zero in on what really matters, your property's income potential. So no more chasing papers for tax returns or personal income statements. Think about it. A lender that values your property's worth over your paycheck, that's the Host Financial difference approved in 47 states. They are ready to help you make your next big move. Curious if you qualify, Just head over to HostFinancial.com and find out. Stop letting outdated lending practices hold you back. That's HostFinancial.com where your property's potential meets unlimited financing.

[D]

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[Dave Meyer]

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[D]

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[Dave Meyer]

I used to think I could booby trap my house like some scene from Home Alone, but it turns out setting up swinging paint cans can be pretty messy. And so I personally turned to a Much better solution, SimpliSave. I use it because it doesn't just react after something happens. It helps stop bad stuff before it even starts. And that's what makes it different and way easier than installing a zip line to my treehouse. SimpliSafe's new Active Guard Outdoor Protection uses smart cameras and live agents who watch over your property in real time. So if someone's creeping around, they can talk to them, shine lights on them, and they can even call the cops if needed. It's like having a professional bouncer for your house. Minus the velvet rope. There are no contracts, no hidden fees, and setup is super simple. Plus, CNET just named it the best home security system of 2025. And I get why. It gives me real peace of mind every single night. Right now you can get 50% off your new SimpliSafe system with professional monitoring and your first month [e-mail] pockets. That's simplisafe.com pockets. There's no safe like SimpliSafe. Welcome back to the podcast. I'm here with Nate Weintraub and Tony Robinson Robinson talking about non long term rental strategies. We're having a little bit of a debate. It's been very fun. These two have been very compelling as I'm not surprised. But I'm curious about how achievable these things are. Tony. Like, you know, do you think the average person listening to this can go out and buy a small motel? Or is this kind of like something you have to build up to or just tell me about how people could potentially get into it and who it's right for.

[Tony Robinson]

I think echoing what Nate said earlier, we bought our first one 4 million bucks. And I guarantee there are people in this audience right now who have looked at other properties in that price point, but depending on what market you go to, you could definitely find something cheaper than that. You could find a motel or a hotel for half a million bucks for $600,000, which is the purchase price for a lot of single family homes that people are buying. So yeah, I don't, I don't think it's a matter of am I capable. It's just you have to choose markets that support your budget, that support your resources, that match with what it is you can deploy to go to go buy an asset. So can anyone who's listening do this? Absolutely. You just gotta find the right market.

[Dave Meyer]

Okay. Yeah, good advice. What about you, Nate?

[Nate Weintraub]

I'll tell you a little story real quick. A few weeks ago I had a friend of mine who was talking about the new self storage facility we bought and he was like, man, I just wish I could get into that. And I was like, what do you mean you can do it? Right now I work like 50 to 60 hours a week. I have a marketing business, Calico Content dot com. I'm working a fair amount. Like I don't have a ton of free time, but I've partnered up with two people who also work full time. One is a teacher, one is another marketing professional. And it's like we're doing this in our spare time. I probably spend 30 minutes a month on the first self storage facility that brought in $23,000 last year. The Acquisition is a pain. You're getting wholesaler emails and you're always analyzing deals. But it's like self storage really is the most boring, unsexy, but repeatable and financially free, freeing asset class, I think for regular people in real estate. And if you like running a business, you like doing, like treating customers well, like getting good reviews, I mean, this is very similar to Tony's too. Like, we're running businesses, they're not just properties. Also, owning a bunch of rental properties is a business, whether you want to say it or not.

[Dave Meyer]

It is, absolutely.

[Nate Weintraub]

But it's a super doable, super repeatable strategy. Strategy that any regular person with a W2 can do. I mean, I bought the first facility for 350. I bought the second facility for 660, and there's 200 units combined between those two. It's like those are house prices we're talking about. And the cash flow is great. And it's fun, man, because these owners, the mom and pop owners, they treat their old customers like dirt. They don't do anything. They never fix up the facility, they never respond on those phone calls. And you have the chance to make a service better for someone. And I really, really like that.

[Dave Meyer]

Yeah, I totally buy that. Can you be honest, Nate? Tell me, like, what are the risks of self storage?

[Nate Weintraub]

The risk is you get addicted and then you eventually get super rich. I'd say the risks are this. You have to do serious market research. This is again like a business. And there may or may not be a bunch of other competitors in the market you're buying. You have to know there's more demand than supply. And that means calling other facilities secretly and checking if they're full, looking at their waiting lists online, like keeping track of this type of stuff. Because if you buy a facility, and I've seen people do this, like they're like, I bought a 200 unit facility in a thousand person town. I'm like, oh, that's great. 20% of the people have to rent from you for you to like make a profit. Like that doesn't make any sense. Risk is buying an oversupplied under demand market where the rents are falling or population is low and people are moving out. That's a super big risk. And I'd also say the other risk is that you. And this isn't really a risk, but it's like if you buy one of these, it's running a business. Someone has to be answering the phones, someone has to be responding to the emails. Someone has to be taking Care of the property. It's not a set it and forget it. It is relatively passive, but it's definitely not passive income. You have to take care of it like a business.

[Dave Meyer]

Yeah, see this, your, your toilet argument is falling apart here.

[Nate Weintraub]

Like you, I still don't want to deal with toilet. You can't convince me on toilets date.

[Dave Meyer]

No, this doesn't sound any more passive to me than hiring a property manager for a long term rental. I'll give you the cash flow argument that one I buy, but I don't know. I think hiring a property manager is similar to what you're doing. You're selling have to manage someone. And I also want to introduce one other idea here at least. And I moved from the US to Europe for five years. I was sort of like forced to become a more passive investor. And it's, you know why I now have like about a third of my, my portfolio in passive investments. That's the other thing that you could do. Like if you want to be a buy and hold investor and you don't want to be doing the toilets, you can either be private money, you could be a partner for someone who wants to be an operator. You can invest in syndications or funds like I do. So there are definitely ways to buy long term rentals that aren't as time intensive as it can be if you buy highly distressed properties and are self managing. Tony, what about you? Can you tell us a little bit about the risks in your approach?

[Tony Robinson]

I think there's like the macro risk and then there's like the, the micro risk that are individual to each person. Right. Like at a, at a macro level when you're talking about buying an Airbnb or buying a small boutique hotel or motel, we're talking about discretionary income. Right. The people typically spend to, to go enjoy these assets that you own and because of that we are subject to where the economy's going and how much people want to spend on vacations and, and what that looks like now. I will say even during like the depths of the recession, people were still going on vacation. Right. Like it's not like vacation travel goes to zero even during a recession. But obviously people are tightening up their budgets and maybe spending a little bit less. So I think that's one piece is you got to recognize that there is some ebb and flow with just the macro. The other thing, and this isn't necessarily the entire economy, but more so to just the short term rental market is supply and demand also influences how much you can charge. We saw Nationally, supply levels increase pretty dramatically post Covid, like an insane amount of increase year over year in the number of people who are listing their properties for rent on Airbnb. That growth has tapered off pretty tremendously going into the last like 12 months or so. So I think we're starting to see supply and demand stabilize. But I think that was a challenge for a lot of operators is that they underwrote on these like post Covid numbers, not realizing that this kind of imbalance between supply and demand was going to pull those, those figures down. So I think those are the risks, right? You've got discretionary spending and you've got to keep a really, really close eye on supply versus demand in your specific market. The last thing that I'll add to Dave is just on, on a personal level, I think a lot of people jumped into the Airbnb space hoping to strike gold. You know, like it was like the, the gold rush of the real estate investing industry. And much like the real gold rush, most people didn't make a lot of money. You know, I think a lot of people jumped in under prepared, undereducated, buying bad deals. And you've got to ask yourself, do you actually have the skillset to be a good short term rental operator? Can you put together the right design? Can you manage guest expectations the right way? Can you manage pricing the right way? Maintenance, both, you know, your, your long term maintenance and those short term issues that pop up. So just asking yourself personally, can I actually do a good job managing this type of asset?

[Dave Meyer]

Yeah, that's a good way to put it. Well, last question. Do you think at any point in your career, Tony, you'll switch around? Would you ever go back to long term rentals or try any strategies, self storage or anything else?

[Tony Robinson]

Absolutely. I know I've like earned this, this, you know, label of being the short term rental guy. And it makes sense because we've been so heavy into that. But the backstory here, guys, is that I, I lost my W2 job in 2020 and one of the decisions that we made as we were figuring out what, what's next for us was, okay, what are we going to focus on? Because what I didn't want to do during that time of being freshly unemployed was dabble in a lot of different things and do each 1 to 50% of what it's actually capable of achieving. So we made a very conscious choice of, hey, for the next five years, we're just going to focus on this one asset class and we're going to Try and get really, really good at that before we start dabbling in other areas. And it's actually five years now. Right. And me and my wife are having these conversations around, well, what do we do next? And I think more hotels are on the horizon, but we definitely want to try other things as well. I love the idea of co living because I think you get the blend of both traditional, stable, long term, but also kind of that element of like, hey, you've got people that you're catering to in a slightly higher way, like you would with an Airbnb. I do love the idea of self storage. We actually have a self storage facility attached to our hotel. I didn't even mention that.

[Dave Meyer]

Really.

[Tony Robinson]

We do.

[Nate Weintraub]

He's doing both.

[Dave Meyer]

You're doing the hybrid.

[Tony Robinson]

You win, it doesn't make a ton of money. Right. But we're kind of dipping our toes and we're learning, learning some of that as well. So, yeah, I definitely want to expand, but I think it'll be the same thing. Like, whatever I choose next, it'll be a five year roadmap of saying, hey, let's go really deep on this strategy so we can get really, really good at it. And now I've got two strategies that we're super, super confident in.

[Dave Meyer]

What about you, Nate? Self storage for life.

[Nate Weintraub]

As of right now, it's like the three points. There's also a part of the return I didn't mention before. The first facility we bought in 2022, we bought it for 350. It's now up $150,000 in equity. It's worth 500,000 just because we ran it. Well. For me, right now, it's like the cash flow is great, the equity upside is great, and they're just fun to run. I don't like this is a podcast. We're talking about money. But at some point, you have to enjoy the things that you're investing in. And I legitimately enjoy self storage. I enjoy running a business. I feel, because I've talked to Tony before, I feel like he legitimately loves what he's doing and the assets he's investing in. It's just, it's fun at some point. Listen, the goal for all of us is parking lots, no utilities, no structures, just asphalt. That's it.

[Dave Meyer]

So thank you, Nate, for bringing up the liking the business too, because, yes, that is super important. And being passionate about what you're investing in is going to give you longevity and it's going to actually get you what you want. Like, financial freedom is sort of meaningless. If you're miserable while you're doing it, it kind of defeats the point. I will just say last thing Nate, to give you credit is right now, literally as we speak, my wife is meeting a mover getting all of our stuff out of a self storage facility and I am so glad to stop paying the ridiculous cost but I needed it and I paid so much money for for it. So I do understand why you make a lot of money because man, when there is a need, you are willing to spend the money on it.

[Nate Weintraub]

Dave's a customer. Dave can't even talk. He's paying my end. Thank you so much, Dave. Thank you for your service.

[Dave Meyer]

Yeah, you are very welcome and I am so glad to cut it off even though I still have to keep paying them for the end. Through the end of the month, of course. All right, well thank you guys so much for being here. This was a lot of fun. I enjoyed it and hopefully I learned a little bit about the the differences, different pros and cons and trade offs between a couple of different strategies, whether that's short term rentals, buying boutique hotels, self storage or any of the other things we got into today. Tony, thanks for being here.

[Tony Robinson]

Yeah, thanks for having me, Dave. And Nate, great job defending self storage, man. I'm thinking more about it myself now.

[Dave Meyer]

Yes, thank you Nate. You did very well on the on the other side of the camera here. Well, we might have to have you back just because you're comfortable giving me and that makes the podcast more fun.

[Nate Weintraub]

I still love you, Dave. I still love you. Calico content.com all right, and thank you.

[Dave Meyer]

All so much for listening to this episode of the BiggerPockets podcast. We'll see you next time. Thank you all for listening to the BiggerPockets Real Estate Podcast. Make sure you get all our new episodes by subscribing on YouTube, Apple, Spotify, or any other podcast platform. Our new episodes come out Monday, Wednesday and Friday. I'm the host and executive producer of the show, Dave Meyer. The show is produced by Ian K. Copywriting is by Calico, Content and editing is by Exodus Media. If you'd like to learn more about real estate investing or to sign up for our free newsletter, please visit www.biggerpockets.com. the content of this podcast is for informational purposes only. All host and participant opinions are their own. Investment in any asset, real estate included, involves risk. So use your best judgment and consult with qualified advisors before investing. You should only risk capital you can afford to lose. And remember, past performance is not indicative of of future results. Biggerpockets, LLC disclaims all liability for direct, indirect, consequential or other damages arising from a reliance on information presented in this podcast.