Most people have never met anyone who invests in parking lots, let alone considered buying one themselves. Are investors looking past one of the most misunderstood opportunities of 2026? 

Yes. Today, I'm making the case for why parking lots deserve a serious look from every real estate investor.

Imagine this: day-one cash flow, appreciation in the country’s best locations, dynamic pricing that can maximize revenue minute-by-minute, limited supply, growing demand. That’s the formula that every investor would gladly pull the trigger on. But most investors overlook the opportunity directly in front of them—parking lots.

Don’t believe me? Today, I’ll share multiple case studies on how Sunrise Capital Investors generated over $10M in value from this overlooked asset, how we acquire parking facilities with cash flow the second we close, and three reasons why parking garage investments are poised to deliver phenomenal returns not only in the next few years but for decades.

We're acquiring facilities with day-one cash flow—click here to learn more and get access to Fund 5.

Insights from today’s episode:

• The most underrated asset class in real estate—and why you won't be able to ignore it after this episode

• Real return numbers we’re making on our parking lot acquisitions

• Mostly mom-and-pops? Why there are still years before true consolidation takes place 

• Why parking lot investments have some of the strongest fundamentals of any real estate asset 

• Three reasons why savvy investors should start looking at the parking garage space now

• The #1 thing investors get completely wrong about parking lots (don’t make their mistake) 

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Bourse Parking Facility Case Study 

Charlotte Parking Facility Case Study 

Recommended Resources:

• Accredited Investors, you’re invited to Join the Cashflow Investor Club to learn how you can partner with Kevin Bupp on current and upcoming opportunities to create passive cash flow and build wealth. Join the Club!

• If you’re a high-net-worth investor with capital to deploy in the next 12 months and you want to build passive income and wealth with a trusted partner, go to InvestWithKB.com for opportunities to invest in real estate projects alongside Kevin and his team. 

• Looking for the ultimate guide to passive investing? Grab a copy of my latest book, The Cash Flow Investor at KevinBupp.com. 

Tap into a wealth of free information on Commercial Real Estate Investing by listening to past podcast episodes at KevinBupp.com/Podcast.

Two overlooked “levers” helped Kent Ritter scale past 1,000 multifamily units—and most operators have never even thought of them. One helps you keep tenant turnover low, slashes your CapEx costs by 30%, and keeps your cash flow flowing. The other allows you to build properties for cheaper, do less capital raising, and get on the local government’s good side.

Even if you’ve heard of these tactics, you probably haven’t tried them.

Today, Kent Ritter from Hudson Investing discusses two strategies most operators overlook: in-house property management and public-private partnerships (P3s).

First, Kent gives one of the best arguments for self-managing your assets: it keeps tenants for longer, creates more durable cash flow, and has massively lowered his expenses. Plus, he shares a new AI tool that is speeding up leasing and keeping his staff costs near rock-bottom.

Next, the $2,000,000+ benefit Kent’s team is receiving from public-private partnerships (P3). These P3 partnerships allow him to build with less pushback, raise capital faster (and easier), and bring positive change to the cities he’s investing in, further pushing up his property values.

Insights from today’s episode:

• The true cost of an average property manager and why Kent switched to in-house

• Receiving millions in incentives from local governments with public-private partnerships

• How to save 30%+ on your CapEx costs by simply putting your own people in place 

• Why your property isn’t performing as well as you thought it would (you can fix this)

• Property management tech to use (and avoid) and a new AI tool Kent highly recommends 

• How to pinpoint the best public-private partnerships and which towns want you to build 

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Connect with Kent on LinkedIn

Invest with Hudson Investing

Follow Kent on Instagram

Ritter on Real Estate Podcast 

EliseAI

Recommended Resources:

• Accredited Investors, you’re invited to Join the Cashflow Investor Club to learn how you can partner with Kevin Bupp on current and upcoming opportunities to create passive cash flow and build wealth. Join the Club!

• If you’re a high net worth investor with capital to deploy in the next 12 months and you want to build passive income and wealth with a trusted partner, go to InvestWithKB.com for opportunities to invest in real estate projects alongside Kevin and his team. 

• Looking for the ultimate guide to passive investing? Grab a copy of my latest book, The Cash Flow Investor at KevinBupp.com. 

Tap into a wealth of free information on Commercial Real Estate Investing by listening to past podcast episodes at KevinBupp.com/Podcast.

With 3,500 mobile home units under management, Andrew Keel is an expert at “forcing” value and “manufacturing” cash flow even from underperforming assets. He’s so dedicated to making each mobile home park investment work that he’s even lived on-site (with his family) to ensure value is being added from the second he closes. 

Through infill, diligent operations, and crucial fixed-rate debt, Andrew has been able to grow his portfolio at a time when many operators are forced to give up theirs. This wasn’t by luck, but by design, and Andrew’s advice can help any investor, whether investing in mobile home parks or other assets, add value, increase cash flow, and succeed in secondary and smaller markets. 

Andrew says two things can increase your cash flow, and three things can kill a deal quickly. If you get a few of these wrong, your NOI can evaporate, but thankfully, they’re not hard to spot.

Passive investing in mobile home parks? Andrew tells you exactly what to look for in an operator to ensure they’ll be able to pull off what their pro forma plans call for. 

Insights from today’s episode:

• Two levers that can increase cash flow (significantly) on your next acquisition 

• The right way to infill a mobile home park, and whether new homes or used homes are worth it

• Investing in small secondary markets: The rules of thumb Andrew uses to gauge a market’s demand 

• Three things that can kill a deal before it even starts (add to your due diligence checklist)

• Building your own in-house property management team and why it doesn’t need to be profitable to be worth it  

—

Connect with Andrew on LinkedIn

Invest with Andrew and His Team

Keel Team YouTube Channel 

Recommended Resources:

• Accredited Investors, you’re invited to Join the Cashflow Investor Club to learn how you can partner with Kevin Bupp on current and upcoming opportunities to create passive cash flow and build wealth. Join the Club!

• If you’re a high-net-worth investor with capital to deploy in the next 12 months and you want to build passive income and wealth with a trusted partner, go to InvestWithKB.com for opportunities to invest in real estate projects alongside Kevin and his team. 

• Looking for the ultimate guide to passive investing? Grab a copy of my latest book, The Cash Flow Investor at KevinBupp.com. 

Tap into a wealth of free information on Commercial Real Estate Investing by listening to past podcast episodes at KevinBupp.com/Podcast.

This could be one of the highest ROI strategies in real estate, yet most investors ignore it.

Imagine getting hundreds of thousands of dollars in write-offs, saving tens of thousands in taxes, all while you own income-producing, equity-building real estate. Most investors think they know what we’re talking about in today’s show, but if they did, they’d be jumping at the chance to use it.

It’s no secret—cost segregation studies can become one of the most profitable weapons in your real estate investing arsenal. If you think your property is too small, too old, or too cheap to use one, Kim Lochridge, Executive Vice President for Engineered Tax Services, plans to prove you wrong.

Kim and her team conduct over 800 cost segregation studies a month on properties ranging from five-figure rentals to multimillion-dollar assets. She’s answering every question: What is a cost segregation study? How much does a cost segregation study cost? How much can you write off? Plus, why passive investors can unlock a treasure trove of paper losses, even if they’re still working a W-2 job.

That’s not all. Kim shares the most tax-advantaged assets investors can’t ignore, and the audit red flags she learned from a nightmare encounter with the IRS. 

This isn’t just about saving on taxes; this is about unlocking tens of thousands in tax savings that materially improve cash flow.

Insights from today’s episode:

• Cost segregation studies explained: what they are, how much they cost, and who can use them

• The five most tax-advantaged assets with massive bonus depreciation potential 

• Audit red flags and an easy way to protect yourself from the IRS

• The “lazy 1031 exchange” that eliminates the tight timeline to find and buy a property 

• How passive investors can mitigate tens of thousands in taxes with cost segregation studies (you don’t need to be a real estate professional) 

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Connect with Kim on LinkedIn

Engineered Tax Services

Real Estate Investing for Cash Flow 230 - Cost Segregation Explained – with Kimberly Lochridge

Recommended Resources:

• Accredited Investors, you’re invited to Join the Cashflow Investor Club to learn how you can partner with Kevin Bupp on current and upcoming opportunities to create passive cash flow and build wealth. Join the Club!

• If you’re a high net worth investor with capital to deploy in the next 12 months and you want to build passive income and wealth with a trusted partner, go to

Everyone plans to “buy the dip” until it’s time to write the check.

Multifamily opportunities are rising, and with properties 20%+ off the peak of pricing, investors are getting flooded with “deals.” But, like we learned over the past five years, the wrong sponsor (even with the right deal) can kill your returns and blow up the wealth you spent so long to build. 

So, how do you spot the opportunities vs. the landmines in multifamily? We brought on fund of funds manager, Lon Welsh, to share his sponsor-vetting checklist. 

With decades of experience in real estate investing, launching his capital fund in 2022 could have been disastrous (rising interest rates, rent growth freezes, expanding cap rates), but to this day, Lon has over a 90% success rate across funds within his own fund. This wasn’t done by guessing or gut-checks, but carefully choosing the right sponsor for the right deal.

Today, Lon shares his own sponsor-vetting checklist, how he personally confirms a deal is worth getting into, the best multifamily markets in the country with easing supply, low regulation, and strong demand, and how to ensure a sponsor was intentional, not lucky, in achieving their past successes. 

Plus, we even get Lon’s multifamily prediction for 2026-2027.

Insights from today’s episode:

• How to vet a multifamily sponsor before putting a dollar into their deal

• Why a “fund of funds” could be the more diversified, safer bet than real estate syndications 

• What to look at to ensure a sponsor wasn’t just “lucky” during past deal cycles 

• The best places to invest in multifamily right now (2026) where supply is about to drop off

• How to feel confident buying during a dip when everyone else is too scared to act 

• Lon’s medical receivables play making passive income without a single property 

—

Connect with Lon on LinkedIn

Ironton Capital

Recommended Resources:

• Accredited Investors, you’re invited to Join the Cashflow Investor Club to learn how you can partner with Kevin Bupp on current and upcoming opportunities to create passive cash flow and build wealth. Join the Club!

• If you’re a high net worth investor with capital to deploy in the next 12 months and you want to build passive income and wealth with a trusted partner, go to InvestWithKB.com for opportunities to invest in real estate projects alongside Kevin and his team. 

• Looking for the ultimate guide to passive investing? Grab a copy of my latest book, The Cash Flow Investor at KevinBupp.com. 

Tap into a wealth of free information on Commercial Real Estate Investing by listening to past podcast episodes at KevinBupp.com/Podcast.

This could be commercial real estate’s “buy of the decade,” according to a 35-year investing veteran. This asset class is seeing rock-bottom prices, shrinking supply, and acquisitions at a quarter of replacement cost.

Everyone says this asset is dead, so why are expert investors, lenders, and brokers betting on it?

Michael Bull, founder & CEO of Bull Realty, Inc., has personally overseen over $8 billion in commercial real estate transactions in his 35 years in the industry. He’s seeing sentiment shift toward one forgotten asset class office space investing. Office investments are seeing supply get actively demolished, but lending and buying are returning, and some cities are even seeing more office demand. 

The media is saying it’s all doom and gloom, but on the ground, Michael is seeing something very different.

Want to buy when the fear is still high, but prices are touching bedrock? Michael shares his underwriting playbook for finding valuable office investments, what savvy operators are doing with outdated office vintages (demolish, rebuild, or retrofit?), and the markets with the most opportunity for demand. Plus, the exact type of tenant that is giving those who invest in office space consistent revenue and unmatched peace of mind.

Insights from today’s episode:

• Commercial real estate’s “buy of the decade” and why investors are jumping back in

• No new supply coming online? Why office building supply is shrinking, just as demand bounces back 

• Underwriting “guardrails” experts use to validate a valuable vs. dead office investment 

• First office investment? Where Michael says beginners should start looking for opportunities  

• Falling values = falling property taxes? An even bigger lever for cash flow 

• Retrofit, rehab, or convert? How to add value to old, outdated office vintages 

—

Connect with Michael on LinkedIn

Buy or Sell with Bull Realty

America’s Commercial Real Estate Show Podcast

Recommended Resources:

• Accredited Investors, you’re invited to Join the Cashflow Investor Club to learn how you can partner with Kevin Bupp on current and upcoming opportunities to create passive cash flow and build wealth. Join the Club!

• If you’re a high net worth investor with capital to deploy in the next 12 months and you want to build passive income and wealth with a trusted partner, go to InvestWithKB.com for opportunities to invest in real estate projects alongside Kevin and his team. 

• Looking for the ultimate guide to passive investing? Grab a copy of my latest book, The Cash Flow Investor at KevinBupp.com. 

Tap into a wealth of free information on Commercial Real Estate Investing by listening to past podcast episodes at KevinBupp.com/Podcast.

Just over five years ago, express car washes were peaking. Private equity was getting in, ready to buy up these cash-flowing projects at high prices. At this moment, Ben Salzberg and Bill Kanatas knew it was time to get out and pivot toward an even more durable asset.

What did they turn to? Self-storage, and not your average mom-and-pop shop. Class-A, climate-controlled, multi-story facilities that self-storage REITs could easily come in and run. It’s a blueprint that has worked for them for five years plan, consult, construct, and let the 3rd-party self-storage management team take care of the rest. But there’s much more to this strategy than building a pretty box.

On today’s show, Ben and Bill outline the exact blueprint they use to build REIT-ready self-storage facilities, how to work with big names (Public Storage, Extra Space, CubeSmart) before you lay a single brick, what to look for in a market before you decide to build, and why entitling land, turning dirt into dollars is more worth it than you think. Plus, Ben and Bill share the optimal storage facility size (and demand ratios) so you know what REITs and customers want.

Insights from today’s episode:

• A REIT-ready self-storage development blueprint from 30-year development veterans

• The 3rd-party self-storage management that instantly plugs into your facility 

• Why Ben and Bill left cash-flowing car washes for class-A self-storage facilities 

• Signs a market is too saturated with self-storage (and what to look for instead)

• Getting the city on your side—how to create a win-win for local government, residents, and your investment 

• Entitling land—is it worth the effort to turn raw dirt into a buildable lot?

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Connect with Ben on LinkedIn

Connect with Bill on LinkedIn

Work with Self Storage Developers 

Email Self Storage Developers: [email protected] 

Recommended Resources:

• Accredited Investors, you’re invited to Join the Cashflow Investor Club to learn how you can partner with Kevin Bupp on current and upcoming opportunities to create passive cash flow and build wealth. Join the Club!

• If you’re a high net worth investor with capital to deploy in the next 12 months and you want to build passive income and wealth with a trusted partner, go to InvestWithKB.com for opportunities to invest in real estate projects alongside Kevin and his team. 

• Looking for the ultimate guide to passive investing? Grab a copy of my latest book, The Cash Flow Investor at KevinBupp.com. 

Tap into a wealth of free information on Commercial Real Estate Investing by listening to past podcast episodes at KevinBupp.com/Podcas

Every multifamily operator wants to know how to increase NOI, but they’re not doing it the right way. Traditional renovations leading to rent increases have been harder to get right in the past few years. But what if there was a “hidden” source of not only higher revenue but also lower expenses—something 99% of operators are unaware of, that could increase NOI by tens of thousands per month.

Today, Bill Douglas of OpticWise (https://www.opticwise.com/) and Marcy Sagel of MSA Interiors (https://msainteriors.com/), CRE technology and design experts, join us to talk about the NOI levers nobody is thinking of pulling. We’ll share the actual amenities and tactics you can use today in your building to attract higher-paying tenants and turn utility expenses into revenue, with game changing effects on your bottom line. Plus, what buy-and-hold vs. short term flip investors must include in their budget to get the maximum NOI possible. 

One amenity our experts say is an actual waste of money…unless you hear how to monetize it properly. 

Retrofitting an older vintage multifamily? Bill and Marcy share exactly how to track which design changes are working for your bottom line, how to go from antiquated to next-level tech, and the hidden value-add opportunities you can implement starting today. Plus, why your property management company could be stopping you from making tens of thousands more every month! 

Insights from today’s episode:

• The “hidden” NOI opportunities that most multifamily operators completely miss 

• One amenity you can provide that could increase your revenue $80-$90 PER unit

• The design tweaks younger renters require that move the needle on NOI 

• An expert checklist on renovating and retrofitting 1980s vintage to today’s standards 

• Data you can start collecting now that shows precisely what tenants want/don’t 

• The best piece of advice for anyone building a new multifamily (could boost your NOI) 
  

Connect with Bill on LinkedIn (https://www.linkedin.com/in/billdouglas/)

OpticWise (https://www.opticwise.com/)

Grab Bill’s Book, Peak Property Performance (https://www.peakpropertyperformance.com/)

Listen to Bill’s Peak Property Performance Podcast (https://podcasts.apple.com/us/podcast/peak-property-performance/id1817250978)

Connect with Marcy on LinkedIn (https://www.linkedin.com/in/marcysagel/)

MSA Interiors (https://msainteriors.com/)

Recommended Resources:

• Accredited Investors, you’re invited to Join the Cashflow Investor Club (https://kevinbupp.com/join/) to learn how you can partner with Kevin Bupp on current and upcoming opportunities to create passive cash flow and build wealth. Join the Club (https://kevinbupp.com/join/)!

• If you’re a high net worth investor with capital to deploy in the next 12 months and you want to build passive income and wealth with a trusted partner, go to InvestWithKB.com for opportunities to invest in real estate projects alongside Kevin and his team. 

• Looking for the ultimate guide to passive investing? Grab a copy of my latest book, The Cash Flow Investor at KevinBupp.com. 

Tap into a wealth of free information on Commercial Real Estate Investing by listening to past podcast episodes at KevinBupp.com/Podcast.

What does it take to go from growing up in a mobile home…to owning hundreds of mobile home lots across the country? Today’s guest, my business partner Brian Spear, is living proof that mindset and mission matter more than where you start.

In this episode, Brian shares his remarkable journey into mobile home park investing, the lessons from the wealthy that helped him build long-term success, and how we joined forces to build Sunrise Capital Investors—with mobile home park investments totaling in the hundreds of millions.

We go deep on what makes buying a mobile home park such a powerful wealth-building tool, the character traits that separate long-term winners from short-term speculators, and how we’ve used investing as a vehicle for something more than just financial gain.

This isn’t just an investing episode—it’s a blueprint for building both cash flow and character.

Insights from today’s episode:

• How Brian went from tenant to owner in the mobile home park space

• Lessons from the wealthy that can reshape how you approach investing

• Why "burning the boats" is essential if you want to succeed

• Why mobile home park investing remains a recession-resistant strategy

• The power of delayed gratification, frugality, and compounding wisdom

• What it means to pass down wisdom—not just wealth

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Connect with Brian on LinkedIn

Listen to The Sage Investor Podcast

Recommended Resources:

• Accredited Investors, you’re invited to Join the Cashflow Investor Club to learn how you can partner with Kevin Bupp on current and upcoming opportunities to create passive cash flow and build wealth. Join the Club!

• If you’re a high net worth investor with capital to deploy in the next 12 months and you want to build passive income and wealth with a trusted partner, go to InvestWithKB.com for opportunities to invest in real estate projects alongside Kevin and his team. 

• Looking for the ultimate guide to passive investing? Grab a copy of my latest book, The Cash Flow Investor at KevinBupp.com. 

Tap into a wealth of free information on Commercial Real Estate Investing by listening to past podcast episodes at KevinBupp.com/Podcast.

More syndications are going sideways. Capital calls have become common. Tensions are rising between operators and investors…but not for all deals. If you had talked to today’s guest before forming your real estate syndication, there’s a good chance you’d already have a battle plan for every potential challenge. Thankfully, today, CRE’s go-to legal advisor is sharing his take for free.

Richard Crouch has worked on eight figure commercial real estate deals for over two decades, helping advise on disputes, defaults, and structuring. He’s the one who sets up your failsafes before a deal goes sideways and advises you on the right way to resolve it once the damage has been done.

Today, we’re getting into the nitty-gritty that not only sponsors but also passive investors need to know. We’ll talk about the “gotcha” clauses lenders can use to extract fees from you or worse…take your entire property, the right way to handle a capital call so your exit strategy doesn’t fall apart, and what to do in the unfortunate event that a guarantor passes away mid-deal. 

Insights from today’s episode:

• Your lender is not your friend: the “gotchas” put in place that you must navigate around 

• How to handle capital calls so your investors don’t feel neglected and unsettled 

• One thing you need to include in every single operating agreement you sign 

• A crucial event that can “trigger” if a guarantor passes away during a deal cycle 

• Opportunity for buyers: Is now the time to invest in distressed debt amid inexperienced syndicators' struggles

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Connect with Richard on LinkedIn

Richard’s Email: [email protected] 

Richard’s Phone Number: 757-353-0969

Recommended Resources:

• Accredited Investors, you’re invited to Join the Cashflow Investor Club to learn how you can partner with Kevin Bupp on current and upcoming opportunities to create passive cash flow and build wealth. Join the Club!

• If you’re a high net worth investor with capital to deploy in the next 12 months and you want to build passive income and wealth with a trusted partner, go to InvestWithKB.com for opportunities to invest in real estate projects alongside Kevin and his team. 

• Looking for the ultimate guide to passive investing? Grab a copy of my latest book, The Cash Flow Investor at KevinBupp.com. 

• Tap into a wealth of free information on Commercial Real Estate Investing by listening to past podcast episodes at KevinBupp.com/Podcast.

2025 is about to be in the books, and for many real estate investors, it was a challenging year. But at Sunrise Capital, it’s been a year of massive growth, disciplined pivots, and, for me, purpose: my wife and two sons. 

We’ve acquired $80,000,000 in new assets this year—irreplaceable real estate that we couldn’t pass up. We’ve had to step away from other deals when the numbers didn’t pencil, and in the end, we’re monumentally proud of what we’ve accomplished.

So what’s next? I have a big announcement at the end of this episode—and this is the first time I’m going public with it. My life, and the lives of my family, are about to change as we do something I’ve been dreaming about for over a decade. This is what it was all for.

But before that, I’ll share the lessons we learned in 2025 that shaped our business and buying decisions, why capital raising wasn’t as hard as many sponsors think it is (if you operate the way we do), and why we didn’t have to change our underwriting during some of the most challenging years of investing in decades.

I’m sharing the wins and losses, both personal and professional, on today’s show. Thank you for a wonderful 2025. 2026 is going to be a little…different. 

Insights from today’s episode:

• A huge announcement that has been over a decade in the making 

• How we acquired $80M in irreplaceable assets and raised the money for it in 2025

• The discipline you need to walk away from a deal that goes sideways (you won’t regret it)

• How to raise capital the right way, and why you should stop selling yourself (and your deals) so hard

• The commitments I’m making in 2026 (you can keep me accountable!) 

Recommended Resources:

• Accredited Investors, you’re invited to Join the Cashflow Investor Club to learn how you can partner with Kevin Bupp on current and upcoming opportunities to create passive cash flow and build wealth. Join the Club!

• If you’re a high net worth investor with capital to deploy in the next 12 months and you want to build passive income and wealth with a trusted partner, go to InvestWithKB.com for opportunities to invest in real estate projects alongside Kevin and his team. 

• Looking for the ultimate guide to passive investing? Grab a copy of my latest book, The Cash Flow Investor at KevinBupp.com. 

• Tap into a wealth of free information on Commercial Real Estate Investing by listening to past podcast episodes at KevinBupp.com/Podcast.