Real Estate Investing for Cash Flow with Kevin Bupp

Senior living investments are at a critical inflection point. Demand is sharply rising as the Baby Boomer generation ages, but supply hasn’t kept pace. The “silver tsunami” is starting to send waves our way, and skilled operators are already taking advantage. Value-add senior living investments, like the example shared by today’s guest, are seeing values multiply—and diligent operators have huge opportunities not only to make sizable returns but also to provide better lives for their residents. Lynn Jerath, founder of Citrine Investment Group, has a battle-tested background in REIT investing, hospitality, multifamily, and real estate private equity. She’s pivoted to senior housing investments not only because of the profit potential, but also because of the purpose behind them. And she’s not just buying managerially distressed assets, flipping the operator, and walking away. Lynn’s team is delivering significant value add and, as a result, increasing the facility's value by 2x–3x on their total investment. She says demand is still growing while supply is constrained—and this trend could accelerate. Between independent living, assisted living, memory care, and active adult investments, Lynn proves (with real numbers) that this space is far from saturated as the silver surge begins to wash ashore. Insights from today’s episode: Real return numbers on senior living investments as Lynn operates heavy value-add improvements Why senior living has a long road ahead as demand grows and supply stagnates Thinking of going from multifamily to senior living? Lynn has crucial advice to share The #1 way to get more senior living residents in your community Most popular niches of senior living (and their current cap rates) Lynn’s exact buy box for senior living investments—what has to work for her to buy — Connect with Lynn on LinkedIn Citrine Investment Group 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. 00:00 Intro 01:54 Senior Living is a Different Ballgame 07:18 Undersupplied with Growing Demand? 13:59 Why Senior Living CAN'T Be Replaced 21:15 Big Players Are Getting In 24:52 Value-Add Senior Living in 2026 28:12 Case Study (2Xing Value) 31:07 How to Value-Add Senior Living 35:27 Getting New Residents 37:44 Most Popular Niches (and Cap Rates) 42:05 Lynn's Buy Box 47:55 It's About More Than Money 49:39 Connect with Lynn!

Mobile home parks are often labeled “recession-proof,” and it’s largely true. They were some of the most resilient assets throughout the Great Financial Crisis, when single-family homes, multifamily apartments, and most other asset classes saw deep distress. But what is it about mobile home parks that make them seemingly “safe,” and is there a catch? Jack Martin, co-founder and CIO of 52TEN, was investing in real estate before, during, and after the 2008 housing market crash, and the fallout caused him to reconsider where he wanted to invest for the next 10, 20, or 30 years. In this episode, he shares exactly why he pivoted from multifamily apartments to “safer,” more recession-resistant mobile home parks, and delivers crucial advice on gauging market demand, “conservative” underwriting, and scaling your investments in today’s market. The truth is, mobile home parks are strong investments, but only with good operators. Those who understand the asset, market, and tenant dynamics usually stay profitable—even in a worst-case scenario. But those who underwrite mobile home parks just like they would any other real estate asset are in for a rude awakening. Insights from today’s episode: Why Jack exited multifamily apartments for mobile home parks after 2008 Why mobile home parks are more “recession-proof” than other asset classes Practical ways to gauge mobile home park demand in a new market The three biggest challenges mobile home park investors face in 2026 Why “cheaper” is rarely better when buying a mobile home park — Connect with Jack on LinkedIn 52TEN 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. 0:00 Intro 0:58 Jack's Investing Journey 3:52 The Fallout of 2008 10:17 Pivoting to Mobile Home Parks 18:14 "Recession-Proof" Assets 28:10 Gauging Market Demand 36:19 "Painful" Lessons Learned 48:33 Connect with Jack!

Over the last few years, many real estate investors learned a painful lesson: a polished pitch deck and impressive projections don’t guarantee a “safe” investment. Deals went south, capital got stuck, and naturally, passive investors are now far more cautious about where they deploy their hard-earned money. Sarah Miskelly, founder of Hylee Capital, has witnessed this shift firsthand. Today, smart limited partners are no longer chasing flashy pro formas. They want risk-mitigated, institutional-grade opportunities that once felt out of reach for everyday investors. At the same time, there’s been a growing shift toward debt investments, many of which Sarah believes aren’t nearly as safe as they appear. Sarah shares how she evaluates sponsors and syndication deals through both the “hard” and “soft” sides of due diligence, along with the red flags she watches for—mistakes that have burned countless LPs in the past. She also breaks down the return metrics that matter most to hands-off investors and highlights the most compelling opportunities emerging in today’s housing market—from multifamily apartments to mobile home parks. Insights from today’s episode: Sarah’s step-by-step process for vetting operators and syndication deals The return metrics that matter most to passive investors in today’s market Why many LPs are moving toward debt investments (that aren’t as safe as advertised) How to build a resilient portfolio by blending high-IRR deals and steady cash flow How building multiple cash flow streams can lead to greater lifestyle freedom — Connect with Sarah on LinkedIn Hylee 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. 0:00 Intro 0:49 Total Lifestyle Freedom 9:02 Better "Hands-Off" Investments 10:54 Operator Red Flags 18:54 What Has Changed? 22:39 LPs Are Being "Cautious" 28:44 Playing "the Long Game" 37:00 2026's Biggest Opportunities 40:49 Connect with Sarah!

In multifamily real estate, it used to be that “a rising tide lifts all boats.” In this market cycle, that’s no longer the case. Apartment deals aren’t profitable by luck. They’re run by disciplined operators who understand the difference between surface-level updates and deep, value-add strategies that drive tenant retention, rent growth, and higher returns. After starting his career as an architect, Mark Shuler transitioned into ownership and development, and today, he leads a private equity firm that delivers sizable returns to passive investors through value-add multifamily properties. Mark has overseen thousands of apartment units and over $600 million in assets under management, so he understands, better than most, what actually moves the needle on NOI. When interest rates rose and cap rates followed suit, multifamily valuations tanked. Will there be more turbulence in 2026, or should operators and limited partners prepare for some of the best buying opportunities we’ve seen in years? Mark provides insights on the industry “reset” that’s taking shape, addresses the red flags that too many investors overlook when analyzing deals, and even shares about his latest real estate-adjacent venture—a pure cash flow play that complements his long-term multifamily investments. Insights from today’s episode: High-ROI property upgrades that actually move the needle for multifamily investors Common deal “killers” that operators often miss during due diligence The biggest risks and opportunities that multifamily investors face in 2026 Why strong multifamily operators are thriving amid an industry “reset” Regulatory pressure that is forcing operators out of certain markets Lessons from managing thousands of apartments and $600 million in assets — Connect with Mark on LinkedIn Email Mark at: mark@shulerarchitecture.com or mark@sgreinvestments.com 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. Chapters: 0:00 Intro 0:56 What Is "Value-Add" in 2026? 6:46 Multifamily Red Flags & "Dealbreakers" 13:14 Regulatory Pressure on Operators 17:46 2026 Opportunities & Risks 24:27 Mark's Latest Business Venture 32:42 Connect with Mark!

Imagine replacing an entire rental property portfolio with just one “small” commercial asset. You can either manage 80+ rental units or just one building, with a fraction of the tenants, turnover, and headaches. Saul Zenkevicius did just that. He netted $250,000/year in cash flow from one small bay industrial real estate deal which quickly replaced the entire cash flow from a rental property portfolio he’d built over the years. These small bay properties still have strong demand in most markets, with limited supply, and durable cash flow potential that institutional investors are finally starting to recognize. Saul made the leap and is now investing heavily in the small bay sector. He shares his exact buy box, the demographic signs of a strong market, and the biggest mistakes beginners can make in small bay warehouses. Saul's contrarian thinking doesn't stop at small bay. We get his profitable take on why malls may be the most underrated investing play around. He’s got real numbers to back it up—malls aren’t dead; instead, they can be converted into cash flow machines. Insights from today’s episode: How Saul replaced an 86-unit rental portfolio with just one small bay investment Still undersupplied? Why small bay may see strong demand for decades to come Saul’s point-by-point buy box of what to look for when buying a small bay warehouse Mall conversions: Saul’s contrarian investment strategy that’s seeing huge payoffs The market conditions that destroy small bay cash flow—and Saul's exact process for avoiding them — Connect with Saul on LinkedIn Sign Up for Saul’s Newsletter 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.

Building wealth through mobile home park investing is much less about timing the market or finding the “perfect” deal and far more about operating with precision, discipline, and a long-term vision. Too often, solid acquisitions are undermined by a series of avoidable missteps, not because the opportunity was flawed, but because operations were. Few understand this better than Brad Johnson, co-founder of Vintage Capital, who has closed more than $3 billion in acquisitions to date. Across 20-plus years of commercial real estate investing experience, Brad has had to wear several hats. Today, he primarily focuses on curating portfolios of cash-flowing assets and compounding investor capital, but he’s also been a hands-on operator. In this episode, he shares insights on creating systems from the ground up, building a 30-person property management team, and working tirelessly to improve net operating income (NOI). For those who can master operations (or partner with reliable operators), Brad believes there will always be money to be made in mobile home parks. With artificial intelligence disrupting the job market and the affordable housing crisis continuing to affect millions of Americans, it remains perhaps the “most exciting” asset class, not just over the next few years but for decades to come. Insights from today’s episode: The number one reason why mobile home park investments fail Small, silent “killers” that erode a mobile home park’s cash flow Operational insights on building out a large property management team Why the mobile home park industry has been slow to “consolidate” Why mobile home parks are the “most exciting” commercial asset right now Checks and balances that prevent you from overpaying for park deals — Connect with Brad on LinkedIn Invest with Brad and Vintage 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.

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) — 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 — 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) — 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? — Connect with Ben on LinkedIn Connect with Bill on LinkedIn Work with Self Storage Developers Email Self Storage Developers: info@self-storagedevelopers.com 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 — 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 — Connect with Richard on LinkedIn Richard’s Email: richard.crouch@woodsrogers.com 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.

The fear of failure stops many from ever getting into real estate. But what if it's the failures that actually make you wealthy? Today's guest woke up in his 30s, broke and burned out, having traded years of his life for a business that went belly up. What looked like a failure to everyone else was the start of a multimillion-dollar business empire for Joe Downs. Joe has invested in it all—rental properties, flips, self-storage, mortgage notes, industrial warehouses, and more—but his newest obsession is one much of the market knows nothing about: pro storage. This new wave of self-storage has high demand, greater revenue, and a growing need in an increasingly entrepreneurial economy. Joe breaks down why he's so excited about this new type of storage and shares the returns he's making from running an incredibly lucrative "distressed debt" company. Plus, why investors are overlooking the wide open opportunity in small "mom and pop" real estate investments and how to "reinvent" yourself after failure puts you back at the starting line. Insights from today's episode: The pivots that helped Joe build multiple million-dollar real estate businesses Surprisingly high returns in the second mortgage note market (big investors can't get in!) Is everyone wrong about self-storage? Why this asset is actually undersupplied in much of the country Pro storage: the newest investing opportunity that is seeing a wave of demand Think you can't start over in your 30s, 40s, or 50s? Joe will prove you wrong—and get you fired up — Connect with Joe on LinkedIn Email Joe: joe@belroseam.com Are you a high-net-worth investor with capital to deploy in the next 12 months? Build passive income and wealth by investing in real estate projects alongside Kevin and his team! Grab a copy of my latest book, The Cash Flow Investor! Listen to past podcast episodes!

While most operators chase the Sunbelt states, one overlooked market type is making small- and mid-sized multifamily investors wealthier. It's got near-zero vacancy, with strong employment anchors, and durable cash flow thanks to consistent demand. They're not big cities; instead, they're what today's guest calls "micropolitan" areas—top multifamily markets even the most experienced investors overlook. While making just $35,000 per year, Cory Jacobson made the best move a small investor can make—he bought a house, rented out the rooms, and lived for free. On his second deal, he managed a light renovation, walking away with a six-figure profit—three times his salary. That was it. For Cory, it was time to go all in. Now, he's putting his money into medium-sized multifamily investments (5-30 units) in "untapped" micropolitan markets and sharing his lessons on the Wealth Juice podcast. We talk about the perfect partnerships that have helped him scale at light speed, the day the "worst thing that could have happened" came true, and the actual markets he's currently investing in. Insights from today's episode: Why "micropolitan" multifamily markets beat top investing areas like the Sunbelt The single-best first investment a real estate investor should make (even on low income) Real estate partnership splits and how to find a partner who offsets your weaknesses Never sell? Our biggest regrets when it comes to owning investment properties How to deal with the (inevitable) challenges of real estate investing (burned down and flooded rentals) The real point of wealth—are you getting rich just to get bored? — Connect with Cory on LinkedIn Wealth Juice Podcast Wealth Juice Instagram Are you a high-net-worth investor with capital to deploy in the next 12 months? Build passive income and wealth by investing in real estate projects alongside Kevin and his team! Grab a copy of my latest book, The Cash Flow Investor! Listen to past podcast episodes!

This could be one of the, if not the, most under realized opportunities in commercial real estate. It's a blue ocean market operating in a boring business space that most investors (and service providers) are completely overlooking. But, Jake Guso tapped into what no other real estate investor knew about industrial outdoor storage management, specifically truck parking lot businesses. These mom-and-pop shops are running almost entirely on handwritten notes and Zelle payments and it's an absolute mess for owners and their accountants. After managing multiple truck parking lot businesses himself, Jake built Rig Hut, the software platform that turns dirt lots into cash flow. So much so that, in one case study, Jake helped an owner increase his annual revenue by as much as six figures. Today, I'm sitting down with Jake to talk about how Rig Hut is industrializing truck parking, how investors can get into the game themselves (and make serious money), the shocking "11-to-1" statistic that would make any investor excited, and how this forgotten asset class is only one of many in the CRE space. Plus, I'll even share my exact strategy for finding deals like this in any area of the country. _______ Connect with Jake on LinkedIn: https://www.linkedin.com/in/jake-guso-16bb167a/ Rig Hut: https://www.therighut.com/ Rig Hut Facebook: https://www.facebook.com/profile.php?id=100084019464551 Rig Hut Instagram: https://www.instagram.com/therighut Rig Hut TikTok: https://www.tiktok.com/@righuttruckparking Rig Hut X/Twitter: https://x.com/truckpark_king Sunrise Capital Case Studies: https://sunrisecapitalinvestors.com/case-studies/ 💰 _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 https://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_ : https://kevinbupp.com/the-cash-flow-investor/ 🎧_Tap into a wealth of free information on Commercial Real Estate Investing_ Listen to past podcast episodes: https://kevinbupp.com/Podcast/ Chapters: 00:00 Intro 03:01 The 11-to-1 Statistic 06:57 Who Can Do This? 09:58 Scaling in a "Blue Ocean" Market 12:01 Massively Overlooked Opportunity? 16:33 Six-Figure Revenue Jump Overnight 20:57 Software Costs and Pricing 22:01 Long-Term Plans 23:57 How to Get Started with Truck Parking 30:30 Connect with Jake!