Real Estate Investing for Cash Flow with Kevin Bupp

Investing in Parking Lots: Real Estate’s #1 Overlooked Opportunity | Ep. 977

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 [https://sunrisecapitalinvestors.com/register-for-the-deal-room/] 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. [https://sunrisecapitalinvestors.com/register-for-the-deal-room/] 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  [https://sunrisecapitalinvestors.com/case-studies/the-bourse-parking-facility/] Charlotte Parking Facility Case Study  [https://sunrisecapitalinvestors.com/case-studies/charlotte-parking-facility/] 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 [http://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 [http://kevinbupp.com/].  Tap into a wealth of free information on Commercial Real Estate Investing by listening to past podcast episodes at KevinBupp.com/Podcast [http://kevinbupp.com/Podcast].

This Is What Makes Your Property Profitable (From Someone Who Owns 1,000+ Units)

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 [https://hudsoninvesting.com/] 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 [https://www.linkedin.com/in/kentritter/] Invest with Hudson Investing [http://hudsoninvesting.com] Follow Kent on Instagram [https://www.instagram.com/ritteronrealestate/] Ritter on Real Estate Podcast  [https://podcasts.apple.com/us/podcast/ritter-on-real-estate/id1511017979] EliseAI [https://eliseai.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 [http://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 [http://kevinbupp.com/].  Tap into a wealth of free information on Commercial Real Estate Investing by listening to past podcast episodes at KevinBupp.com/Podcast [http://kevinbupp.com/Podcast].

3,500 Mobile Home Units and How to “Manufacture” Cash Flow

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 [https://www.linkedin.com/in/andrewkeel] Invest with Andrew and His Team [https://keelteam.com/] Keel Team YouTube Channel  [https://www.youtube.com/@KeelTeamRealEstateInvestments] 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 [http://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 [http://kevinbupp.com/].  Tap into a wealth of free information on Commercial Real Estate Investing by listening to past podcast episodes at KevinBupp.com/Podcast [http://kevinbupp.com/Podcast].

How to Create Six-Figure Write-Offs on Each New Property (Cost Seg Explained)

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 [https://engineeredtaxservices.com/], 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 [https://www.linkedin.com/in/kim-lochridge-74b21619/] Engineered Tax Services [https://engineeredtaxservices.com/] Real Estate Investing for Cash Flow 230 - Cost Segregation Explained – with Kimberly Lochridge [https://kevinbupp.com/podcast/ep-230-cost-segregation-explained-with-kimberly-lochridge/] 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

Buy the Dip (Without Getting Burned): How to Vet Sponsors Before Writing a Check

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 [https://irontoncapital.com/], 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 [https://www.linkedin.com/in/lonwelsh/] Ironton Capital [https://irontoncapital.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 [http://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 [http://kevinbupp.com/].  Tap into a wealth of free information on Commercial Real Estate Investing by listening to past podcast episodes at KevinBupp.com/Podcast [http://kevinbupp.com/Podcast].