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Real Estate Investing for Cash Flow with Kevin Bupp

Kevin Bupp
Real Estate Investing for Cash Flow with Kevin Bupp
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983 episodes

  • Real Estate Investing for Cash Flow with Kevin Bupp

    CRE’s “Buy of the Decade” Is Cheaper Than Ever w/Bull Realty CEO

    2026/1/26 | 36 mins.
    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 Michael shares his underwriting playbook for finding valuable office investments, what savvy operators are doing with outdated office vintages (demolish, rebuild, or retrofit?), and the markets with the most opportunity for demand.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 How to add value to old, outdated office vintages 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.
  • Real Estate Investing for Cash Flow with Kevin Bupp

    The REIT-Ready Blueprint for Building a Class-A (Cash-Flowing) Storage Facility

    2026/1/19 | 33 mins.
    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: [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
  • Real Estate Investing for Cash Flow with Kevin Bupp

    Hidden NOI: How Design and Data Quietly Add $100K+ to Your Bottom Line

    2026/1/12 | 49 mins.
    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.
  • Real Estate Investing for Cash Flow with Kevin Bupp

    Raised in a Trailer Park. Now He Owns Them. w/Brian Spear

    2026/1/05 | 54 mins.
    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.
  • Real Estate Investing for Cash Flow with Kevin Bupp

    When Deals Fall Apart: CRE’s Go-to Lawyer on Navigating Lender Landmines w/Richard Crouch

    2025/12/29 | 29 mins.
    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: [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.

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About Real Estate Investing for Cash Flow with Kevin Bupp

There are a lot of real estate podcasts out there, most of which focusing on the residential fix and flips or wholesaling, but Kevin Bupp believes there's a smarter way to build long term cash flow and generational wealth. On the Real Estate Investing For Cash Flow podcast, you'll learn firsthand how the most successful commercial real estate investors in the world have learned to leverage their multifamily and commercial properties to create a steady stream of passive income. We'll spend time with industry experts who will teach you how to take your Real Estate Investing business to the next level. Whether you're a brand new Real Estate investor or someone who's looking to make the transition into bigger and more profitable deals, this is the show for you. This is where the BIG BOY RE Investors come to play...ARE YOU READY? On our show, we'll feature industry experts and discuss topics such as: * Commercial Real Estate Investing * How to get started * Creating Passive Income from CRE * Syndication * Retail Shopping Centers * Mobile Home Parks * Medical Office * Multifamily Apartments * Industrial * Office * Self Storage * Industrial * 1031 exchanges * Development * Investing via your self directed IRA * Private Lending * How to buy your first commercial property * And much, much , more
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