

Real Estate Investing for Cash Flow with Kevin Bupp
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
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
Episodes
Mentioned books

Jun 6, 2025 • 29min
FBF #907: Invest in Raw Undeveloped Land - Getting Started & Thriving
Today's Flash Back Friday episode is from #771 that originally aired on July 22, 2024. Mark Podolsky is the owner of Frontier Properties, a very reputable and successful land investing company, and has been buying and selling land full time since 2001. Mark has completed over 6,000l and deals with an average ROI of over 300% on cash flips, and over 1,000% on the deals he sells on seller carry terms. Additionally, Mark is a published author and hosts a successful podcast titled the art of passive income. Connect with Mark Podolsky: https://www.thelandgeek.com/ Get Mark's Book: Dirt Rich What3Words App Highlights: 3:00 - The Best Undeveloped Land Locations 8:16 - Determining Land Value 15:25 - Current Interest Rate 17:40 - Current Default Rates 19:45 - Getting Started/Finance Options Quote: " I have one mission in life, which is to not just help people solve their money problem but their time problems too." 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.

Jun 4, 2025 • 39min
MHP #906: How To Rate the Quality of a Mobile Home Park
Today's episode is from Mobile Home Park #122 that originally aired on Jan. 6, 2021. The practice in grading mobile home parks with the "star" rating (usually one to five stars), which exists for no other type of commercial real estate. What makes this interesting is that almost no one who uses the rating knows what it means or where it comes from. Ask a broker, lender, or even large corporate operators what the difference is between a three-star and a five-star park, and you will likely get a muddled response referring to amenities, paved streets, or swimming pools, but no hard data about how the stars are assigned or who does it. Learn About Investment and Partnership Opportunities with Kevin and His Team 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.

Jun 2, 2025 • 42min
#905 From Piggy Banks to Passive Profits: The Road to STR Resilience
We’re diving deep into the world of short-term rentals—Airbnbs, vacation properties, and everything in between. Everything from market saturation, competition from hotels, bad reviews, regulatory threats, operational pit falls, and what Quentin West believes about the long-term viability of this model. Quentin has built a sizable portfolio of short-term rentals across multiple markets. He’s seen the good, the bad, and the ugly of this business model—and today, he’s pulling back the curtain to share the lessons he’s learned the hard way. Connect with Quentin: IG @qdealshomes Free Course: Text SUPERHOST to 26786 Highlights: 3:00 - Quentin' Creative Hustle 5:45 - Real Numbers Behind STR Arbitrate 11:00 - Scalable Low-Capital Model 18:00 - Golden Triangle Method 32:00 - Mitigating Platform Risk 37:00 - Avoiding Failure Quote: “I went from borrowing quarters from my kids’ piggy bank to rebuilding a six-figure business by optimizing my listings—one change at a time.” 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.

May 30, 2025 • 36min
FBF #904: Advise From Retired Military Medic Zach Lemaster - A Master Investor
Today's Flashback Friday episode is from #738 that originally aired on May 6, 2024. Zach Lemaster is a seasoned real estate investor that has accumulated a large portfolio of rental properties across multiple markets including single family, multi-family, commercial and new construction. Zach started his real estate investment journey while working as an Optometrist & Captain for the US Air Force. The cash flow from his real estate investments eventually allowed him to retire early from his career in medicine to be a professional investor by strategically investing in markets that maximize cash flow, appreciation & equity. Connect with Zach Lemaster: renttoretirement.com Highlights: 3:47 - Zach's Start From Military to Investments 7:45 - Options For Owning Single Family Properties 16:00 - Finding Labor (construction) 20:39 - Gauging Proporty Value (formula) 30:32 - Retention Rate On The Single Family Side Quote: "There's been an evolution of build-to-rent space for sure." 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.

May 28, 2025 • 40min
MHP #903: A Scientific Approach to Value-Add Mobile Home Park Investing
Today's episode is from Mobile Home Park #94 that originally aired on Sep. 18, 2018. Damian Bergamaschi, Fund Manager of Damris Capital. From childhood to now, Damian’s affinity for the markets led him to a career in finance; initially as a quant creating conditional models to predicting financial outcomes over time, to eventually landing on Mobile Home Parks as a desirable asset class to create a fund around. Through his work at Damris Capital, Damian has combined his knowledge in Real Estate with utilizing big data and quantitative analysis to create a unique approach to Mobile Home Park investing; Continuing to leverage his knowledge for the good of his customers. HIGHLIGHTS: 8:57 - Damian’s background, and how his experience as a quant carries over to investing. 12:18 - How and why did Damian start exploring the asset class of mobile home parks? 15:57 - Damian’s investment philosophy, and “Hometown Bias” explained. 19:25 - What are other asset classes Damian shys away from? 22:42 - Damian’s first Mobile Home Park Deal 25:09 - Opportunities in the “Tiny Home” trend 32:12 - The key qualities Damian looks for in a Mobile Home Park Operator & Sponsor 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.

May 26, 2025 • 37min
#902: From Rentals to Freedom: Dustin Heiner on Building Income, Not Just Wealth
Dustin Heiner is an accomplished investor and founder of Massive PassiveIncome.com, a community of like-minded professionals that uses real estate investments as a way to gain freedom and time in their daily lives. Dustin started Master PassiveIncome.com from his home in 2015, while being a full-time employee, husband and father with 4 children and being a full-time investor. He is very passionate about his mission to help others become successfully unemployed and never need a job again. Connect with Dustin: MasterPassiveIncome.com/FreeCourse, @TheDustinHeiner, Text RENTAL to 33777. Highlights: 1:45 - There's Never a Bad Time, Only Bad Deals 6:45 - Build A Real Estate Business 15:00 - Short Term Rentals-Not Always Sustainable 18:30 - Rise of Co-Living 32:00 - Defining "Enough" & Generational Wealth Quote: “We don’t just invest for wealth—we build income. If you invest for income, it will always lead to wealth.” 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.

May 23, 2025 • 31min
FBF #901: Mastering Real Estate: Insights from Mark Khuri on Navigating Today's Diverse Market
Today's Flash Back Friday episode is from #735 that originally aired on April 29, 2024. Mark Khuri has been an avid real estate investor for over 18 years and throughout his career has invested in over 45 commercial real estate opportunities across numerous asset classes including mobile home parks, self-storage facilities, multi-family communities, retail shopping centers, oil wells, student housing, vacant land, short-term debt and ATM’s representing more than $1.5 billion of combined value. Highlights: 6:19 - Mark's Favorite Asset Type 11:32 - The Affordable Housing Shortage 14:32 - Adapting to Uncertainties 18:26 - Tax Exempt Departments 21:10 - Tips on Communication w/Investors Quote: "I'm always trying to find something unique. -Usually there is a story." Contact Mark Khuri: smkcap.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.

May 21, 2025 • 12min
MHP #900: Identify Unstable Income Sources on a Profit & Loss Statement & Avoid Overpaying
Today's episode is from Mobile Home Park #62 that originally aired on April 13, 2017. Welcome to the Mobile Home Park Academy podcast. In this episode, Charles and I will discuss mistake number 17 from our popular eBook, “The 21 Biggest Mistakes Investors Make When purchasing their First Mobile Home Park…and how to avoid them.” 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.

May 19, 2025 • 46min
#899 From Blue Collar to Big Deals: David Seymour’s Journey to $350M in Real Estate Success
David Seymour is a managing partner with Freedom Venture, a private equity real estate firm that builds, buys and manages multifamily real estate throughout the US. As of this recording, David and his team have completed more than 350M in transactions, developed over 1.5M sq. ft. and currently manage more than 1600 units. Connect with David: https://www.freedomventure.com/, https://legacyalliance.club/?_atid=Aex7kYH4iex4wfkffyfMzUiw45xOsS Highlights: 1:15 - David's Journey, Blue Collar BG 5:55 - Fire Fighter's Construction Business 12:28 - Discovering Real Estate 27:56 - Covid Shut Down/Rebuilding 40:19 - Future Opportunities Quotes: "Being a Blue Collar Guy - it comes with restrictions." "When you break a man's soul, they either crumble and fold or get up and go." 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.

May 16, 2025 • 32min
FBF #898: The King of Big Storage and Medical Records Storage
Stewart founded Harvard Grace Corporation back in 2010, which has since expanded into Harvard Grace Capital. Harvard Grace Corporation provides fractional C-level executive services to clients as well as general business consulting. Harvard Grace Capital is the real estate investment arm that specializes in various commercial asset types such as self-storage, suburban office and industrial investments with a specific geographic focus in southern TN and northern Alabama. Highlights: 5:52 - What Assets Get You Excited? 9:37 - Self Serve Medical Records Storage 18:50 - Stewart's Secret Sauce to Finding Deals Connect with Stewart: https://harvardgracecapital.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.