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Real Estate Investing for Cash Flow with Kevin Bupp

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by Kevin Bupp

1,004 episodes

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Podcast Overview

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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Publishing Since

1/2/2014

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Recent Episodes

June 29, 2026

He Left Goldman Sachs to Bring Residential Real Estate to “Normal” Investors | Ep. 994

Real estate has arguably been the largest wealth generator in history, but for many years, most opportunities have been out of reach for those without large bank accounts. Alex Blackwood is on a mission to change that with fractional real estate. While working at Goldman Sachs’ private equity group and delivering 15%-20% annual returns to investors, he started dreaming of a company that would lower the barrier to entry and bring these opportunities down to the average person. In 2022, that dream became a reality when he launched Mogul, a real estate investing platform that allows users to buy fractional shares of residential properties in a matter of clicks. Think Airbnbs in vacation markets, quadplexes with long-term tenants, and even single-family homes that are rented by the room. With new offerings weekly, investment minimums of just $250, and all the benefits of direct ownership—but without any of the normal landlord responsibilities—everyday people can now buy affordable shares of rental properties in top markets across the U.S. Whether you’re a seasoned investor or just beginning your journey, this conversation will challenge what you thought was possible with real estate investing and the resources required to build real, long-term wealth. Insights from today’s episode: Why Alex left Goldman Sachs to start a fractional real estate investing platform How to reap all the benefits of rental property ownership without being a landlord The Mogul “model” that delivers higher annual returns than many REITs Residential real estate opportunities with $250 investment minimums The high-ROI real estate markets Alex and his team are targeting across the Sun Belt — Connect with Alex on LinkedIn Mogul Recommended Resources: 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, click here for opportunities to invest in real estate projects alongside Kevin and his team. Accredited Investors, you’re invited to Join the Cash Flow 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! 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 01:21 What Is the Mogul "Model"? 06:22 Managing the Properties 09:06 High-ROI Sun Belt Markets 16:03 Mogul Property Performance 21:50 Advantages Over REITs 26:28 Weathering the Airbnb "Storm" 34:03 Investing with $250! 35:26 Connect with Alex!

June 22, 2026

Industrial Real Estate Did the Last Thing He Expected (And It Made Him Wealthy) | Ep. 993

Industrial real estate might look simple from the outside. You buy a large box, lease it out, and collect rent. But like with any asset, you can lose your shirt just as easily as you can make a fortune. Joel Friedland, founder of Brit Properties, understands this better than most. Two years ago, he and his team were bracing for another industry lull, largely driven by high interest rates and sluggish rent growth. In the industrial space, the opposite happened. As new construction came to a screeching halt in many of Joel’s markets, supply constraints drove rents higher, particularly for many of his class-B investments. But that’s just the most recent cycle. Joel’s thesis has been tested repeatedly throughout his 40-plus-year career, and he’s survived it all—not because he’s immune to failure, but because he stuck to fundamentals while the syndicators around him played with fire and got burned. His no-debt model has made raising capital significantly more challenging, but it’s also helped him weather storms that have wiped out riskier investments. Joel doesn’t use unrealistic pro forma to gain an edge. Instead, he focuses on mitigating risk, playing the long game, and hunting down off-market opportunities most operators don’t have the patience to pursue. It’s helped him win strong deals—and it could help you do the same. Insights from today’s episode: Why industrial real estate has outperformed other asset classes in many markets The three biggest red flags Joel avoids on industrial real estate deals The economic factors that caused industrial rents to double in the last four years Creating an edge in your market with off-market investing opportunities Why location and size matter more than the purchase price of industrial buildings The conservative approach to leverage that gives you more staying power — Hear Our Last Interview with Joel Connect with Joel on LinkedIn Brit Properties Recommended Resources: 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. Accredited Investors, you’re invited to Join the Cash Flow 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! 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 02:00 What Happened to Industrial? 10:20 Creating an Edge 14:37 Joel's "Problem" Property 15:29 The 4 D's 27:46 Managing LP Expectations 35:39 The No-Debt Investing Model 50:48 Biggest Deal "Killers" 54:58 Connect with Joel!

June 22, 2026

Pioneering a Prudent Path in Industrial Real Estate | [Replay Ep. 686 ]

Before you check out episode 993, get up to speed with Building a Resilient Industrial Portfolio: Lessons from Joel Friedland. In this episode, Joel Friedland, founder of Brit Properties and seasoned industrial real estate operator, shares his journey of transforming his investment philosophy after the lessons learned from the 2008 financial crisis. Discover how a focus on risk control, no debt strategy, and deep tenant relationships have shaped his resilient approach to real estate investing. Main topics - Key insights: Joel's early entrepreneurial start and entry into industrial real estate The lessons learned from the 2008 recession and their impact on his investment philosophy The shift from leveraging assets to pursuing low or no debt deals for stability How to identify and source industrial properties with strong tenant stickiness Strategies for deal structuring, including sale-leasebacks and niche tenant focus The importance of location, layout, and deal assumptions in industrial real estate Current market conditions and outlook for distressed assets and overbuilding risks Joel’s vision for the next three to five years, emphasizing stability and long-term value Hear Our Last Interview with Joel Connect with Joel on LinkedIn (https://www.linkedin.com/in/joel-friedland) Brit Properties (https://www.britproperties.com/) Recommended Resources: 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/?utm_source=podcast&utm_medium=shownotes&utm_campaign=rei4cf&utm_content=ep993) for opportunities to invest in real estate projects alongside Kevin and his team. Accredited Investors, you’re invited to Join the Cash Flow 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/)! 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 - Introduction to Joel Friedland and his investment philosophy 00:58 - Joel’s entrepreneurial beginnings and early real estate experience 01:44 - Lessons from the 1981 leasing market and mentorship influence 04:16 - Transition from brokering to property ownership and syndication 05:55 - Unpacking Joel's first industrial deal and key learnings 08:07 - The importance of property geometry and tenant needs in industrial 09:34 - Structuring early deals: legal and investor considerations 11:05 - Managing vacancy and lease strategy to attract user buyers 12:48 - Why the property was vacant and how tenants are typically found 14:19 - Impact of the 2008 recession and Joel’s personal and business recovery 16:38 - The shift to no-debt or low-leverage investing post-2008 17:35 - How Joel evaluates risk and manages investor expectations 20:06 - Market evolution and current overbuilding concerns 22:24 - Stress cracks in the real estate market and risk mitigation 24:39 - Market segments Joel is focusing on for stability 26:21 - Tenant-centric strategy and exit paths for industrial buildings 27:46 - Sale-leaseback opportunities and niche tenant strategies 30:22 - The ideal size and price points for industrial properties today 32:23 - Market catalysts that could challenge the industrial sector 34:58 - Overbuilt assets and overbuilding risks in large distribution centers 37:08 - Joel’s business outlook for the next three to five years 39:16 - Approach to deal sourcing and maintaining a conservative portfolio 41:53 - The importance of location, fundamental quality, and timing in industrial investing 42:22 - How to connect with Joel and stay updated on his ventures

1,004 total episodes available with 1 transcripts

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Joe Root

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Dan Brisse

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Keith Weinhold

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Lee Yoder

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Charles Carillo

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Ben Reinberg

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Have a different question and can't find the answer you're looking for? Reach out to our support team by sending us an email and we'll get back to you as soon as we can.

What is 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
How often does this podcast release new episodes?: This podcast updates daily.
Where can I listen to this podcast?: This podcast is available on 4 platforms including Apple Podcasts, Spotify, and more. You can also use the RSS feed directly.
Does this podcast accept guests?: Yes, this podcast regularly features guests.

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