Real Estate Investing for Cash Flow with Kevin Bupp

One key metric could tell you immediately whether a multifamily real estate investment is worth buying—but most people ignore it. It's not cash flow, it's not cap rate, and it's probably something you've overlooked dozens of times. Joe Root helped grow his family's multifamily portfolio and manages over 100 properties using this metric. Joe left the glitz of a corporate Wall Street career when he realized his family's apartment portfolio was better than the big city life. Multifamily management quickly became his new obsession. During the Great Financial Crisis of 2008, Joe stepped in to manage (and buy) foreclosed properties that were barely staying afloat. Through 20 years of multifamily experience, he's pinpointed the most overlooked markets in the country, how to dodge rent control and get your own city government to actively fight against it, and the #1 mistake you can make when screening tenants. He's sharing it all, plus his key multifamily metric, in this episode. Insights from today's episode: The one screening metric Joe uses to determine if a multifamily investment is worth it What to do when one of your tenants turns your building into a rave venue An underrated area of the country that multifamily investors shouldn't ignore A sign that you're managing your portfolio inefficiently (and it could cost you) Why Joe's team is moving into new development for even greater returns — Connect with Joe on LinkedIn East Superior Real Estate Partners 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!

Pro snowboard legend turned operator Dan Brisse breaks down how obsession and discipline translate to durable multifamily returns covering capital calls, bridge debt pain, why he's buying newer B+/A- locations, and where the next great deals are hiding. Connect with Daniel: https://www.granitetowersequitygroup.com/ Highlights: 1:50 - Daniel's Pro Snowboarding career 11:45 - Daniel's Wake up call 15:00 - Shift Your Mindset, Daniel's Specialty 20:39 - The Multifamily Landscape shift 26:59 - What to Buy Today Quote: "Obsession leads to greatness. In snowboarding or real estate, committed behavior over a long time wins." 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 housing market isn't broken, it's shifting. And smart investors are shifting with it. Keith Weinhold returns to explain why affordability is squeezed, why owners aren't selling, and why prices remain stubbornly strong despite lower sales volume. He also reveals where the numbers still pencil, which markets offer real yield, and why new construction is becoming one of the most overlooked investor opportunities right now. Connect with Kieth: https://getricheducation.com/ Highlights: 03:10 - Affordability Squeeze — Inflation, prices, and rates 5:05 - Sales Volume Drop 09:15 - Rates In Context 11:30 - Lock-In Effect 19:40 - New-Build Edge — Builder rate buydowns + lower insurance 33:10 - FHA Fourplex Play Quote: "The best use of your dollar isn't making your money work, it's making other people's money work: the bank's, the tenants', the government's." 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.

Physical therapist turned investor Lee Yoder breaks down how he left a stable W-2, lived below his means, and scaled from a duplex to 800+ units in six years. We cover flipping vs. cash-flow rentals, the JV to syndication leap, deal discipline, and why he brought property management in house to operate better and grow faster. A clear roadmap for anyone eyeing the jump from career to full time real estate. Connect with Lee: https://www.linkedin.com/in/lee-yoder-25793215a/ Highlights: 4:35 — Golden Handcuffs 7:40 — 30% Pay Cut 13:30 — First 34 Units 16:05 — All-In Runway 30:05 — Vertical Integration Quote: "You can buy any property you want if you pay the highest price. The discipline is stopping where your numbers say stop." 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.

Charles Carillo, founder of Harborside Partners and former payments entrepreneur, scaled from fintech to B-class multifamily investing. He discusses shifting from flips and C-class to B-minus/B assets. Topics include refinancing floating-rate deals, underwriting amid tighter debt and flat rents, protecting downside, and why long-term holds matter.

Ben Reinberg is the Founder and CEO of Alliance CGC. Ben's journey began in accounting and has since grown into a commercial real estate career with decades of experience building and managing a diverse portfolio. Under Ben's leadership, Alliance has grown into a firm recognized nation wide for its focus on medical, retail, industrial, office, and multi family properties. Today, we'll dive into Ben's roots, what fuels Alliance's success, market trends shaping the future, and the challenges, and opportunities on the horizon. Connect with Ben: https://www.benreinberg.com/ Highlights: 04:45 - First Deal Lessons 13:40 - Why Medical Office 21:15 - Multifamily Distress Plays 25:05 - Leverage & Risk Lesson 37:20 - Mindset: "This Shall Pass" Quote: "Commercial real estate is a marathon. Your edge is the ability to hold, not the size of your leverage." 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.

Jordan Moorehead is a real estate power house who has built a diverse and impressive portfolio across multiple asset classes. Jordan Moorhead is a Louisville native, licensed sales agent in Texas, licensed broker in Minnesota, and an active rental property investor who now calls Austin, Texas home. He currently owns over 94 rental units, including mobile home parks, single-family rentals, and multi family properties acquired using the BRRRR strategy. Connect with Jordan: https://www.themoorheadteam.com/agents/jordan-moorhead/ Email: jordan.moorehead@kw.com Highlights: 5:00 — Turning a Park Around 11:00 — House Hacking 101 18:00 — Lessons from Passive Investing Mistakes 25:00 — Avoid Investor Pitfalls 28:00 — Future of the Mobile Home Park Industry Quote: "I love mobile home parks because you can give hardworking people a great place to live and still make a solid profit, it's a business that just feels good to run." 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.

Karly Iacono is a Senior Vice President in CBRE's Capital Markets, Investment Properties group, specializing in the acquisition and disposition of net-lease assets and large portfolio transactions nationwide. She's a recognized expert incorporate sale-lease back structuring, multi-tenant retail investments, and development advisory where she guides both institutional and private clients through complex deals. Additionally, she's the host of the popular 'Commercial Real Estate Now' podcast where she shares expert insights on the news and trends shaping the commercial real estate landscape. We deep into corporate sale-lease backs, the what, how, and why. Exploring how this powerful tool can benefit both companies and investors alike. Connect with Karly: https://www.cbre.com/, karly.iacono@cbre.com Highlights: 2:00 — What Is a Sale-Leaseback 4:00 — Tax & Capital Advantages 06:00 — Top Industries Using It 11:00 — Credit Drives Cap Rates 17:00 — Finding the Right Investment Quote: "A sale-leaseback isn't just a way to sell real estate, it's a strategic tool to unlock capital, fuel growth, and strengthen your business for the long term." 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.

Today's Flash Back Friday episode is from #732 that originally aired on Apr. 22, 2024. Jerry Rosengarten is a Brooklyn-born serial entrepreneur whose greatest skill is the extraordinary ability to perceive form and structure and opportunity from within disorder, including developing products to deal with dyslexia, reimagining real estate, and investing early and heavily in solar energy. Jerry's first big win came in the 1970s with the Leisure Suit, which became a cultural fashion phenomenon that stoked his confidence and staked his growing desire to build land mark New York projects like the Lofts and the The Bowery Hotel. Today, Jerry owns one of the largest private solar farms in the Northeast, located on Long Island's eastern tip, and his creative passions are focused on environmental stewardship and active advocacy for those suffering from learning disabilities. Highlights: 5:25 - Starting the famous Leisure Suit / Lessons Learned 12:22 - Finding a Creative Space (property) 20:22 - Making The Worst location in NY Successful 26:23 - Growing Up with Dyslexia / Seeing Things Differently 34:26 - The Importance of a Supportive Spouse Quote: "I jump on the train and take it to the end. Each-train are concepts are designs." Connect with Gerald: jumponthetrain.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.

Coleman Bubis, founding partner at Sunstone Real Estate Advisors and MHC broker; Brandon Turner, founder of Open Door Capital and mobile home park operator. They discuss scaling through deal sourcing and assembling small parks. They cover building systems, hiring for culture, treating parks like businesses, winning off‑market deals, raising capital, and paths to scale including add‑ons versus big portfolios.