Real Estate Investing for Cash Flow with Kevin Bupp

While most operators chase the Sunbelt states, one overlooked market type is making small- and mid-sized multifamily investors wealthier. It's got near-zero vacancy, with strong employment anchors, and durable cash flow thanks to consistent demand. They're not big cities; instead, they're what today's guest calls "micropolitan" areas—top multifamily markets even the most experienced investors overlook.

Whi...

This could be one of the, if not the, most under realized opportunities in commercial real estate. It's a blue ocean market operating in a boring business space that most investors (and service providers) are completely overlooking. But, Jake Guso tapped into what no other real estate investor knew about industrial outdoor storage management, specifically truck parking lot businesses.

These mom-and-pop sho...

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 por...

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'...

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 inves...

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://...

Charles Carillo founder of Harborside Partners and host of the Global Investors Podcast joins Kevin to share how he went from building a billion dollar payments company to scaling a B-class multifamily portfolio. He breaks down lessons from early flips, why he exited C-class, refinancing a floating rate deal, and how he's underwriting acquisitions again amid tighter debt and flat rents. Practical, ...

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 su...

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...

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 th...

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 ...

Today's episode is from Mobile Home Park #118 that originally aired on Jul 2, 2020.

This episode is part of an ongoing webinar series that my team and I have been hosting where we invite a rotating panel of manufactured housing industry experts to discuss the state of our industry as it relates to not just the corona pandemic but also the general outlook of the manufactured housing industry and how you can not only survive, but ult...

Dusten Hendricksen is the founder and CEO of Mailbox Money Real Estate. Dusten turned his path from roofing and development into a mission-driven company focused on affordable, wellness inspired multifamily housing. You'll hear how Dusten sources deals, structures syndications, elevates tenant satisfaction through thoughtful design, and gives back to his community.

Connect with Dusten: https://mailboxmoneyre.com 

Highlights:

Today's Flash Back Friday episode is from #671 that orignally aired on Nov 20, 2023.

Keith Borie, a dynamic entrepreneur and seasoned expert in real estate investment. Serving as the President of Bobo Capital Ventures, a distinguished real estate investment firm headquartered in San Antonio, TX, Keith specializes in mobile home parks, traditional multi-family properties, and boasts a successful home flippi...

Today's episode is from Mobile Home Park #53 that originally aired on March 21, 2017.

Charles and I will discuss mistake number 8 from our popular eBook, "The 21 Biggest Mistakes Investors Make When purchasing their First Mobile Home Park…and how to avoid them." One thing we see often is that many investors will choose to look for parks locally for the sole purpose of being near the park. There is nothing wrong with being close to ...

Since Joe Fairless launched in 2015, Ashcroft Capital has acquired over $2.7 billion in assets and serves thousands of investors nationwide. Joe is also the host of the 'Best Ever Real Estate Investing Advice' podcast. Over the years, Joe has been on this show multiple times, but today's conversation is especially timely. The last three years have tested commercial real estate investors as well as multi family syndicators like neve...

Today's episode is from Mobile Home Park #43 that originally aired on Jan 10, 2017.

Eric Ingvall and Adam Rourke discuss their very first mobile home park investment located in Webster City, Iowa. We'll cover details on how they found the deal, how they are handling the repositioning, the unique challenges they've encounter through their journey, how they financed the park, and much, much more. We'll also cover how they find the ti...

Angela Healy is the CEO and Co-Owner of Avenue West, a leader in furnished residential rentals for traveling professionals, relocation clients, and corporate teams. Under Angela's leadership, Avenue West has expanded into multiple markets across the U.S., grown into a thriving franchise network, and landed on the Inc. 5000 list of fastest-growing companies. In today's conversation, we're going to dig into Angela's corporate housing...

Today's episode is from #756 that originally aired on Jun. 17, 2024.

Investment Expert and best-selling author, Salvatore Buscemi. Sal is a former investment banking professional from Goldman Sachs, a three-time published author and now serving as the CEO of a multi family office. His portfolio prominently features privately-held life sciences companies, complemented by a diverse array of high-performing enterprises and select indu...