Real Estate Investing for Cash Flow with Kevin Bupp

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 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, no-hype insights on buying right, protecting downside, and playing the long game in today's market.

Connect with Charles: https://harborsidepartners.com/

Highlights:

02:00 - Startup → Real Estate

04:00 - Flipping Lessons

10:00 - Shift to B-Class

13:00 - Refinancing Floating

24:00 - Debt Reality

Quote: "Real estate is a long-term play—early cash flow is modest, and you really see the fruits when you refinance or sell."

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.

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: [email protected]

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/, [email protected]

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.

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 ultimately thrive no matter what the current state of affairs are in our country.

We were joined by Kolman Bubis, a top broker with Sunstone Real Estate Advisors and Brandon Turner, who is the founder of Open Door Capital.

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.

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:

02:15 — Why Hold Multifamily

06:20 — Pivot To Ground-Up

06:50 — Premium Workforce Model

07:15 — $200k vs. $150k Units

09:05 — Amenities Rarely Used

13:00 — Local Banks Over Agency

18:15 — Raising Capital Got Harder

19:20 — Dev Risk vs. Acquisitions

25:10 — Biggest Risk: Demand

29:10 — AI For Communication

Quote: "We're not building cheap housing, we're building beautiful, attainable communities that people can actually afford to live in."

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 #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 flipping division. In addition, he skillfully oversees a thriving real estate investment brokerage. Today, Keith shares his captivating journey into the realm of real estate, offering insights into his remarkable story.

Connect with Kieth: bobocapitalventures.com

Highlights:

6:00: house flipping - what the rates look like currently

12:00: the story behind purchasing a mobile home park

19:50: how Keith found the two mobile home park he owns on MLS

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.