Real Estate Investing for Cash Flow with Kevin Bupp

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: Join the Cashflow Investor ClubJoin the ClubInvestWithKB.comKevinBupp.comKevinBupp.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: Join the Cashflow Investor ClubJoin the ClubInvestWithKB.comKevinBupp.comKevinBupp.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: Join the Cashflow Investor ClubJoin the ClubInvestWithKB.comKevinBupp.comKevinBupp.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: Join the Cashflow Investor ClubJoin the ClubInvestWithKB.comKevinBupp.comKevinBupp.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: Join the Cashflow Investor ClubJoin the ClubInvestWithKB.comKevinBupp.comKevinBupp.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: Join the Cashflow Investor ClubJoin the ClubInvestWithKB.comKevinBupp.comKevinBupp.com/Podcast

Karly Lacono 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: Join the Cashflow Investor ClubJoin the ClubInvestWithKB.comKevinBupp.comKevinBupp.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: Join the Cashflow Investor ClubJoin the ClubInvestWithKB.comKevinBupp.comKevinBupp.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: Join the Cashflow Investor ClubJoin the ClubInvestWithKB.comKevinBupp.comKevinBupp.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: Join the Cashflow Investor ClubJoin the ClubInvestWithKB.comKevinBupp.comKevinBupp.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: Join the Cashflow Investor ClubJoin the ClubInvestWithKB.comKevinBupp.comKevinBupp.com/Podcast

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 your park, but you definitely don’t need to be. If you find that you live in a market where CAP rates are insanely low or in a market that is going through tough times, you would be much wiser to invest outside of your immediate area. Recommended Resources: Join the Cashflow Investor ClubJoin the ClubInvestWithKB.comKevinBupp.comKevinBupp.com/Podcast

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 never before, with rising interest rates, slowing rent growth, over supply in certain markets, and debt maturities forcing some hard decisions. Joe’s here to share how Ashcroft has navigated these challenges, what’s worked, what hasn’t, and what he sees ahead for the multifamily sector in the coming years. Connect with Joe: https://ashcroftcapital.com/ Joe's Podcast/Newsletter: https://www.bestevercre.com/ Highlights: 2:00 - Why This Conversation Matters 5:30 - Three Market Stages 12:10 - Eviction Backlogs’ Ripple Effects 15:05 - How Lenders Really Behave 21:05 - Debt vs. BOV Reality Check 33:00 - AI For IR Workflows Quote: “If you’re not on board with AI, you’re being left behind from an efficiency and effectiveness standpoint.” Recommended Resources: Join the Cashflow Investor ClubJoin the ClubInvestWithKB.comKevinBupp.comKevinBupp.com/Podcast

Today's Flash Back Friday episode is from #657 that originally aired on Oct. 16, 2023. Dave Zook and his team at The Real Asset Investor specialize in a variety of asset classes including ATM machines, Car Washes, Energy, Self-Storage and a number of others. In fact, he and his team are one of the Top 4 ATM Fund Operators in the US. Dave is a sought-after speaker and has shared his knowledge across various media platforms such as The International Business Conference, The Real Estate Guys Radio Show, Cashflow Ninja and many others. Additionally, Dave is also a fellow Pennsylvanian and lives in Lancaster PA with his wife and 4 daughters. Quote: “If you focus on your operations and you’ve got stuff in your portfolio that needs stabilized, you’ve got stuff that needs “buttoned-up,” button that stuff up tight. The better you’re running your ship, the better your chance is that a bank is going to look at you and say, “yep, we’ll do the next deal with you.” Highlights: 2:55 - Learn about Dave’s background 8:45 - What Dave’s business looks like today compared to 6-12 months ago 15:00 - Advice on finding lenders - Dave’s strategy on how to secure relationships with banks and other lenders 26:45 - What was the transition from a “sub par" to a quality wash from a car wash? 29:09 - Talking about ATMs today and what we can expect from them in the future Connect with Dave: therealassetinvestor.com Recommended Resources: Join the Cashflow Investor ClubJoin the ClubInvestWithKB.comKevinBupp.comKevinBupp.com/Podcast

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 time to work full-time jobs and manage full-time families while simultaneously making massive progress and finding HUGE success as a mobile home park investor. Recommended Resources: Join the Cashflow Investor ClubJoin the ClubInvestWithKB.comKevinBupp.comKevinBupp.com/Podcast

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 investment strategy, how she chooses the right properties and markets, what investors need to know to succeed in this space, and the lessons she’s learned scaling Avenue West into a multi-million-dollar enterprise. Connect with Angela: https://avenuewest.com/ Highlights: 2:00 — First Corporate Rental 6:00 — Premium Rent Advantages 13:00 – Second & Third Tier Cities 15:00 – Regulatory Risks 19:00 – Targeting the Right Buildings 22:00 – Cost to Furnish Units Quote: “Corporations will pay top dollar because housing isn’t just shelter, it’s part of the impression they make on employees.” Recommended Resources: Join the Cashflow Investor ClubJoin the ClubInvestWithKB.comKevinBupp.comKevinBupp.com/Podcast

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 industrial real estate assets. In the real estate sector, his focus is consistently on Class A properties. His group partners with top-tier sponsors who have weathered multiple economic cycles, commit significant co-investment, and maintain audited financials. Connect with Sal: LinkedIn https://www.linkedin.com/in/salvatore-buscemi Get Sal Free Book Here: investinglegacy.com or sal@brahminpartners.com Highlights: 11:36 - Class A Opportunities (NY) 16:12 - Sal's Structure, What's on The Radar 19:40 - Threats, Housing, Social Changes 22:06 - Sal's Take on Crypto 32:51 - Building Relationships Instead of Being Transactional Quote: "For Those of you who are starting, it's never a spreadsheet, you can do ChatGPT and it can give you whatever you need. It's all about the relationships. That's going to be the most coveted skill going forward." Recommended Resources: Join the Cashflow Investor ClubJoin the ClubInvestWithKB.comKevinBupp.comKevinBupp.com/Podcast

Today's episode is from Mobile Home Park #123 that originally aired on Jan. 15, 2021. Top 3 ways to uncover great Mobile Home Park deals. What You’ll Learn: Recommended Resources: Join the Cashflow Investor ClubJoin the ClubInvestWithKB.comKevinBupp.comKevinBupp.com/Podcast

Frank Rizzo is Co-Founder of Stone Capital Investors and has more than 20 years experience in real estate as a broker, owner and a syndicator. For the past 12 years Frank has been active in the MHP space and during that time he has acquired and re-positioned over 20 communities. Starting his entrepreneurial journey in high school, Frank obtained his real estate license at 19 and went on to earn his Series 7, 24 and 63 licenses by 23. He later opened his real estate brokerage, Corner stone Realty at 28. Today we’ll dive deep into the business of mobile home parks, one of which I’ve been personally active in for nearly two decades through my company Sunrise Capital Investors. Connect with Frank: Website / Video Series: trailerparkturnaround.com Highlights: 2:00 - First Park Hook 7:00 - Team & Footprint 10:00 - Persistent Deal Sourcing 13:00 - Best Buyer Strategy 20:00 - Community Culture First 34:00 - KPI Driven Focus Quote: “If you don’t build that sense of community, it all becomes transactional. But when residents feel part of something bigger, they stay and that’s when the park truly succeeds.” Recommended Resources: Join the Cashflow Investor ClubJoin the ClubInvestWithKB.comKevinBupp.comKevinBupp.com/Podcast

Today's Flash Back Friday episode is from #663 that originally aired on Oct. 30, 2023. After 15 years as a collegiate basketball coach, Ben Julius became the founder and CEO of Lionheart Development, a development group based in Toronto, Ontario. Ben’s Business began with flipping houses, short term rentals, and multi-family homes. However, over the last 3-years the business has evolved into a strategic land development firm focusing on ground up multi-family and condo development. Quote: “Good deals aren’t found, they’re made.” Highlights: 17:10: Ben talks about how his team combating the current housing market in Canada 23:30: Housing then vs now - what his team is doing to provide opportunities for home ownership right out of college 26:05: Talking about the capital market, lending, etc in Canada Connect with Ben: www.lionheartdevelopment.co Recommended Resources: Join the Cashflow Investor ClubJoin the ClubInvestWithKB.comKevinBupp.comKevinBupp.com/Podcast