Cash Flow Connections - Real Estate Podcast

Cash Flow Connections - Real Estate Podcast

Welcome to the Cash Flow Connections Real Estate Podcast. This podcast provides insights into the intricacies of commercial real estate investing through interviews with some of the leading investors, sponsors, and managers in the U.S. The program centers on cash flow focused asset classes such as mobile home parks, self-storage, multi-family, and office, but virtually all types of real estate transactions will be covered. The podcast is hosted by Hunter Thompson, founder of Cash Flow Connections and full-time real estate investor. Cash Flow Connections is a private equity firm that assists ac...

Author

Cash Flow Connections - Real Estate Podcast

Category

Business

Podcast website

hunterthompson.podbean.com

Latest episode

Jul 10, 2026

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Episodes

Never Charge A Deposit Again? - E1146 - CFC 02.10.2025

Most multifamily owners think deposits protect them from risk… But what if the opposite is true? In today’s episode, I sat down with Andrew Bowen, a 30-year multifamily veteran and housing advocate, who’s helping operators rethink the outdated deposit model. He explains how a deposit alternative not only protects owners but also speeds up leasing decisions and boosts retention. In this episode, we...

From Multifamily Syndications to Clever Investor - E1145 - TT 30.09.2025

In this Topical Tuesday episode, I spoke with Garrett Lynch who is the  CEO of Clever Investor and he's a seasoned multifamily operator with more than 700 million in completed transactions. Be sure to tune in if you’re interested in learning about: Why he stepped away from a 13-year career in multifamily syndications after scaling to thousands of units and navigating a turbulent market The mindset...

How To Get Other People To Raise Money For Your Deals - E1144 - MM 29.09.2025

In today's Monday Minutes episode, I share the exact steps we've used at Asym Capital to get other people to raise money for our deals, including the systems, scripts, and support we provide to make it a total no-brainer. From preparing your resources to removing risks and offering hands-on help, this episode breaks down how to turn potential partners into capital-raising allies. Tune in to learn...

Lessons from Scaling in Land Development - E1143 - RMR 26.09.2025

In today’s RaiseMasters Radio episode, Adam is joined by Brandon Cobb of HBG Capital. They discuss his journey from flipping houses to land development, how his team creates value through entitlements, and the strategies that have transformed his capital raising process. Tune in to hear Brandon’s insights on scaling, investor relationships, and building sustainable success in real estate. Resource...

What Stagflation Might Mean For Multifamily - E1142 - CFC 25.09.2025

When interest rates rise fast and inflation doesn’t cool off… Most people just hope it ends soon. But savvy investors? They prepare for stagflation. That’s why I sat down with Jake Clopton of Clopton Capital, who’s been in the trenches since the 2008 financial crisis, to talk through what stagflation could mean for multifamily assets. Jake isn’t just making predictions—he’s a lender, insurance age...

From The Archive: Is the Multifamily Value-Add Strategy DEAD? – E1141 – TT 23.09.2025

In this Topical Tuesday episode, Tyler breaks down the difficulties in underwriting and acquiring value-add multifamily real estate. Be sure to tune in if you’re interested in learning about: Why some classic value-add deals no longer pencil and how market conditions are creating challenges. Factors that could lead to a rebound and that could improve the prospects surrounding value-add acquisition...

What I Think When I See 35% Target Returns - E1140 - MM 22.09.2025

In today's Monday Minutes episode, I talk about assessing risk in real estate versus other investments and why chasing high projected returns can be dangerous. I share lessons learned from market cycles, passive investing pitfalls, and the importance of being realistic about risk-adjusted returns. Tune in to hear why "bread and butter" deals often win in the long run. Interested in learning how to...

Engineering Multifamily Marketing - E1139 - RMR 19.09.2025

In today’s RaiseMasters Radio episode, Adam is joined by Torey Azure of Tamarack Capital. They talk about his unique path from engineering and marketing into capital raising, the lessons he’s learned early on, and how building confidence and community has shaped his journey. Tune in to hear Torey's perspective on standing out and creating real value in this business. Resources mentioned in the epi...

Capital Raising Compliance Before & After Your Raise - E1138 - CFC 18.09.2025

Most syndicators think compliance starts after the deal is under contract. They wait to bring in a securities attorney until the docs are needed… But by then, it might be too late. In this episode of Cash Flow Connections, I’m joined (for the third time) by Mauricio Rauld—one of the few attorneys who actually makes securities law fun to learn. We break down: The syndicator blind spot that can blow...

Raising Capital and Structuring Debt in Today’s Market - E1137 - TT 16.09.2025

In this Topical Tuesday episode, I spoke with Ryan Haase  who has more than 20 years of experience across many different commercial real estate disciplines, and he has originated over $400 million in loans and brokered more than $1.2 billion in debt and equity nationwide. Be sure to tune in if you’re interested in learning about: Insights from 20+ years in commercial real estate, covering $1.6B+ i...

The Biggest Risk To Any Business - E1136 - MM 15.09.2025

In today's Monday Minutes episode, I talk about the hidden risk of falling out of love with your business and how it can erode company culture, morale, and long-term success. I share my personal experience with burnout, market downturns, and what it takes to bring energy, enthusiasm, and conviction back into your business so you can thrive when the market rebounds. Tune in to learn how to reignite...

Inside Lone Star Capital’s Investor Playbook - E1135 - RMR 12.09.2025

In today’s RaiseMasters Radio episode, Adam sits down with Craig McGrouther of Lone Star Capital to talk about business development, raising capital, and the importance of building strong relationships. Tune in to hear Craig’s take on events, investor engagement, and what it takes to stand out in today’s market. Resources mentioned in the episode: Craig McGrouther Email LinkedIn Website Interested...

What Will A Stock Market Corrections Look Like For CRE? - E1134 - CFC 11.09.2025

If the stock market takes a dive… what really happens to commercial real estate? That’s exactly what I asked Jeremy Roll — one of the most respected passive investors in the country — in this new episode. We dug into what he's seeing right now in the data, and why he thinks the next 6–9 months could be the tipping point… Inside, you’ll hear: Why retail services are flashing Great Recession-style w...

From REITs to Raising Capital: Lessons in Acquisitions, Asset Management, and LinkedIn Growth - E1133 - TT 09.09.2025

In this Topical Tuesday episode, I spoke with Gregg Gruehl  who is a seasoned real estate professional with a background in acquisitions and asset management at top real estate investment trusts, and today he serves as an advisor to investors providing institutional quality, underwriting and asset management services to help them evaluate and optimize their deals. Be sure to tune in if you’re inte...

Which Capital Raising Avatar Are You? - E1132 - MM 08.09.2025

In today's Monday Minutes episode, I break down the most common capital raising avatars I’ve seen after working with over a thousand capital raisers. From the excited newbie to the future Hall of Famer, I share the traits, challenges, and habits that determine who thrives and who stalls in this business. Whether you’re new or seasoned, this episode will help you spot your strengths, fix your blind...

Cross-Border Brand Dominance - E1131 - RMR 05.09.2025

In today’s RaiseMasters Radio episode, I’m joined by Fletcher Wheaton to talk about his journey building a real estate business in Cabo San Lucas. We cover how he branded himself as “the Cabo guy,” leveraged video to grow his presence, and created long-term opportunities in development and consulting. Tune in to hear how Fletcher is helping Americans invest in Mexico while building lasting relatio...

Why We Went All-In On Phoenix Mulitfamily - E1130 - CFC 04.09.2025

Most operators are still chasing diversification… But we’re doing the opposite. In this episode, I sat down with Tyler Lyons, my business partner at Asym Capital, to explain why we’ve gone all-in on Phoenix multifamily and literally moved our families across the country to prove it. We reveal the data, market signals, and overlooked fundamentals that led us to bet our careers (and personal capital...

You're Not Supposed to Get Rich Off the First Property - E1129 - TT 02.09.2025

In this Topical Tuesday episode, I was a guest on Matt Owens’ Masters of Real Estate show, where we discussed my path into real estate, lessons learned along the way, and the strategies that drive effective multifamily operations. Be sure to tune in if you’re interested in learning about: My career shift from CPA and corporate finance to real estate, highlighting how one small duplex deal transfor...

The Playbook Behind a $100M Virtual Book Launch - E1128 - MM 01.09.2025

In today’s Monday Minutes episode, I break down the record-shattering $100M virtual book launch and the money model behind it.  I share key lessons on brand, trust, and sales strategy that apply far beyond books or marketing campaigns. Tune in to learn how these insights can shape your approach to building and scaling. Interested in learning how to take your capital raising game to the next level?...

Leveraging Preferred Equity for Smarter Deals - E1127 - RMR 29.08.2025

In today’s RaiseMasters Radio episode, Adam is joined by Jeff Flynn of Aspen Ridge Capital to discuss his journey from Navy service to building a portfolio of mobile home parks across the Southeast. We dive into his creative approach to capital raising, including how he turned sellers into investors, and the lessons he’s applying to scale his business. Tune in to hear how Jeff is structuring deals...

How Obsession Turned Hunter Thompson Into A Capital-Raising POWERHOUSE - E1126 - CFC 28.08.2025

Most people are scared of obsession… But for me, it’s been the single greatest driver of success. In this special episode—originally recorded with Ben Reinberg on his show I Own It—I unpack how obsession with my mission reshaped my life, business, and wealth. We talk about everything: What really fuels confidence when raising equity How a poker boom shaped my capital-raising philosophy Why your st...

From The Archive: Navigating Distress: Opportunities in Multifamily and the Road Ahead - E1125 - TT 26.08.2025

In this Topical Tuesday episode, I spoke with Brian Burke who is the President & CEO of Praxis Capital, Inc. Brian has acquired over 800 million dollars’ worth of real estate over a 30-year career including over 4,000 multifamily units and more than 700 single-family homes. He is also the author of “The Hands-Off Investor: An Insider’s Guide to Investing in Passive Real Estate Syndications”. B...

One Way To Provide More Cash Flow To Multifamily Investors - E1124 - MM 25.08.2025

In today’s Monday Minutes episode, I break down the reality of cash flow in today’s private equity and multifamily markets, and share how we’re structuring deals to compete with bonds yielding over 4%. I also walk through a new share class we’ve introduced at Asym Capital that offers an 8% current pay with a 5% kicker on the backend—an approach designed to meet investor cash flow needs while still...

Why Partnerships Are Key to Capital Raising Success - E1123 - RMR 22.08.2025

In today’s RaiseMasters Radio episode, Adam is joined by Lee Yoder to talk about his journey from physical therapist to managing nearly 900 units in the Midwest. They dive into his recent $8.25M raise for a 415-unit portfolio, the role of partnerships in scaling quickly, and why focusing on tertiary markets has been a game-changer. Tune in to hear how Lee is building cash flow, momentum, and lasti...

How To Structure TOUGH Deals - E1122 - CFC 21.08.2025

Most investors say they want “complex deals with upside.” But the truth is… When things really get messy—most people run. That’s why I sat down with Kevin Bupp, co-founder of Sunrise Capital Investors, who’s made a career out of structuring deals that others wouldn’t even touch. I’m talking about: Cross-collateralized assets in special servicing Simultaneous closings across parking, office, and ho...

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