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PODCAST

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

business investing

All Episodes

38:25

Capital Raising Compliance Before & After Your Raise...

Cash Flow Connections - Real Estate Podcast ·

2025/09/18

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 up your raise Why social media could be your biggest compliance risk How to choose between 506(b)

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35:37

Raising Capital and Structuring Debt in Today’s...

Cash Flow Connections - Real Estate Podcast ·

2025/09/16

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+ in debt and equity transactions How equity players are shifting strategies as valuations drop 30–40%

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5:29

The Biggest Risk To Any Business - E1136 - MM

Cash Flow Connections - Real Estate Podcast ·

2025/09/15

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 your passion and lead with excellence. Interested in learning how to take your capital raising

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17:42

Inside Lone Star Capital’s Investor Playbook - E1135...

Cash Flow Connections - Real Estate Podcast ·

2025/09/12

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 in learning how to take your capital raising game to the next level? Meet us at Capital Raiser’s

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35:42

What Will A Stock Market Corrections Look Like For...

Cash Flow Connections - Real Estate Podcast ·

2025/09/11

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 warnings How a softening job market is triggering consumer fear The one chart that has Jeremy certain

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44:48

From REITs to Raising Capital: Lessons in...

Cash Flow Connections - Real Estate Podcast ·

2025/09/09

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 interested in learning about: Gregg shares his path from multi-generational real estate roots to working in

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14:38

Which Capital Raising Avatar Are You? - E1132 - MM

Cash Flow Connections - Real Estate Podcast ·

2025/09/08

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 spots, and accelerate your success. Tune in to learn what it really takes to raise capital at the

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13:35

Cross-Border Brand Dominance - E1131 - RMR

Cash Flow Connections - Real Estate Podcast ·

2025/09/05

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 relationships through the RaiseMasters community. Resources mentioned in the

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44:07

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

Cash Flow Connections - Real Estate Podcast ·

2025/09/04

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) on this thesis. In today’s episode, we break down: Why Phoenix offers a unique “base hit” strategy

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37:44

You're Not Supposed to Get Rich Off the First...

Cash Flow Connections - Real Estate Podcast ·

2025/09/02

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 transformed his view on wealth-building. Lessons from early challenges with contractors, property management,

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8:37

The Playbook Behind a $100M Virtual Book Launch -...

Cash Flow Connections - Real Estate Podcast ·

2025/09/01

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? Meet us at Capital Raiser’s Edge. Learn more here: https://raisingcapital.com/cre

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16:57

Leveraging Preferred Equity for Smarter Deals - E1127...

Cash Flow Connections - Real Estate Podcast ·

2025/08/29

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, growing his investor base, and building communities through mobile home park investing. Resources

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23:22

How Obsession Turned Hunter Thompson Into A...

Cash Flow Connections - Real Estate Podcast ·

2025/08/28

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 story is the most powerful tool you’ve got The secret mental shift that helped one of my students raise

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37:05

From The Archive: Navigating Distress: Opportunities...

Cash Flow Connections - Real Estate Podcast ·

2025/08/26

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”.Be sure to tune in if you’re interested in learning about: The rise in distress across different

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05:51

One Way To Provide More Cash Flow To Multifamily...

Cash Flow Connections - Real Estate Podcast ·

2025/08/25

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 keeping the upside. Tune in to hear how this structure works and how you might apply it to your own

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17:02

Why Partnerships Are Key to Capital Raising Success -...

Cash Flow Connections - Real Estate Podcast ·

2025/08/22

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 lasting investor relationships. Resources mentioned in the episode: Lee Yoder Website LinkedIn Interested

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28:08

How To Structure TOUGH Deals - E1122 - CFC

Cash Flow Connections - Real Estate Podcast ·

2025/08/21

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 hotels Carving out value in the middle of institutional chaos In today’s episode, Kevin reveals the

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37:39

Building Smarter LP Strategies - E1121 - TT

Cash Flow Connections - Real Estate Podcast ·

2025/08/19

In this Topical Tuesday episode, I spoke with Leyla Kunimoto who is the co-founder of Accredited Investor Insights, which is a platform created to bridge the information gap for high net worth investors. She's focused on delivering objective education and insights to help accredited investors make more informed decisions across both private and public markets.Be sure to tune in if you’re interested in learning about: Leyla’s journey from finance and consulting to becoming a full-time LP

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07:03

When Should You FIRE A Fund Manager? - E1120 - MM

Cash Flow Connections - Real Estate Podcast ·

2025/08/18

In today’s Monday Minutes episode, I dive into the rise of Fund of Funds structures in real estate—and the challenges operators face when partnering with inexperienced fund managers. From compliance risks to brand protection, I share strategies for navigating these relationships without losing your edge. Tune in to learn how to maximize the upside while avoiding costly mistakes. Interested in learning how to take your capital raising game to the next level? Meet us at Capital Raiser’s Edge. Learn

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15:27

How to Keep Investors Engaged in Any Market Cycle -...

Cash Flow Connections - Real Estate Podcast ·

2025/08/15

In today’s RaiseMasters Radio episode, Adam is joined by Stewart Heath to discuss his journey from CPA and C-level executive to raising capital for “boring” but powerful cash-flowing commercial real estate deals.We talk about the importance of consistent investor communication, lessons learned during challenging capital-raising periods, and how to build a strong portfolio foundation with stabilized assets. Tune in to hear how Stuart is helping investors generate reliable income while creating

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445 results

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