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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

27:37

Secret Summer Tax Planning Strategies - E1098 - CFC

Cash Flow Connections - Real Estate Podcast ·

2025/07/10

While most people are relaxing this summer… The smartest business owners are slashing their tax bills using strategies you’ve probably never heard of. That’s why I brought back Mark Kohler—CPA, attorney, and wealth architect—to break down the real summer tax moves investors should be making now. In this episode, we cover: Why “side hustles” and family barbecues can become powerful tax deductions How to legally pay your kids—and take the write-off The #1 LLC mistake that could cost you

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27:53

From The Archives: How to Break the Golden Handcuffs...

Cash Flow Connections - Real Estate Podcast ·

2025/07/08

In this Topical Tuesday’s episode, I spoke with Dave McIlwaine who is a seasoned entrepreneur and successful executive with deep experience in business growth, scale and delivering results. He has 25 years of experience in the world of real estate and he is the Founding Partner of MAC Assets, where he acquires underperforming multifamily value-add properties with substantial opportunity to generate short and long-term gains.Be sure to tune in if you’re interested in learning about: The risks

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05:37

Should You Go All In On YouTube? - E1096 - MM

Cash Flow Connections - Real Estate Podcast ·

2025/07/07

In today’s Monday Minutes episode, I break down whether you should go all in on YouTube to raise capital. I share what’s working, why I’m diving in, and how to decide if it fits your voice and audience. Tune in to hear what could be the next big unlock for your business. 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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16:41

The Only Ceiling That Exists Is the One You Set -...

Cash Flow Connections - Real Estate Podcast ·

2025/07/04

In today’s RaiseMasters Radio episode, Adam sits down with Shelon “Hutch” Hutchinson—Marine veteran, real estate syndicator, and co-founder of H² Capital.We talk about how he went from barefoot in Jamaica to building a fund of funds serving military investors, why mindset is everything, and how curiosity kills mediocrity. Hutch breaks down what it really takes to be a steward of capital and build a legacy that lasts. Resources mentioned in the episode: Shelon

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37:31

Multifamily Operations in 2025 - E1094 - CFC

Cash Flow Connections - Real Estate Podcast ·

2025/07/03

In 2021, you could close your eyes, hand a property to a third-party manager, and still double your money. Not anymore. Today’s market is a different beast—rising interest rates, valuation corrections, overbuilding, and tightening debt markets have completely changed the rules. That’s why I brought back Josh Welch and Mark Shuler—two operators with over 4,000 units under management—to unpack exactly how they’re navigating the storm. In this episode, they reveal: Why efficiency and process are the

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40:47

Why Early Retirement Isn’t Just About the 4% Rule -...

Cash Flow Connections - Real Estate Podcast ·

2025/07/01

In this Topical Tuesday episode, I spoke with Scott Trench, who is the former CEO of BiggerPockets, and the author of Set for Life - Dominate Life, Money, and the American Dream. He's also an investor, a financial freedom advocate, and the co-host of the Bigger Pockets Money podcast. Be sure to tune in if you’re interested in learning about: How Scott built financial freedom through frugality, house hacking, and small multifamily properties Why many “FIRE” investors struggle to actually withdraw

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03:52

Your Problems Are Small (Now) - E1092 - MM

Cash Flow Connections - Real Estate Podcast ·

2025/06/30

In today’s Monday Minutes episode, I share a tough truth: your current problems are small compared to the ones you’ll face if you keep leveling up. But that’s exactly why you need to keep going. Tune in to hear why growth demands heavier burdens—and why you’ll be ready. 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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17:57

The New Authority in 1031's - E1091 - RMR

Cash Flow Connections - Real Estate Podcast ·

2025/06/27

In today’s RaiseMasters Radio episode, Adam is joined by Dasha Beardsley, author of Maximizing Wealth Through Syndicated 1031 Exchanges.They talk about her journey writing the book, why syndicated 1031s are still a hidden gem for many investors, and what it really takes to publish a high-value resource in today’s AI-heavy world. Dasha also shares what Lone Star Capital is focused on right now and offers some insight into how RaiseMasters has helped her along the way. Tune in to hear how she

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36:03

Do We Have 5 Years Before A Recession? - E1090 - CFC

Cash Flow Connections - Real Estate Podcast ·

2025/06/26

The recession everyone feared in 2024?Taylor St. Germain says it’s not coming—not yet, anyway. In fact, he believes we’re heading into five years of aggressive growth…Before a major downturn hits in 2030. In today’s episode, we go deep into: Why capital markets are frozen by uncertainty (and how to play offense while others stall) How inflation, demographics, and rising labor costs are priming the system for a 2030 collapse What industries are most vulnerable over the next five years Why interest

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10:41

Why Occupancy is King in Today's Multifamily Market -...

Cash Flow Connections - Real Estate Podcast ·

2025/06/24

In this solo Topical Tuesday episode, Tyler dives deep into a seemingly obvious, yet nuanced, topic: why occupancy is absolutely critical for multifamily properties, especially in today's competitive Sunbelt markets.Be sure to tune in if you’re interested in learning about: Why vacancies might be more expensive than you think — including some hidden costs that often go unnoticed The true cost of turning over a unit and why it’s not just about paint and repairs How a full building can quietly

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05:15

Should You Hire A Capital Closer? - E1088 - MM

Cash Flow Connections - Real Estate Podcast ·

2025/06/23

In today’s Monday Minutes episode, I answer a common question from capital raisers: Should you hire a closer to take investor calls? I break down when it makes sense—and when it’s just a distraction from the real bottleneck. Tune in to learn how to know if you’re ready. 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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11:37

The Power of Automation - E1087 - RMR

Cash Flow Connections - Real Estate Podcast ·

2025/06/20

In today’s RaiseMasters Radio episode, Adam is joined by Jason Wright of Intentionally Inspirational.They talk about what it really takes to succeed in capital raising right now, why consistent relationship-building beats pitching deals, and how to adapt your marketing to match what investors are actually looking for. Jason also shares tactical tips on digital advertising, staying motivated during tough markets, and using tools like Grok AI for real-time insights. Tune in to hear why action beats

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31:06

What Preferred Equity Investors Are Looking For Today...

Cash Flow Connections - Real Estate Podcast ·

2025/06/19

Most investors think preferred equity is only for "rescue deals"... But what if that’s dead wrong? In my latest episode of Cashflow Connections, I sat down with Paul Moore—founder of Wellings Capital, $195M+ raised, and a two-time finalist for Michigan’s Entrepreneur of the Year. He revealed how the best investors are using preferred equity not as a last resort but as a strategic weapon in today’s market. We cover: Why preferred equity with a 17%+ return is still alive and thriving How “JV Hybrid

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37:14

How LPs Should Vet Deals and Assess Risk - E1085 - TT

Cash Flow Connections - Real Estate Podcast ·

2025/06/17

In this Topical Tuesday episode, I spoke with Aleksey Chernobelskiy who advises Limited Partners (“LPs”) on existing and future investments. He writes weekly to thousands of investors at LPlessons.co to explain how to properly vet and think about LP investments in the grand scheme of their portfolios. Aleksey also helps General Partners on matters relating to LPs, such as capital calls or feedback on investment decks.Be sure to tune in if you’re interested in learning about: A practical

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07:25

How to Get The Attention of Billionaires - E1084 - MM

Cash Flow Connections - Real Estate Podcast ·

2025/06/16

In today’s Monday Minutes episode, I break down how to actually get the attention of billionaires and top-tier operators—without sounding cringey or wasting their time. It’s all about relevance, research, and real value. Tune in to learn how to stand out in a crowded room. 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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15:02

Characteristics of an Elite Capital Raiser - E1083 - RMR

Cash Flow Connections - Real Estate Podcast ·

2025/06/13

In today’s RaiseMasters Radio episode, Adam sits down with Josh Washington, a long-time teammate at RaisingCapital.com and one of our top client success partners.From performing with acts like the Jabbawockeez to helping capital raisers raise millions, Josh’s journey is anything but typical. We talk about what separates elite capital raisers, the power of storytelling, and why your “who” is more important than your “how.” Tune in to hear how Josh helps new and experienced members alike build real

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20:23

The Truth About Bonus Depreciation In 2025 - E1082 - CFC

Cash Flow Connections - Real Estate Podcast ·

2025/06/12

Every real estate investor has heard of bonus depreciation...But in 2025, the game has changed—and if you're not up to speed, it could cost you. In today’s episode, I sat down with Gian Pazzia, a cost segregation expert with a background in engineering and Big Four accounting. He breaks down exactly what’s changed, what’s staying, and how to capitalize on bonus depreciation while it’s still available. Whether you're holding small rentals or $10M commercial deals, this is a must-listen if you want

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36:41

From Painting Homes to Building Wealth: A Real Estate...

Cash Flow Connections - Real Estate Podcast ·

2025/06/10

In this Topical Tuesday episode, I spoke with Pete Schnepp who is the founder of Asset Stream Properties and has leveraged over 20 years of experience in real estate and construction to build a firm that specializes in low-risk, high-reward investments in multifamily workforce housing.Be sure to tune in if you’re interested in learning about: How a lawsuit shifted Pete’s mindset from relying on a single business to building multiple income streams. How he started with one property per year and

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06:58

It's An Honor To Feel This Way - E1080 - MM

Cash Flow Connections - Real Estate Podcast ·

2025/06/09

In today’s Monday Minutes episode, I share a mindset shift I’ve picked up from endurance training—and how it applies directly to business. It’s all about learning to treat hard work as an honor, not a punishment. Tune in to reframe your relationship with intensity. 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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11:39

Momentum From Day One - E1079 - RMR

Cash Flow Connections - Real Estate Podcast ·

2025/06/06

In today’s RaiseMasters Radio episode, Adam sits down with Tyler Goldman, a rising entrepreneur in the capital raising space who just locked in his first deal in Charlotte.We talk about his transition from institutional real estate to launching his own firm, what he's learned during his first fundraise, and how he's leveraging systems to accelerate his success. If you're building your capital raising machine, this one’s for you. Resources mentioned in the episode: Tyler

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445 results

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