Cash Flow Connections - Real Estate Podcast

Latest Episodes:

From The Archives: How to Break the Golden Handcuffs and the Value of Coaching - E1097 - TT Jul 08, 2025

Show notes

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 associated with W-2 employment and how it’s easy to underestimate those risks
How he “broke the golden handcuffs” of his W-2 and what tactics he used to help him prepare for it
How to think about timing the exit from a W-2 to become a full-time entrepreneur
How coaching has been beneficial to him in both life and entrepreneurship
What the difference is between a teacher, mentor and a coach

To your success,

Tyler Lyons

Resources mentioned in the episode:

Dave McIlwaine

Website

Podcast

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

Should You Go All In On YouTube? - E1096 - MM Jul 07, 2025

Show notes

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

The Only Ceiling That Exists Is the One You Set - E1095 - RMR Jul 04, 2025

Show notes

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 Hutchinson

Website

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

Multifamily Operations in 2025 - E1094 - CFC Jul 03, 2025

Show notes

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 new unfair advantage
How to scale property operations without losing control
The hidden risks in today’s debt markets most investors are ignoring
How top operators are buying deals at 2018 prices… and winning

Josh also shares how his in-house team is turning struggling properties around, even ones with 30% delinquency.

If you’re serious about navigating the next cycle and staying ahead of the herd…listen to the episode now.

Take Control,
Hunter Thompson

Resources mentioned in the episode:

1. Josh Welch

Website

2. Mark Shuler

Website

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

Why Early Retirement Isn’t Just About the 4% Rule - E1093 - TT Jul 01, 2025

Show notes

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 from their portfolios, and what to do instead
Lessons from investing as an LP in syndications and how to assess operator credibility and deal quality
Scott’s outlook on multifamily real estate and what to expect in the next few years

To your success,

Tyler Lyons

Resources mentioned in the episode:

Scott Trench

BiggerPockets Money Podcast YouTube

Instagram

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

Your Problems Are Small (Now) - E1092 - MM Jun 30, 2025

Show notes

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

The New Authority in 1031's - E1091 - RMR Jun 27, 2025

Show notes

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 turned an ebook idea into a true industry resource.

Resources mentioned in the episode:

Dasha Beardsley

Book

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

Do We Have 5 Years Before A Recession? - E1090 - CFC Jun 26, 2025

Show notes

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 rates could climb to 9%… and what that means for debt-heavy investors
How to read between the lines of media noise and identify the real economic signals

This isn’t theory—Taylor’s firm has one of the most accurate forecasting records in the business.

If you want to get ahead of the next economic cycle instead of reacting to it…

Tune in to the episode now!

Take Control,
Hunter Thompson

Resources mentioned in the episode:

Taylor St. Germain

Podcast

Website

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

Why Occupancy is King in Today's Multifamily Market - E1089 - TT Jun 24, 2025

Show notes

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 outperform aggressive rent strategies and what that means for your bottom line
Smart, often-overlooked tactics for keeping residents longer and how timing plays a key role

To your success,

Tyler Lyons

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

Should You Hire A Capital Closer? - E1088 - MM Jun 23, 2025

Show notes

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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