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 accredited investors achieve diversification though recession-resistant real estate.

Listen on:

  • Apple Podcasts
  • Podbean App
  • Spotify
  • Amazon Music
  • iHeartRadio

Episodes

Friday Aug 22, 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 lasting investor relationships.
Resources mentioned in the episode:
Lee Yoder
Website
LinkedIn
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
 

Thursday Aug 21, 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 hotels
Carving out value in the middle of institutional chaos
In today’s episode, Kevin reveals the exact playbook he used to pull off one of the most complex deals I’ve ever seen… and how that one deal opened the door to institutional partnerships that changed everything.
We break down:
Why complex = high ROI (if you have the right team)
How to buy from institutions—even if you’re a small firm
Why boring assets like parking
lots are actually cash flow gold
How to turn distress into massive opportunity
If you want to learn how the best operators actually structure tough deals…
Listen to the episode now.
Take Control,Hunter Thompson
Resources mentioned in the episode:
Kevin Bupp
Website
Podcast
LinkedIn
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

Tuesday Aug 19, 2025

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 investor.
Practical tips on vetting sponsors and deals—what green flags to look for and the red flags that save time early.
The real work behind “passive” investing, misconceptions LPs often face, and why diversification is trickier than it seems.
How AI tools can sharpen due diligence, generate better questions, and help investors avoid costly mistakes.
To your success,
Tyler Lyons
Resources mentioned in the episode:
Leyla Kunimoto
Substack
LinkedIn
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

Monday Aug 18, 2025

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 more here: https://raisingcapital.com/cre

Friday Aug 15, 2025


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 opportunities for collaboration within the RaiseMasters community.
Resources mentioned in the episode:
Stewart Heath
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
 

Thursday Aug 14, 2025

Most investors know what an IRA is…
But almost no one knows what it can really do.
In fact, there’s a little-known type of retirement account that’s been legal for 50 years…
…yet most investors still don’t even realize it exists.
Today, I sat down with Kaaren Hall — founder of UDirect IRA and author of The BiggerPockets Guide to Self-Directed IRA Investing, to set the record straight.
She explains how this one strategy can unlock trillions in sidelined capital…
And help you raise money for your next deal — without Wall Street.
In today’s interview, she breaks down:
Why 50 years of misinformation has kept investors in the dark
The SECURE Act 2.0 rule that could let you contribute $70,000 after-tax into a Roth-style account
Why syndications are the #1 asset self-directed IRAs invest in
The one mistake that can make your self-directed IRA taxable
What the “25% ERISA Rule” means for fund-of-fund managers
How to avoid UDFI with the right structure
The rising trend of crypto in retirement accounts
Plus, we cover exactly how capital calls work inside IRAs, how the rules change once you hire employees, and why more 401k plans may soon include alternative assets…
If you want to tap into the $14 trillion IRA market and protect your investors from painful tax mistakes…
Listen to the episode now.
Take Control,Hunter Thompson
Resources mentioned in the episode:
Kaaren Hall
Previous episodes with Kaaren
Controlling Your Future Through Self-Directed Retirement
Is This the END of Self-Directed Retirement?
Regulatory Changes That Will Affect Real Estate Investors
Email
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

Tuesday Aug 12, 2025

In this Topical Tuesday episode, I spoke with Russell Gray who is  a seasoned commercial real estate investor.  He's a respected voice on macroeconomic trends with decades of experience navigating interest rates, cycles, debt markets, and global capital flows.
Be sure to tune in if you’re interested in learning about:
Insights on how the “One Big Beautiful Bill” and Trump’s economic approach could reshape the U.S. economy toward production and Main Street prosperity.
How real estate investors can anticipate market moves by tracking trade deals, opportunity zones, and targeted capital inflows.
Strategies for positioning in asset classes and markets poised to benefit from energy expansion, manufacturing growth, and infrastructure investment.
Why lower interest rates, productive debt use, and targeted regional plays may give Main Street investors an edge over Wall Street.
To your success,
Tyler Lyons
Resources mentioned in the episode:
Russel Gray
Email
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

Monday Aug 11, 2025

In today’s Monday Minutes episode, I break down why a sudden drop in the 5-year and 10-year treasury yields is huge news for real estate investors, what’s driving it, and how it could create incredible buying opportunities.
Tune in to hear why this shift might be the break we’ve been waiting for.
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

Friday Aug 08, 2025

In today’s RaiseMasters Radio episode, I’m joined by Morgan Keim to talk about turning distressed properties into thriving affordable housing communities.
We cover his journey from passive investor to active operator, strategies for personalizing the investor experience, and how he’s bridging into fund-to-fund partnerships to expand impact.
Tune in to hear how Morgan is creating strong returns and solving real challenges in today’s market.
Resources mentioned in the episode:
Morgan Keim
Email
Ebook
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

Thursday Aug 07, 2025

Most investors don’t realize how powerful 1031 exchanges can be…
And even fewer know it’s possible to use them in syndications.
That’s why I brought Dasha Beardsley, Director of Investor Relations at Lone Star Capital, onto the show.
In the past two years, she’s helped raise over $60 million from 1031 exchange investors and just released a book breaking down the exact strategy.
But here’s what shocked me…
This isn’t just for huge institutions or DST deals. With the right setup, you can roll 1031 money directly into syndicated real estate—potentially deferring massive tax bills and unlocking high-quality deals.
In this episode, Dasha reveals:
How one casual phone call led to a $2.5M 1031 investor
Why most sponsors ignore 1031s (and how that creates an edge)
The #1 mistake 1031 investors make—and how to avoid it
How to position yourself as the go-to solution for tax-deferred capital
What she wishes she’d added to her book… but didn’t
Whether you're raising capital or looking to defer taxes, this is one of the most powerful wealth-building tools in real estate.
Listen to the episode now.
Take Control,Hunter Thompson
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

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