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Cash Flow Connections - Real Estate Podcast

Cash Flow Connections - Real Estate Podcast
Author: Cash Flow Connections - Real Estate Podcast
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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.
Cash Flow Connections is a private equity firm that assists accredited investors achieve diversification though recession-resistant real estate.
174 Episodes
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In today’s RaiseMasters Radio episode, Adam is joined by Louis O’Connor to discuss the world of rare earths and strategic metals.
They explore why these resources are critical to modern technology, their growing role in global security, and the opportunities they present for investors.
Tune in to learn how rare earths are shaping the future of capital raising and international markets.
Resources mentioned in the episode:
Louis O'Connor
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
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I sat down with Andrew Bowen, a 30-year multifamily veteran and housing advocate, who’s helping operators rethink the outdated deposit model.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 break down:
Why the traditional deposit model is broken (and costing you money)
How deposit alternatives can reduce bad debt while increasing occupancy
Why residents are more likely to renew under this new system
The operational mistakes that can ruin these programs if done wrong
Plus, Andrew shares how AI and predictive modeling are reshaping multifamily operations across the board.
If you own or operate apartments, this episode will challenge the way you think about deposits forever…
Tune in to the episode now.
Take Control,
Hunter Thompson
Resources mentioned in the episode:
Andrew Bowen
Website
Email
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
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 shift that led him to pursue new opportunities and ultimately acquire Clever Investor
Lessons learned from past partnerships, including the importance of structure, communication, and clear roles
Why today’s market offers unique opportunities in distressed multifamily, wholesaling apartments, and even small business acquisitions
To your success,
Tyler Lyons
Resources mentioned in the episode:
Garrett Lynch
TikTok
Instagram
LinkedIn
Email
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
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 how to scale your capital raise by leveraging other people’s networks.
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
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.
Resources mentioned in the episode:
Brandon Cobb
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
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 agency owner, and 1031 intermediary with direct access to the trends most operators aren’t paying attention to.
And in this episode, he drops truth bombs you won’t hear anywhere else…
In this conversation, we cover:
Why the Fed cutting rates could actually raise mortgage rates
How today’s cap rate projections are ignoring key bond market signals
Why insurance premiums are exploding (even in low-risk markets)
The hidden risk in relying on outdated lending strategies
And the reason Jake believes the next 12 months will divide winners and losers
If you’re holding multifamily—or plan to—this episode is required listening.
Take Control,
Hunter Thompson
Resources mentioned in the episode:
Jake Clopton
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
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 acquisitions.
How Asym Capital is adapting and where they are focusing, given the reality of today’s market.
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
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 take your capital raising game to the next level? Meet us at Capital Raiser’s Edge.
Learn more here: https://raisingcapital.com/cre
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 episode:
Torey Azure
Tamarack Capital Website
Email
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
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) and 506(c) before you even have a deal
The critical difference between “talking to investors” and “offering securities”
The one conversation that could protect you if your deal ever goes south
If you’re raising capital (or plan to)… you need to hear this.
Take Control,
Hunter Thompson
Resources mentioned in the episode:
Mauricio Rauld
LinkedIn
YouTube
Ask a Question
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
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% from peak levels and family offices become more active
The changing debt market: agency lending tightening standards, rising interest in life companies and CMBS loans, and what sponsors should expect
Key advice for owners and operators on structuring the capital stack, mitigating risk, and avoiding costly mistakes
To your success,
Tyler Lyons
Resources mentioned in the episode:
Ryan Haase
LinkedIn
MagnitudeCRE.com
IntegRECapital.com
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
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 game to the next level? Meet us at Capital Raiser’s Edge.
Learn more here: https://raisingcapital.com/cre
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 Edge.
Learn more here: https://raisingcapital.com/cre
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 we’re headed for a downturn
What that means for multifamily pricing and LP capital
And the 3 “domino effects” that crush real estate valuations
Plus, we debate whether timing the market is a real strategy… and when Jeremy might finally get off the sidelines.
This is one of the most important macro episodes we’ve done all year.
Take Control,
Hunter Thompson
Resources mentioned in the episode:
Jeremy Roll
Email
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
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 acquisitions and asset management for top REITs like Blackstone and Stag Industrial
Key takeaways from managing multi-billion-dollar portfolios, negotiating hundreds of leases, and navigating institutional investment strategies
The transition from institutional roles to entrepreneurship—syndications, advisory services, and capital-raising challenges
How consistent LinkedIn content helped build deal flow, partnerships, and brand credibility in the real estate space
To your success,
Tyler Lyons
Resources mentioned in the episode:
Gregg Gruehl
LinkedIn
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
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 highest level.
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
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 episode:
Fletcher Wheaton
LinkedIn
YouTube
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
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 with asymmetric upside
The structural advantages that make this market incredibly operator-friendly
The exact property we’re buying at a 38% discount to 2022 pricing
Why now might be the best buying opportunity in multifamily since 2009
How our hyper-local approach gives us an execution edge most firms miss
This isn’t a theory episode.
It’s a playbook from operators who’ve done 60+ real estate deals, and are doubling down while others wait on the sidelines.
If you're a serious investor looking to understand where the smart money is going next…
Listen to the episode now.
Take Control,
Hunter Thompson
Resources mentioned in the episode:
Asym Capital
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
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, and financing that shaped his asset management approach.
Why strategic market selection—like focusing on Phoenix—can create long-term advantages through lower costs and demographic growth.
Key practices for effective multifamily operations: aligning with the right property managers, building realistic underwriting models, and phasing in value-add strategies.
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
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
Man what a great episode! And talk about timing... this was exactly what I needed to hear right now. I'm thoroughly pumped up and ready to head in the direction I know I should have been heading for a long time now but have been neglecting. I love the part about visualization as well.
This was the best podcast I've heard on Land Entitlements. I love the detail you go into with your interviews. Any developer new or seasoned could benefit from this episode.