Discover Cash Flow Connections - Real Estate Podcast
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.
181 Episodes
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In today’s RaiseMasters Radio episode, Adam is joined by Tom Schmidt of Ticker Tape Investments. We dig into how he and his partner, Rita, consistently convert cold leads into committed investors using one powerful strategy: live, in-person luncheons.
Tom shares how persistence, travel, and a smart qualification process have transformed their event attendance and capital-raising results.
Tune in to learn how his background in law and business shaped the fund-to-fund model they run today and how you can apply these same tactics to scale your investor base.
Resources mentioned in the episode:
Tom Schmidt
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 people are sitting on the sidelines.
But Chris Tourtellotte who’s built over 3,000 multifamily units and $1.5B+ in real estate is doubling down…
Not on development.
But on buying existing cash-flowing assets for 30-40% below replacement cost.
In this episode of Cashflow Connections, Chris reveals why he’s calling this a once-in-a-decade buying opportunity and how he’s pivoted his billion-dollar firm to take full advantage of it.
We cover:
The hidden math behind distressed multifamily deals
Why he’s bullish on storage (and how it complements residential)
His strategy for scooping up off-market deals from mom-and-pop owners
What he learned from raising a $300M storage venture
Why 2025 could be the best year to buy since 2010
If you're wondering whether to wait or to strike, you need to hear this.
Take Control,
Hunter Thompson
Resources mentioned in the episode:
Chris Tourtellotte
LinkedIn
X/Twitter
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 RaiseMasters Radio episode, Adam is joined by orthopedic surgeon and real estate investor Kimberly Workman, who shares how she built a $10 million capital-raising business while managing a demanding medical career.
We discuss how she turned the challenges of COVID into motivation to create financial freedom, the power of partnerships, and how AI is helping her scale even further.
Tune in to hear how Kimberly balances medicine, family, and investing, all while helping others achieve the same freedom.
Resources mentioned in the episode:
Kimberly Workman
LinkedIn
Instagram
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
 
Stocks near all-time highs. Inflation “tamed” (supposedly). AI euphoria everywhere.
It feels like a Goldilocks moment.
But according to Diego Parrilla, a fund manager overseeing $1BN+ in assets, this might be the most dangerous time in recent memory for investors who are asleep at the wheel.
In this new episode, Diego explains why the biggest risk isn’t just market downside… it’s false confidence.
You’ll learn:
Why fixed income may fail when you need it most
How “anti-bubbles” and tail-risk hedging can drive outsized gains
Why traditional 60/40 portfolios are built on outdated assumptions
And how to build a portfolio that thrives in volatility
If you want to see how the pros are defending (and growing) capital in a fragile, inflationary world…
Take Control,
Hunter Thompson
Resources mentioned in the episode:
Diego Parrilla
LinkedIn
Twitter/X
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 Rob Cook, a CPA and strategic tax expert who helps high-income earners and business owners keep more of what they make.
Rob shares how he turned his small side venture into a thriving business that 100x’d its revenue in under a year and the mindset and strategies that made it possible.
Tune in to learn how strategic tax planning can transform your wealth and business growth.
Resources mentioned in the episode:
Rob Cook
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
Most people pray for a sign when they’re at rock bottom…
Dave Seymour got his literally through a car radio ad.
At the time, he was a full-time firefighter, $70,000 in credit card debt, losing his house, and working 3 jobs just to survive.
But that moment flipped the switch.
In today's episode of Cash Flow Connections, Dave reveals:
How a single seminar changed his financial future
What it was like starring in A&E's Flipping Boston
Why he’s going all-cash in today’s market (and how you can too)
The biggest lie working-class families are told about money
How he raises capital without using gimmicks, scripts, or ego
His story is raw, hilarious, and brutally honest and if you’ve ever felt stuck or like your back is against the wall, this episode might be exactly the spark you need.
Take Control,
Hunter Thompson
Resources mentioned in the episode:
Dave Seymour
InflationNationBook.com
InflationNationMovie.com
LegacyWealthMasterclass.com
Legacy Alliance Club
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 how to move beyond marketing solely around your professional background and start building a brand that connects with your audience on a deeper, more emotional level.
From board game enthusiasts to luxury travel lovers, I share how to identify and speak to the passions, pain points, and identities of your ideal investors.
Tune in to learn how to create a message that builds genuine connection and a loyal tribe that lasts through any market cycle.
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 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







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.