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

Thursday Oct 23, 2025

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

Friday Oct 17, 2025

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
 

Thursday Oct 16, 2025

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

Friday Oct 10, 2025

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

Thursday Oct 09, 2025

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

Monday Oct 06, 2025

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

Friday Oct 03, 2025

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
 

Thursday Oct 02, 2025

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

Tuesday Sep 30, 2025

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

Monday Sep 29, 2025


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

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