
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.
Latest episodes

Mar 20, 2025 • 35min
How To Raise $100M+ From Institutions On LinkedIn - E1034 - CFC
Everyone thinks LinkedIn is just for job hunting and recruiters...
But a small group of savvy fund managers are using it to attract millions in institutional capital…
…WITHOUT spending a fortune on traditional placement agents or middlemen.
Today I interviewed Jester Schilder, who helped a venture capital firm find investors that eventually formed an $8M fund…
He revealed his exact step-by-step approach for turning cold LinkedIn outreach into meaningful investor conversations.
Jester has spent the last five years helping fund managers create consistency in their fundraising efforts.
In today's episode, he breaks down:
How to use LinkedIn Sales Navigator to find qualified prospects (including hidden search techniques)
Why sending connection requests with NO message statistically gets higher acceptance rates
The importance of spending up to 30 minutes researching each prospect before messaging them
How to build internal consensus when targeting institutions
The power of creating investor communities to nurture long-term relationships
Plus, he explains why curiosity is the most powerful psychological trigger in fundraising…
If you want to learn how to generate a consistent flow of investor conversations from LinkedIn…
Listen to the episode now
Take Control,
Hunter Thompson
Resources mentioned in the episode:
Jester Schilder
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

Mar 18, 2025 • 46min
Underwriting, Acquisitions, and Data-Driven Decision Making - E1033 - TT
In this Topical Tuesday episode, I spoke with our very own Bobby Hosmer who is a Senior Analyst at Asym Capital. Bobby is heavily involved in the acquisitions process at Asym Capital.
Be sure to tune in if you’re interested in learning about:
Bobby’s background, including how he got into real estate and ultimately found his way to Asym Capital
How we developed the underwriting and acquisitions pipeline process at Asym Capital
Why standing pipeline meetings are essential for deal flow consistency
The role of trade tracking in understanding market trends and cap rates
How data collection helps improve underwriting accuracy
The importance of staying connected and adaptable in evolving market conditions
To your success,
Tyler Lyons
Resources mentioned in the episode:
Bobby Hosmer
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

Mar 17, 2025 • 11min
Biggest Takeaways From RaiseFest - E1032 - MM
In today's Monday Minutes episode, I’m sharing my biggest takeaways from RaiseFest. The event was a massive success, but it also reinforced just how tough the current market is—and why that means opportunity is on the horizon.
I break down key market data, the supply and demand imbalance, and why now is the time to position yourself for success in 2026 and beyond. Tune in if you want to stay ahead of the curve and capitalize on what’s coming next!
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

Mar 14, 2025 • 18min
The Joy Is in the Journey - E1031 - RMR
In today's RaiseMasters Radio episode, Adam sits down with lifelong friend and real estate entrepreneur Matt Tiefke. Matt shares his journey from getting his real estate license at 18 to building a brokerage that empowers agents to invest, partner, and scale.
He dives into his current deal pipeline, including a massive 1,200-unit acquisition, and breaks down the mindset and strategy needed to capitalize on today’s market opportunities.
If you're serious about leveling up in real estate, this episode is packed with insights you won’t want to miss!
Resources mentioned in the episode:
Matthew Teifke
Email
https://raisingcapital.com/cre

Mar 13, 2025 • 31min
Passive Investing In Oil & Gas And More - E1030 - CFC
When most investors think about diversifying their portfolio...
They often turn to stock market and real estate syndications.
However, there are other alternatives out there that are producing asymmetric returns…
…that you should know about…
One such asset class is oil & gas.
Today I interviewed Marshall Sykes, a retired Navy Captain, whose oil & gas investments are generating 15% returns in year one…
…by focusing on already-producing wells to minimize risk.
Marshall has been involved in more than 20 syndications across multiple asset classes.
In today's episode, he breaks down:
How to invest in oil and gas with existing wells and proven production
Why working with operators who have 20+ years of experience reduces risk
The three key factors every passive investor should consider (cash flow, appreciation, tax benefits)
What markets look promising for multifamily in 2025
How AI integration is creating new opportunities in tech investments
Plus, he explains why the Midwest could present better opportunities than overbuilt markets like Texas and Florida...
If you want to build a truly diversified portfolio beyond just multifamily...
Listen to the episode now.
Take Control,
Hunter Thompson
Resources mentioned in the episode:
Marshall Sykes
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

Mar 11, 2025 • 26min
Property Management and Operations: Challenges, Opportunities, and Strategies - E1029 - TT
In this Topical Tuesday episode, I spoke with Robert Hicks who is a Division President in Asset Living and leads the western division for Asset Living’s conventional business.
Be sure to tune in if you’re interested in learning about:
Insights into occupancy struggles, eviction rates, and the impact of rent concessions in today’s economic climate
Projections for Phoenix and beyond, including expectations for 2025 and why 2026 could be a turning point.
Key takeaways on tenant retention, lease structuring, and the importance of aligning with market comps.
How AI, fraud prevention, and strong on-site teams are shaping the future of multifamily success.
To your success,
Tyler Lyons
Resources mentioned in the episode:
Robert Hicks
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

Mar 10, 2025 • 10min
From The Archives: My Plan To Raise $40M In 2025 - E1028 - MM
In this Monday Minutes episode from the archive, I share the exact steps I plan to take to raise $40 million in 2025.
From leading investors away from fear to leveraging LinkedIn outreach, attracting fund managers, and becoming a top-tier speaker, learn actionable strategies you can apply to scale your capital-raising efforts.
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

Mar 7, 2025 • 19min
The Best Time to Plant a Tree Was 20 Years Ago, the Second Best Time Is Now - E1027 - RMR
In today's RaiseMasters Radio episode, Adam sits down with Aaron Iler of Gold Dragon Investments. Aaron started as an executive assistant but quickly became a key player in scaling the business.
We dive into how he got into real estate, built his network, and leveraged podcasting to accelerate his career.
If you're a young hustler looking to break into the industry, this one's for you!
Resources mentioned in the episode:
Aaron Iler
Podcast
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

Mar 6, 2025 • 48min
Is Your Return On Home Equity Always Zero? - E1026 - CFC
For years, you’ve been taught to "pay off your mortgages" and "build equity" to create wealth…
But what if that advice is costing you millions in lost opportunity?
Today I interviewed Keith Weinhold, who challenges everything most people believe about leverage...
He argues that home equity literally produces ZERO return…
…and keeping it trapped in your property might be one of the biggest financial mistakes investors make.
Watch this video to learn why the wealthiest real estate investors actually maintain high leverage...
Keith hosts the “Get Rich Education” podcast and serves on the Forbes Business Council.
In today's episode, he breaks down:
Why home appreciation has nothing to do with how much equity you have
How to use "other people's money" through bank loans, tax benefits, and tenant payments
Why separating equity from your properties can accelerate wealth building
The "inflation triple crown" that benefits real estate investors three ways simultaneously
How to safely withdraw equity to invest in additional properties
Plus, he explains how distributing equity across multiple markets reduces your overall risk...
If you want to learn how to think differently about real estate than 99% of investors...
Tune in to the episode now!
Take Control,
Hunter Thompson
Resources mentioned in the episode:
Keith Weinhold
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

Mar 4, 2025 • 38min
Unlocking Profitable Multifamily Deals in Today’s Economy - E1025 - TT
In this Topical Tuesday episode, I spoke with Dusty Eddy who is the founder & managing principal of Eddy Capital Group. Prior to that, he ran the Southwest multifamily platform for a national investment firm, where he acquired over $650 million in multifamily real estate.
Be sure to tune in if you’re interested in learning about:
Why 70s vintage properties in A+ locations present strong investment opportunities
How strategic CapEx can mitigate risk and enhance asset value
The overlooked benefits of acquiring properties below replacement cost
Key strategies for positioning yourself to capitalize on market shifts
To your success,
Tyler Lyons
Resources mentioned in the episode:
Dusty Eddy
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