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Cash Flow Connections - Real Estate Podcast
Cash Flow Connections - Real Estate Podcast
100 episodes
3 days ago
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Investing
Business
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Investing
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Episodes (20/100)
Cash Flow Connections - Real Estate Podcast
Will There Be A Massive Correction In Single Family? - E1155 - CFC
When interest rates tripled in record time, every headline said the same thing… “Housing Crash Is Coming”“Affordability Is Dead”“Buyers Are Toast” But the crash never came. And Jason Hartman knows exactly why. Jason's been through every real estate cycle in the last 40+ years. And on this episode of Cashflow Connections, we go deep into the real reason housing prices stayed high, even as affordability tanked. Inside the episode, we cover: Why millions of would-be homebuyers never bought — and what that means for investors The real flaw in the Housing Affordability Index (most experts miss this) Why rents are about to surge (and how you can position for it) How the “crash bros” got it totally wrong — again Why the next 12–24 months could be a gold rush for multifamily operators If you’re sitting on the sidelines waiting for a “big correction”...You’ll want to hear Jason’s take first.Take Control,Hunter Thompson Resources mentioned in the episode: Jason Hartman Website YouTube Podcast 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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3 days ago
29 minutes

Cash Flow Connections - Real Estate Podcast
Building Investor Trust Before the Pitch - E1154 - RMR
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
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2 weeks ago
20 minutes

Cash Flow Connections - Real Estate Podcast
Why This Might Be A Generational Buying Opportunity - E1153 - CFC
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
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2 weeks ago
32 minutes

Cash Flow Connections - Real Estate Podcast
How a Surgeon Raised $10 Million While Working Full-Time - E1152 - RMR
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  
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3 weeks ago
15 minutes

Cash Flow Connections - Real Estate Podcast
$1BN Fund Manager Talks Economic Investing Trends - E1151 - CFC
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
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3 weeks ago
31 minutes

Cash Flow Connections - Real Estate Podcast
How Smart Tax Strategy Can 100x Your Business - E1150 - RMR
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
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1 month ago
15 minutes

Cash Flow Connections - Real Estate Podcast
How He Went From Firefighter to T.V. Show Star to Millions - E1149 - CFC
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
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1 month ago
32 minutes

Cash Flow Connections - Real Estate Podcast
What To Avoid Niching Down To One Profession? Listen To This. - E1148 - MM
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
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1 month ago
6 minutes

Cash Flow Connections - Real Estate Podcast
The Rare Earths Driving Global Power - E1147 - RMR
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  
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1 month ago
14 minutes

Cash Flow Connections - Real Estate Podcast
Never Charge A Deposit Again? - E1146 - CFC
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
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1 month ago
31 minutes

Cash Flow Connections - Real Estate Podcast
From Multifamily Syndications to Clever Investor - E1145 - TT
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
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1 month ago
43 minutes

Cash Flow Connections - Real Estate Podcast
How To Get Other People To Raise Money For Your Deals - E1144 - MM
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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1 month ago
9 minutes

Cash Flow Connections - Real Estate Podcast
Lessons from Scaling in Land Development - E1143 - RMR
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  
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1 month ago
20 minutes

Cash Flow Connections - Real Estate Podcast
What Stagflation Might Mean For Multifamily - E1142 - CFC
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
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1 month ago
34 minutes

Cash Flow Connections - Real Estate Podcast
From The Archive: Is the Multifamily Value-Add Strategy DEAD? – E1141 – TT
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
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1 month ago
11 minutes

Cash Flow Connections - Real Estate Podcast
What I Think When I See 35% Target Returns - E1140 - MM
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
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1 month ago
6 minutes

Cash Flow Connections - Real Estate Podcast
Engineering Multifamily Marketing - E1139 - RMR
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
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1 month ago
17 minutes

Cash Flow Connections - Real Estate Podcast
Capital Raising Compliance Before & After Your Raise - E1138 - CFC
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
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1 month ago
38 minutes

Cash Flow Connections - Real Estate Podcast
Raising Capital and Structuring Debt in Today’s Market - E1137 - TT
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
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1 month ago
35 minutes

Cash Flow Connections - Real Estate Podcast
The Biggest Risk To Any Business - E1136 - MM
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  
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1 month ago
5 minutes

Cash Flow Connections - Real Estate Podcast