Cash Flow Connections - Real Estate Podcast

PODCAST · business

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.

  1. 100

    $10M in 18 Minutes - E1187

    In this episode of the Cash Flow Connections Real Estate Podcast, I share a live conversation from a recent RaiseMasters members meeting with Aarti Sawhney, Chirag Chaudhary, Kimberly Workman, and Hussein Girnary after they raised $10 million in just 18 minutes. We break down the systems, investor nurturing strategies, mini webinars, partnerships, and mindset shifts that made the raise possible, while balancing full-time careers and scaling rapidly as capital raisers. We also discuss investor psychology, reducing friction during raises, creating urgency ethically, and why today’s market may present a major opportunity for operators and capital raisers alike. Book a Call with Me Website      

  2. 99

    Raising Capital for Real Estate Chapters 10-12 - E1186

    In this section, I break down how to communicate with investors, handle objections, answer difficult questions, and confidently close commitments. I also share the systems and conversations that helped me turn investor interest into funded deals. Book a Call with Me Website

  3. 98

    Raising Capital for Real Estate Chapters 7-9 - E1185

    Here, I dive into branding, credibility, and investor communication. I explain how I use educational content, podcasts, executive summaries, webinars, and in-person interactions to build trust and attract investors consistently. Book a Call with Me Website

  4. 97

    Raising Capital for Real Estate Chapters 4-6 - E1184

    In these chapters, I walk through how to build the right real estate investment team, structure syndications, navigate SEC exemptions, and activate your investor base. I also share practical strategies for partnerships, legal structures, and investor follow-up systems that helped me scale. Book a Call with Me Website

  5. 96

    Raising Capital for Real Estate Chapters 1-3 - E1183

    In this section of Raising Capital for Real Estate, I share how the 2008 financial crisis and the European debt crisis pushed me away from traditional investing and into syndicated real estate. I also break down my first failed capital raise, the lessons it taught me about attracting investors, and why financial education became the foundation of everything I do today. Book a Call with Me Website

  6. 95

    She Raised $31M in One Quarter - E1182 - RMR

    In today’s RaiseMasters Radio episode, I sit down with Courtney Moeller to break down how she scaled from raising $1M to closing a $31M oil and gas fund in a single quarter. We talk about niche positioning, fund manager partnerships, and why consistent messaging compounds into massive momentum over time. Tune in if you want to build authority in a specialized market and attract larger capital relationships. Resources mentioned in the episode: Courtney Moeller Iron Horse Energy Funds Oil and Gas Report 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

  7. 94

    He Raised $100M+ Through Co-GPs - E1181 - RMR

    In today’s RaiseMasters Radio episode, I sit down with Chad Zdenek to break down how debt funds, co-GP partnerships, and cash-flow-focused investments are reshaping capital raising in today’s market. We talk about building investor trust through consistent distributions, creating evergreen investment opportunities, and why recurring cash flow can dramatically improve reinvestment rates. Tune in if you want to build a more durable and scalable capital raising business. Resources mentioned in the episode: Chad Zdenek 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  

  8. 93

    He Raised $4M From ONE Investor - E1180 - RMR

    In today’s RaiseMasters Radio episode, I sit down with JT Thornton to break down how long-term relationship building turned into multi-million dollar capital commitments and repeat investors. We talk about staying top of mind, delivering on promises, and how consistent communication compounds into bigger opportunities. Tune in if you want to turn relationships into reliable capital. Resources mentioned in the episode: JT Thornton 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

  9. 92

    He Raised $1M In 14 Days For A Retail Center - E1179 - RMR

    In today’s RaiseMasters Radio episode, I sit down with Senate Eskridge to break down how speed, systems, and leveraging SMS-driven funnels helped him raise $1M in just a couple of weeks. We talk about acting with urgency, structuring deals creatively, and building a repeatable capital raising process that actually converts. Tune in if you want to raise capital faster by simplifying your approach and executing with speed. Resources mentioned in the episode: Senate Eskridge 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

  10. 91

    He Went From 12 to 72 Units! - E1178 - RMR

    In today’s RaiseMasters Radio episode, I sit down with Thomas St. John to break down how consistency, credibility, and building relationships before the deal helped him raise over $1M in just a few days. We talk about shifting from self-funding deals to creating a repeatable capital raising engine and why nurturing investors ahead of time changes everything. Tune in if you want to raise capital faster without chasing it. Resources mentioned in the episode: Thomas St. John 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  

  11. 90

    From Small Deals to Million-Dollar Developments - E1177 - RMR

    In today’s RaiseMasters Radio episode, I sit down with Chandler Chase to break down how consistency, relationships, and positioning turned early conversations into real capital and a live development deal. We talk about building trust, leveraging your network, and stepping into bigger opportunities with confidence. Tune in if you want to turn momentum into your first major deal. Resources mentioned in the episode: Chandler Chase LinkedIn Instagram 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    

  12. 89

    Turning Systems into a Capital Raising Machine - E1176 - RMR

    In today’s RaiseMasters Radio episode, I sit down with Caleb Edwards to break down how he went from struggling to hit his first raise to building a system that has now raised over $90M in investor capital. We talk about compounding effort, webinar-driven raises, and how to separate your income from your time. Tune in if you want to build a scalable capital raising engine and take advantage of the current market window. Resources mentioned in the episode: Caleb Edwards Instagram 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  

  13. 88

    How He Unlocked The LinkedIn Call Booking System - E1175 - RMR

    In today’s RaiseMasters Radio episode, I sit down with Shaun Kriedeman to break down how he’s using LinkedIn, virtual assistants, and targeted outreach to consistently book calls with qualified investors. We unpack how to turn cold outreach into real conversations, build momentum with simple systems, and move prospects toward commitment. Tune in if you want a repeatable way to generate investor conversations without relying on your existing network. Resources mentioned in the episode: Shaun Kriedeman 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

  14. 87

    From The Archive: Leading With One RESULT Your Investors Want - E1174 - RMR

    Welcome back to another episode of RaiseMasters Radio on the Cash Flow Connections podcast. Today, I had the pleasure of chatting with Derek Peterson, a valued member of our community and an expert in branding and marketing for real estate professionals. Derek shared insights into his journey within the RaiseMasters world, from his initial role as a marketing resource to his transition into sponsor operator. We delved into his success in raising nearly $50 million in 2023 and his unique approach to storytelling in raising capital. Tune in to learn how Derek uncovers the story of the deal and connects with investors on a deeper level. If you're looking to elevate your branding and marketing strategy in real estate, this episode is a must-listen. Resources mentioned in the episode: Derek Peterson 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

  15. 86

    From The Archive: What It Means To Deliver A White Glove Experience When Times Are Tough - E1173 - RMR

    Hey, everyone! Welcome back to the show. I'm thrilled to have Courtney Moeller, an exceptional Capital Collective member and integral part of our inner circle, on today's episode. It's been almost a year since she joined, and let me tell you, Courtney has been a rocket ship in our community. In this insightful conversation, Courtney reflects on her incredible journey over the past year and shares key takeaways. Coming from West Texas with a background in oil and gas, Courtney initially ventured into syndication to raise capital for real estate. However, she quickly discovered the powerful synergy between the tax benefits of oil and gas and other investment opportunities. We delve into the importance of communication and the white glove service Courtney provides to her investors. She emphasizes the value of personally reaching out, sharing updates, and navigating tough conversations. Courtney's approach to building trust and offering a genuine, caring experience sets her apart in the world of capital raising. Listen in as we discuss the tactical aspects of investor relations, including personalized text messages, occasional updates, and the impact of physical gifts. Courtney's insights provide a roadmap for capital raisers looking to cultivate strong, lasting relationships with investors. Don't miss this episode filled with valuable tips on delivering exceptional investor experiences. Resources mentioned in the episode: Courtney Moeller 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

  16. 85

    Raising $6M From Hungry Investors - E1172 - RMR

    In today’s RaiseMasters Radio episode, I sit down with Cory Harrelson to unpack what happens after you solve your capital problem and the next constraint becomes scaling the business itself. We talk about building systems, hiring key team members, and increasing deal flow to match investor demand. Tune in if you want to grow from scrappy operator to true business owner. Resources mentioned in the episode: Cory Harelson 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

  17. 84

    From The Archive: Turning Distressed Deals into Investor Wins - E1171 - RMR

    In today’s RaiseMasters Radio episode, I’m joined by Morgan Keim to talk about turning distressed properties into thriving affordable housing communities. We cover his journey from passive investor to active operator, strategies for personalizing the investor experience, and how he’s bridging into fund-to-fund partnerships to expand impact. Tune in to hear how Morgan is creating strong returns and solving real challenges in today’s market. Resources mentioned in the episode: Morgan Keim Email Ebook 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

  18. 83

    From The Archive: Why Partnerships Are Key to Capital Raising Success - E1170 - RMR

    In today’s RaiseMasters Radio episode, Adam is joined by Lee Yoder to talk about his journey from physical therapist to managing nearly 900 units in the Midwest. They dive into his recent $8.25M raise for a 415-unit portfolio, the role of partnerships in scaling quickly, and why focusing on tertiary markets has been a game-changer. Tune in to hear how Lee is building cash flow, momentum, and lasting investor relationships. Resources mentioned in the episode: Lee Yoder 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

  19. 82

    The Deal-Killing Blind Spots Most Operators Miss - E1169 - RMR

    In today’s RaiseMasters Radio episode, Pat sits down with Jesse Di Lillo to expose the blind spots that quietly kill deals between LOI and close. They break down due diligence traps, debt structure mistakes, and partner misalignment that can cost investors millions. Tune in if you want to protect capital and close deals with confidence. Resources mentioned in the episode: Jesse Di Lillo 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

  20. 81

    Why Partnerships Beat Doing It Alone in Multifamily - E1168 - RMR

    In today’s RaiseMasters Radio episode, Pat sits down with Tony Figliola to break down how he went from trying to do everything solo to scaling faster through partnerships and the fund-to-funds model. They talk about borrowed credibility, learning by doing, and building simple systems that make capital raising repeatable. Tune in if you want a faster path into bigger deals without wearing every hat. Resources mentioned in the episode: Tony Figliola 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

  21. 80

    Why Due Diligence Makes or Breaks a Deal - E1167 - RMR

    In today’s RaiseMasters Radio episode, Pat sits down with Jodi Satkunam to talk about the real importance of due diligence, the hard lessons learned from early mistakes, and how building the right systems and relationships can completely change the way you raise capital and scale your portfolio. Tune in to hear the key insights every capital raiser needs to know. Resources mentioned in the episode: Jodi Satkunam 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

  22. 79

    Building Multifamily Deals That Survive Any Cycle - E1166 - RMR

    In today’s RaiseMasters Radio episode, Pat sits down with Craig McGrouther to break down how smarter debt, lower leverage, and exit-first thinking are reshaping multifamily investing in this cycle. They talk about avoiding capital calls, protecting cash flow, and building deals that work even when the market doesn’t. Tune in if you want a more resilient way to structure real estate investments. Resources mentioned in the episode: Craig McGrouther 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

  23. 78

    From The Archive: Building Investor Trust Before the Pitch - E1165 - RMR

    In this previous RaiseMasters Radio episode from our archive, 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

  24. 77

    The Relationship Advantage: Turning Conversations Into Capital - E1164 - RMR

    In today’s RaiseMasters Radio episode, Pat sits down with Chirag Chaudhari to break down how simple video messages and genuine relationship-building helped him unlock massive momentum and raise millions faster. They talk about trust, consistency, and why personal connection beats automation when it comes to capital raising. Tune in if you want a simple, human way to stand out and get investors responding again. Resources mentioned in the episode: Chirag Chaudhari 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

  25. 76

    Why Education Scales Capital Faster Than Pitching - E1163 - RMR

    In today’s RaiseMasters Radio episode, Pat sits down with Aarati to break down how she used avatar clarity, education-first messaging, and simple systems to scale from manual outreach to raising $7.5M in a year. They unpack how CRMs, AI, and consistent education turn trust into fast-moving capital. Tune in if you want investors ready before the deal even shows up. Resources mentioned in the episode: Aarati Sawhney 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

  26. 75

    How Nate Raised $3M in One Night with Virtual Assistants - E1162 - RMR

    In today’s RaiseMasters Radio episode, Pat sits down with Nate Lambert to break down how he came out of retirement, built a fleet of virtual assistants, and used content, vulnerability, and systems to raise millions fast. They talk about scaling visibility, firing fast, and creating momentum when it matters most. Tune in if you want to multiply your reach without multiplying your workload. Resources mentioned in the episode: Nate Lambert Book 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

  27. 74

    Creative Structures That Win in Today’s Market - E1161 - RMR

    In today’s RaiseMasters Radio episode, Pat sits down with Matt Sinclair to unpack how a former JP Morgan investment banker built a high-yield build-to-rent model by pairing disciplined market selection with creative private-credit structures. They dig into tenant quality, risk mitigation, and the exact metrics he uses to choose winning submarkets. Tune in if you want a clearer path to building resilient, investor-ready deals in any market. 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

  28. 73

    Why Consistency Creates Capital Raising Breakthroughs - E1160 - RMR

    In today’s RaiseMasters Radio episode, Pat sits down with Dr. Jonny Walker to unpack how he transformed overwhelming active real estate into a freedom-focused passive investing empire. They talk about how he built the Walk of Wealth mastermind, tripled his raise volume, and why consistency, storytelling, and community changed everything for his business and family. Resources mentioned in the episode: Dr. Jonny Walker 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

  29. 72

    Announcement...Big Things Coming - E1159 - CFC

    I’m taking a short sabbatical from most podcast episodes while I overhaul RaiseMasters training and focus on launching new AI tools and YouTube content. Monday Minutes, Thursday interviews, and Tyler Lyons episodes are on pause, but RaiseMasters Radio will continue. Stay connected with me on YouTube and Instagram as we roll out the next evolution of the brand. Take Control, Hunter Thompson Resources mentioned in the episode: Hunter Thompson 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

  30. 71

    Raising $100M From Events - E1158 - RMR

    In today’s RaiseMasters Radio episode, I sit down with Patrick Voltapetti to unpack the capital-raising strategies that helped him go from public accounting to becoming a top producer in real estate private equity. We cover how he leveraged in-person events, authentic relationship-building, and simple video messaging to create massive inbound momentum especially in tough markets. Pat also shares actionable tips on raising money at conferences, using your team to build presence, and crafting follow-up systems that convert. If you want scrappy, practical ways to raise more capital right now, this episode is packed with them. Resources mentioned in the episode: Patrick Voltapetti Website Email RaisingCapital.com 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

  31. 70

    John Chang's Multifamily Economic Outlook - E1157 - CFC

    What if a stock market crash actually sparks the next real estate boom? That’s exactly what John Chang, Head of Research at Marcus & Millichap, and I dive into on this episode of Cash Flow Connections. In a time of record-high uncertainty, John breaks down: Why multifamily is uniquely positioned for resilience even during a recession How a flight to safety could actually lower cap rates The #1 indicator that capital is about to pour back into real estate The real reason some Sunbelt markets are struggling (and why that’s about to change) What rising tariffs, construction slowdowns, and shifting Fed leadership mean for investors If you’re trying to time the next market cycle, or wondering when to jump back in, this episode is a must-listen. Take Control, Hunter Thompson Resources mentioned in the episode: John Chang Website LinkedIn 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

  32. 69

    Inflation May Ruin America - E1156 - CFC

    Most people think inflation just means higher prices… But what if it's much worse? In this week’s episode of Cashflow Connections, I sat down with Nic DeAngelo, $200M+ fixed income investor and one of the sharpest economic minds I know, to explore the darker side of inflation. And let me tell you… this wasn’t just another surface-level chat. Nic explains why the combination of rising prices, declining fertility rates, and a faltering job market could spell long-term destabilization for America’s economy—and what savvy investors can do right now to protect themselves. In this episode, we break down: The shocking reason wage stagnation is accelerating economic decline How demographic collapse ties directly to your portfolio’s future Why the Fed may be choosing employment over inflation (and why that’s dangerous) Where the real investment opportunities are hiding in today’s chaos This conversation is packed with data-backed insights and practical strategies you won’t hear on mainstream media. Listen now to understand what’s really going on beneath the surface… Take Control, Hunter Thompson Resources mentioned in the episode: Nic DeAngelo Resources 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

  33. 68

    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

  34. 67

    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

  35. 66

    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

  36. 65

    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  

  37. 64

    $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

  38. 63

    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

  39. 62

    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

  40. 61

    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

  41. 60

    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  

  42. 59

    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

  43. 58

    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

  44. 57

    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

  45. 56

    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  

  46. 55

    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

  47. 54

    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

  48. 53

    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

  49. 52

    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

  50. 51

    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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ABOUT THIS SHOW

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.

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Cash Flow Connections - Real Estate Podcast

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