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 m…

Cash Flow Connections - Real Estate Podcast


    • Oct 9, 2025 LATEST EPISODE
    • weekdays NEW EPISODES
    • 26m AVG DURATION
    • 1,165 EPISODES

    4.9 from 336 ratings Listeners of Cash Flow Connections - Real Estate Podcast that love the show mention: hunter does a great job, thanks hunter, level content, hunter asks, cfc, hunter's, hunter is the real, hunter s podcast, passive investor, hunter is an excellent, shares his knowledge, dense material, passive real estate, raising capital, commercial real estate, hunter brings, brings on great guests, cash flow, content rich, anyone looking to learn.


    Ivy Insights

    The Cash Flow Connections - Real Estate Podcast hosted by Hunter Thompson is an exceptional resource for anyone interested in real estate investing. Thompson's ability to provide valuable insights and practical advice on the subject of asset management makes this podcast a treasure trove of information. His dedication to his profession is evident in every episode, making every piece of advice worth following.

    One of the best aspects of this podcast is the diverse range of topics covered. Thompson goes beyond the basics of real estate investing and delves into more complex topics such as capital raising, economics, and the responsibilities that come with being a professional investor. This makes the show a must-listen for anyone looking to broaden their knowledge and gain a deeper understanding of commercial real estate.

    Additionally, Thompson's interviewing skills are commendable. He effortlessly breaks down complex topics into easily understandable concepts, making it accessible for listeners at all levels of expertise. Whether you're a seasoned investor or just starting out, this podcast provides actionable information that can be applied to your investment strategy.

    However, one potential downside is that the focus of the show is primarily on raising capital and the capital side of the business. While this is valuable information for those involved in real estate investing, it may not be as relevant for individuals who are more interested in other aspects such as property management or market analysis. It would be beneficial if the podcast could explore a broader range of topics to cater to a wider audience.

    In conclusion, The Cash Flow Connections - Real Estate Podcast is a must-listen for anyone interested in real estate investing and specifically raising capital for purchasing assets. Hunter Thompson's expertise and ability to provide actionable information make each episode informative and valuable. While there may be room for improvement in terms of diversifying topics, overall, this podcast offers invaluable insights that can benefit both novice and experienced investors alike.



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    Latest episodes from Cash Flow Connections - Real Estate Podcast

    How He Went From Firefighter to T.V. Show Star to Millions - E1149 - CFC

    Play Episode Listen Later Oct 9, 2025 32:56


    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

    What To Avoid Niching Down To One Profession? Listen To This. - E1148 - MM

    Play Episode Listen Later Oct 6, 2025 6:28


    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

    The Rare Earths Driving Global Power - E1147 - RMR

    Play Episode Listen Later Oct 3, 2025 14:47


    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  

    Never Charge A Deposit Again? - E1146 - CFC

    Play Episode Listen Later Oct 2, 2025 31:12


    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

    From Multifamily Syndications to Clever Investor - E1145 - TT

    Play Episode Listen Later Sep 30, 2025 43:08


    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

    How To Get Other People To Raise Money For Your Deals - E1144 - MM

    Play Episode Listen Later Sep 29, 2025 9:41


    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

    Lessons from Scaling in Land Development - E1143 - RMR

    Play Episode Listen Later Sep 26, 2025 20:40


    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  

    What Stagflation Might Mean For Multifamily - E1142 - CFC

    Play Episode Listen Later Sep 25, 2025 34:34


    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

    From The Archive: Is the Multifamily Value-Add Strategy DEAD? – E1141 – TT

    Play Episode Listen Later Sep 23, 2025 11:13


    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

    What I Think When I See 35% Target Returns - E1140 - MM

    Play Episode Listen Later Sep 22, 2025 6:14


    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

    Engineering Multifamily Marketing - E1139 - RMR

    Play Episode Listen Later Sep 19, 2025 17:54


    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

    Capital Raising Compliance Before & After Your Raise - E1138 - CFC

    Play Episode Listen Later Sep 18, 2025 38:25


    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

    Raising Capital and Structuring Debt in Today's Market - E1137 - TT

    Play Episode Listen Later Sep 16, 2025 35:37


    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

    The Biggest Risk To Any Business - E1136 - MM

    Play Episode Listen Later Sep 15, 2025 5:29


    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  

    Inside Lone Star Capital's Investor Playbook - E1135 - RMR

    Play Episode Listen Later Sep 12, 2025 17:42


    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

    What Will A Stock Market Corrections Look Like For CRE? - E1134 - CFC

    Play Episode Listen Later Sep 11, 2025 35:42


    If the stock market takes a dive… what really happens to commercial real estate? That's exactly what I asked Jeremy Roll — one of the most respected passive investors in the country — in this new episode. We dug into what he's seeing right now in the data, and why he thinks the next 6–9 months could be the tipping point… Inside, you'll hear: Why retail services are flashing Great Recession-style warnings How a softening job market is triggering consumer fear The one chart that has Jeremy certain we're headed for a downturn What that means for multifamily pricing and LP capital And the 3 “domino effects” that crush real estate valuations Plus, we debate whether timing the market is a real strategy… and when Jeremy might finally get off the sidelines. This is one of the most important macro episodes we've done all year. Take Control, Hunter Thompson Resources mentioned in the episode: Jeremy Roll 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

    From REITs to Raising Capital: Lessons in Acquisitions, Asset Management, and LinkedIn Growth - E1133 - TT

    Play Episode Listen Later Sep 9, 2025 44:48


    In this Topical Tuesday episode, I spoke with Gregg Gruehl  who is a seasoned real estate professional with a background in acquisitions and asset management at top real estate investment trusts, and today he serves as an advisor to investors providing institutional quality, underwriting and asset management services to help them evaluate and optimize their deals. Be sure to tune in if you're interested in learning about: Gregg shares his path from multi-generational real estate roots to working in acquisitions and asset management for top REITs like Blackstone and Stag Industrial Key takeaways from managing multi-billion-dollar portfolios, negotiating hundreds of leases, and navigating institutional investment strategies The transition from institutional roles to entrepreneurship—syndications, advisory services, and capital-raising challenges How consistent LinkedIn content helped build deal flow, partnerships, and brand credibility in the real estate space To your success, Tyler Lyons Resources mentioned in the episode: Gregg Gruehl 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

    Which Capital Raising Avatar Are You? - E1132 - MM

    Play Episode Listen Later Sep 8, 2025 14:38


    In today's Monday Minutes episode, I break down the most common capital raising avatars I've seen after working with over a thousand capital raisers. From the excited newbie to the future Hall of Famer, I share the traits, challenges, and habits that determine who thrives and who stalls in this business. Whether you're new or seasoned, this episode will help you spot your strengths, fix your blind spots, and accelerate your success. Tune in to learn what it really takes to raise capital at the highest level. 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

    Cross-Border Brand Dominance - E1131 - RMR

    Play Episode Listen Later Sep 5, 2025 13:35


    In today's RaiseMasters Radio episode, I'm joined by Fletcher Wheaton to talk about his journey building a real estate business in Cabo San Lucas. We cover how he branded himself as “the Cabo guy,” leveraged video to grow his presence, and created long-term opportunities in development and consulting. Tune in to hear how Fletcher is helping Americans invest in Mexico while building lasting relationships through the RaiseMasters community.   Resources mentioned in the episode: Fletcher Wheaton LinkedIn 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

    Why We Went All-In On Phoenix Mulitfamily - E1130 - CFC

    Play Episode Listen Later Sep 4, 2025 44:07


    Most operators are still chasing diversification… But we're doing the opposite. In this episode, I sat down with Tyler Lyons, my business partner at Asym Capital, to explain why we've gone all-in on Phoenix multifamily and literally moved our families across the country to prove it. We reveal the data, market signals, and overlooked fundamentals that led us to bet our careers (and personal capital) on this thesis. In today's episode, we break down: Why Phoenix offers a unique “base hit” strategy with asymmetric upside The structural advantages that make this market incredibly operator-friendly The exact property we're buying at a 38% discount to 2022 pricing Why now might be the best buying opportunity in multifamily since 2009 How our hyper-local approach gives us an execution edge most firms miss This isn't a theory episode. It's a playbook from operators who've done 60+ real estate deals, and are doubling down while others wait on the sidelines. If you're a serious investor looking to understand where the smart money is going next… Listen to the episode now. Take Control, Hunter Thompson Resources mentioned in the episode: Asym Capital 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

    You're Not Supposed to Get Rich Off the First Property - E1129 - TT

    Play Episode Listen Later Sep 2, 2025 37:44


    In this Topical Tuesday episode, I was a guest on Matt Owens' Masters of Real Estate show, where we discussed my path into real estate, lessons learned along the way, and the strategies that drive effective multifamily operations. Be sure to tune in if you're interested in learning about: My career shift from CPA and corporate finance to real estate, highlighting how one small duplex deal transformed his view on wealth-building. Lessons from early challenges with contractors, property management, and financing that shaped his asset management approach. Why strategic market selection—like focusing on Phoenix—can create long-term advantages through lower costs and demographic growth. Key practices for effective multifamily operations: aligning with the right property managers, building realistic underwriting models, and phasing in value-add strategies. 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

    The Playbook Behind a $100M Virtual Book Launch - E1128 - MM

    Play Episode Listen Later Sep 1, 2025 8:37


    In today's Monday Minutes episode, I break down the record-shattering $100M virtual book launch and the money model behind it.  I share key lessons on brand, trust, and sales strategy that apply far beyond books or marketing campaigns. Tune in to learn how these insights can shape your approach to building and scaling. 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

    Leveraging Preferred Equity for Smarter Deals - E1127 - RMR

    Play Episode Listen Later Aug 29, 2025 16:57


    In today's RaiseMasters Radio episode, Adam is joined by Jeff Flynn of Aspen Ridge Capital to discuss his journey from Navy service to building a portfolio of mobile home parks across the Southeast. We dive into his creative approach to capital raising, including how he turned sellers into investors, and the lessons he's applying to scale his business. Tune in to hear how Jeff is structuring deals, growing his investor base, and building communities through mobile home park investing. Resources mentioned in the episode: Jeff Flynn 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

    How Obsession Turned Hunter Thompson Into A Capital-Raising POWERHOUSE - E1126 - CFC

    Play Episode Listen Later Aug 28, 2025 23:22


    Most people are scared of obsession… But for me, it's been the single greatest driver of success. In this special episode—originally recorded with Ben Reinberg on his show I Own It—I unpack how obsession with my mission reshaped my life, business, and wealth. We talk about everything: What really fuels confidence when raising equity How a poker boom shaped my capital-raising philosophy Why your story is the most powerful tool you've got The secret mental shift that helped one of my students raise millions And how to build investor trust—without a “perfect” background If you've ever struggled with self-doubt, imposter syndrome, or the fear of calling your shot… This one's for you. Talk soon, Hunter Thompson 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

    From The Archive: Navigating Distress: Opportunities in Multifamily and the Road Ahead - E1125 - TT

    Play Episode Listen Later Aug 26, 2025 37:05


    In this Topical Tuesday episode, I spoke with Brian Burke who is the President & CEO of Praxis Capital, Inc. Brian has acquired over 800 million dollars' worth of real estate over a 30-year career including over 4,000 multifamily units and more than 700 single-family homes. He is also the author of “The Hands-Off Investor: An Insider's Guide to Investing in Passive Real Estate Syndications”. Be sure to tune in if you're interested in learning about: The rise in distress across different lending sectors, with CMBS loans seeing notable increases. Regional multifamily opportunities, highlighting short-term potential in the Midwest and long-term value in the Sunbelt. The challenges and evolving strategies in value-add multifamily investing. Insights on vertical integration in property management and its complexities. To your success, Tyler Lyons Resources mentioned in the episode: Brian Burke Website Instagram Book 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

    One Way To Provide More Cash Flow To Multifamily Investors - E1124 - MM

    Play Episode Listen Later Aug 25, 2025 5:51


    In today's Monday Minutes episode, I break down the reality of cash flow in today's private equity and multifamily markets, and share how we're structuring deals to compete with bonds yielding over 4%. I also walk through a new share class we've introduced at Asym Capital that offers an 8% current pay with a 5% kicker on the backend—an approach designed to meet investor cash flow needs while still keeping the upside. Tune in to hear how this structure works and how you might apply it to your own deals. Resources mentioned in the episode: Asym Capital 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

    Why Partnerships Are Key to Capital Raising Success - E1123 - RMR

    Play Episode Listen Later Aug 22, 2025 17:02


    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  

    How To Structure TOUGH Deals - E1122 - CFC

    Play Episode Listen Later Aug 21, 2025 28:08


    Most investors say they want “complex deals with upside.” But the truth is… When things really get messy—most people run. That's why I sat down with Kevin Bupp, co-founder of Sunrise Capital Investors, who's made a career out of structuring deals that others wouldn't even touch. I'm talking about: Cross-collateralized assets in special servicing Simultaneous closings across parking, office, and hotels Carving out value in the middle of institutional chaos In today's episode, Kevin reveals the exact playbook he used to pull off one of the most complex deals I've ever seen… and how that one deal opened the door to institutional partnerships that changed everything. We break down: Why complex = high ROI (if you have the right team) How to buy from institutions—even if you're a small firm Why boring assets like parking lots are actually cash flow gold How to turn distress into massive opportunity If you want to learn how the best operators actually structure tough deals… Listen to the episode now. Take Control, Hunter Thompson Resources mentioned in the episode: Kevin Bupp Website Podcast 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

    Building Smarter LP Strategies - E1121 - TT

    Play Episode Listen Later Aug 19, 2025 37:39


    In this Topical Tuesday episode, I spoke with Leyla Kunimoto who is  the co-founder of Accredited Investor Insights, which is a platform created to bridge the information gap for high net worth investors. She's focused on delivering objective education and insights to help accredited investors make more informed decisions across both private and public markets. Be sure to tune in if you're interested in learning about: Leyla's journey from finance and consulting to becoming a full-time LP investor. Practical tips on vetting sponsors and deals—what green flags to look for and the red flags that save time early. The real work behind “passive” investing, misconceptions LPs often face, and why diversification is trickier than it seems. How AI tools can sharpen due diligence, generate better questions, and help investors avoid costly mistakes. To your success, Tyler Lyons Resources mentioned in the episode: Leyla Kunimoto Substack 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 Should You FIRE A Fund Manager? - E1120 - MM

    Play Episode Listen Later Aug 18, 2025 7:03


    In today's Monday Minutes episode, I dive into the rise of Fund of Funds structures in real estate—and the challenges operators face when partnering with inexperienced fund managers. From compliance risks to brand protection, I share strategies for navigating these relationships without losing your edge. Tune in to learn how to maximize the upside while avoiding costly mistakes. 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

    How to Keep Investors Engaged in Any Market Cycle - E1119 - RMR

    Play Episode Listen Later Aug 15, 2025 15:27


    In today's RaiseMasters Radio episode, Adam is joined by Stewart Heath to discuss his journey from CPA and C-level executive to raising capital for “boring” but powerful cash-flowing commercial real estate deals. We talk about the importance of consistent investor communication, lessons learned during challenging capital-raising periods, and how to build a strong portfolio foundation with stabilized assets. Tune in to hear how Stuart is helping investors generate reliable income while creating opportunities for collaboration within the RaiseMasters community. Resources mentioned in the episode: Stewart Heath 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  

    Important Updates With Self-Directed Retirement Accounts - E1118 - CFC

    Play Episode Listen Later Aug 14, 2025 33:13


    Most investors know what an IRA is… But almost no one knows what it can really do. In fact, there's a little-known type of retirement account that's been legal for 50 years… …yet most investors still don't even realize it exists. Today, I sat down with Kaaren Hall — founder of UDirect IRA and author of The BiggerPockets Guide to Self-Directed IRA Investing, to set the record straight. She explains how this one strategy can unlock trillions in sidelined capital… And help you raise money for your next deal — without Wall Street. In today's interview, she breaks down: Why 50 years of misinformation has kept investors in the dark The SECURE Act 2.0 rule that could let you contribute $70,000 after-tax into a Roth-style account Why syndications are the #1 asset self-directed IRAs invest in The one mistake that can make your self-directed IRA taxable What the “25% ERISA Rule” means for fund-of-fund managers How to avoid UDFI with the right structure The rising trend of crypto in retirement accounts Plus, we cover exactly how capital calls work inside IRAs, how the rules change once you hire employees, and why more 401k plans may soon include alternative assets… If you want to tap into the $14 trillion IRA market and protect your investors from painful tax mistakes… Listen to the episode now. Take Control, Hunter Thompson Resources mentioned in the episode: Kaaren Hall Previous episodes with Kaaren Controlling Your Future Through Self-Directed Retirement Is This the END of Self-Directed Retirement? Regulatory Changes That Will Affect Real Estate Investors Email Book 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

    Trump's Economic Shift and What It Means for Main Street Investors - E1117 - TT

    Play Episode Listen Later Aug 12, 2025 44:01


    In this Topical Tuesday episode, I spoke with Russell Gray who is  a seasoned commercial real estate investor.  He's a respected voice on macroeconomic trends with decades of experience navigating interest rates, cycles, debt markets, and global capital flows. Be sure to tune in if you're interested in learning about: Insights on how the “One Big Beautiful Bill” and Trump's economic approach could reshape the U.S. economy toward production and Main Street prosperity. How real estate investors can anticipate market moves by tracking trade deals, opportunity zones, and targeted capital inflows. Strategies for positioning in asset classes and markets poised to benefit from energy expansion, manufacturing growth, and infrastructure investment. Why lower interest rates, productive debt use, and targeted regional plays may give Main Street investors an edge over Wall Street. To your success, Tyler Lyons Resources mentioned in the episode: Russel Gray 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

    Interest Rates Are FALLING - E1116 - MM

    Play Episode Listen Later Aug 11, 2025 5:09


    In today's Monday Minutes episode, I break down why a sudden drop in the 5-year and 10-year treasury yields is huge news for real estate investors, what's driving it, and how it could create incredible buying opportunities. Tune in to hear why this shift might be the break we've been waiting for. 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

    Turning Distressed Deals into Investor Wins - E1115 - RMR

    Play Episode Listen Later Aug 8, 2025 18:09


    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

    She Raised $60M from 1031 Investors - E1114 - CFC

    Play Episode Listen Later Aug 7, 2025 34:23


    Most investors don't realize how powerful 1031 exchanges can be… And even fewer know it's possible to use them in syndications. That's why I brought Dasha Beardsley, Director of Investor Relations at Lone Star Capital, onto the show. In the past two years, she's helped raise over $60 million from 1031 exchange investors and just released a book breaking down the exact strategy. But here's what shocked me… This isn't just for huge institutions or DST deals. With the right setup, you can roll 1031 money directly into syndicated real estate—potentially deferring massive tax bills and unlocking high-quality deals. In this episode, Dasha reveals: How one casual phone call led to a $2.5M 1031 investor Why most sponsors ignore 1031s (and how that creates an edge) The #1 mistake 1031 investors make—and how to avoid it How to position yourself as the go-to solution for tax-deferred capital What she wishes she'd added to her book… but didn't Whether you're raising capital or looking to defer taxes, this is one of the most powerful wealth-building tools in real estate. Listen to the episode now. Take Control, Hunter Thompson Resources mentioned in the episode: Dasha Beardsley Book 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

    From The Archive: Unleash Your Voice: Mastering Content Creation and Storytelling - E1113 - TT

    Play Episode Listen Later Aug 5, 2025 36:41


    In this Topical Tuesday episode, I spoke with Anthony Vicino who is a serial entrepreneur who has built multiple multi-million dollar companies by creating scalable systems and focusing on exceptional end-user experiences. As a best-selling author and investor, he successfully managed his own portfolio of multifamily assets before co-founding Invictus Capital. Be sure to tune in if you're interested in learning about: How starting with simple, authentic content can lead to success. Finding the right medium for your message and leveraging evergreen content. Why visibility is crucial for entrepreneurs and how to achieve it. Understanding the core elements of a compelling story to connect with your audience. To your success, Tyler Lyons Resources mentioned in the episode: Anthony Vicino 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  

    The Dirty Secret About Market Cycles (It's Not All Emotional) - E1112 - MM

    Play Episode Listen Later Aug 4, 2025 5:01


    In today's Monday Minutes episode, I share what it's really been like navigating this brutal market and why I'm finally back under contract after two slow years. The biggest lesson? It's not just about mindset, it's about liquidity. Tune in to hear why staying in the game is harder (and more important) than ever. 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

    Raising $1.5M While Out of Office - E1111 - RMR

    Play Episode Listen Later Aug 1, 2025 14:34


    In today's RaiseMasters Radio episode, I'm joined by Vick Mehta, a retail-focused investor who recently raised $1.5M while on vacation. We talk about how Vick transitioned into the cannabis space, the impact of investor feedback, and how joining RaiseMasters accelerated his growth. Tune in to hear how he's scaling faster than ever by combining trust, diversification, and community. Resources mentioned in the episode: Vick Mehta 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

    He's Done Over $300 BILLION Of Deals - E1110 - CFC

    Play Episode Listen Later Jul 31, 2025 35:50


    Most investors are waiting for the real estate market to “recover”... But what if the dealmakers who've done billions already see signs of opportunity right now? Today, I interviewed Tim Bodner, Partner at PwC and head of their US & Global Real Estate Deals practice. Tim isn't guessing—he's directly advising sovereign wealth funds, private equity giants, and family offices on how to move capital in 2025. And in this conversation, he reveals: Why the "wave of distress" in real estate might never come Which asset classes are exploding in demand (hint: it's not just multifamily) How corporate America is using real estate to raise capital fast What's really happening with interest rates, IPOs, and global capital flows If you want the inside view from someone who's advised on over $300 BILLION in transactions... Listen to the episode now. Take Control, Hunter Thompson Resources mentioned in the episode: Tim Bodner PwC Mid-Year Outlook Report PwC 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

    Bonus Depreciation Is Back (And Why That Matters) - E1109 - TT

    Play Episode Listen Later Jul 29, 2025 28:37


    In this Topical Tuesday episode, I spoke with James Bohan who is a multi-faceted real estate professional, CPA, and entrepreneur. As the founder of Stonehan, he manages over $20MM of real estate while also providing accounting, tax, and fractional CFO solutions to real estate businesses, funds & syndicators.  Be sure to tune in if you're interested in learning about: The key elements of the “One Big Beautiful Bill” Act, including the restoration of 100% bonus depreciation. Key changes to interest deductibility and opportunity zones. Learn how passive investors, real estate professionals, and business owners can take advantage of these shifts. Hear how this bill impacts qualified business income deductions and the impact to State and Local Taxes (SALT) deductions. To your success, Tyler Lyons Resources mentioned in the episode: James Bohan LinkedIn Instagram 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

    Sound The Alarm - This Is The BIG ONE - E1108 - MM

    Play Episode Listen Later Jul 28, 2025 9:04


    In today's Monday Minutes episode, I share how my perspective on AI has completely changed in just 30 days. This isn't hype—it's real, it's happening fast, and it's going to reshape our industry. If you're not paying attention, you're already behind. Tune in to hear why I'm going all in on AI and what you can do to stay ahead. Resources mentioned in the episode: AI Capital Raising Free Masterclass 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

    Real Estate Tokenization and the Rise of Global Investors - E1107 - RMR

    Play Episode Listen Later Jul 25, 2025 17:13


    In today's RaiseMasters Radio episode, Adam is joined by Michael Flight, the godfather of blockchain real estate, to talk about how tokenization is reshaping the way we raise capital and invest globally. We dive into the upcoming Blockchain Real Estate Summit, the power of combining Bitcoin with real estate, and how AI is influencing the future of this space. Tune in to hear how Michael is bridging the gap between traditional real estate and the digital frontier. Resources mentioned in the episode: Michael Flight LinkedIn Instagram X/Twitter 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

    What Does The Big Beautiful Bill Mean For Affordable Multifamily? - E1106 - CFC

    Play Episode Listen Later Jul 24, 2025 37:42


    Evan Holladay was three months from closing a $120M affordable housing development... Then he got a tweet. A government agency had pulled the $7 million grant he was awarded. No phone call. No meeting. Just... gone. That's the reality of building in the affordable multifamily space—a world filled with public-private partnerships, massive upside, and government curveballs. But Evan has figured it out. He's developed over 2,700 units and $626M in projects using tax credits, political strategy, and creative capital stacks most investors have never touched. In this episode of Cashflow Connections, we dive into: How the new “Big Beautiful Bill” could unlock 1.2M new units Why affordable housing offers permanent demand and less competition The exact 3-part funding structure behind every deal How to land your first tax credit project (even with zero experience) What politicians, syndicators, and students are now doing to get involved And why Evan is teaching others to build their own “mountains” and multiply their impact through his Affordable Development Mastery program. If you've ever wanted to create long-term cash flow and solve a massive societal problem… You need to hear this conversation. Take Control, Hunter Thompson Resources mentioned in the episode: Evan Holladay Previous episode: Looking Into the World of Affordable Development YouTube 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

    How the Wealthy Really Invest - E1105 - TT

    Play Episode Listen Later Jul 22, 2025 30:42


    In this Topical Tuesday episode, I spoke with Bob Fraser who is the chief macro strategist of Aspen Funds. He's also a former tech founder and Ernst & Young Entrepreneur of the Year, and he's the author of - "Invest Like a Billionaire - Unlocking the Billionaire Model". Be sure to tune in if you're interested in learning about: Why the traditional 60/40 portfolio is outdated and how it's failing today's investors How billionaires allocate capital The limitations of public REITs vs. private real estate syndications Practical advice on how everyday investors can get started with alternatives and avoid common mistakes To your success, Tyler Lyons Resources mentioned in the episode: Bob Fraser The Billionaire Book 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

    Get Paid to Raise Money Legally? SEC Might Allow It! - E1104 - MM

    Play Episode Listen Later Jul 21, 2025 7:15


    In today's Monday Minutes episode, I cover breaking news: the SEC is revisiting how capital raisers might legally get paid without going through a broker-dealer. This could be a game-changer for those who want to raise funds or compensate others to do so—legally and efficiently. Tune in to learn what this could mean for your capital-raising strategy. Resources mentioned in the episode: Hunter's 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

    How to Serve More Investors Without Starting From Scratch - E1103 - RMR

    Play Episode Listen Later Jul 18, 2025 15:52


    In today's RaiseMasters Radio episode, Adam sits down with Casey Stratton to discuss how his team is expanding beyond multifamily into new investment strategies—including a powerful joint venture with Aspen Funds and a tax-advantaged offering for IRA and estate investors. Casey shares how his vision for Tamarack Capital has evolved, what's coming next, and the role RaiseMasters played in shaping his trajectory. Tune in to hear how one capital raiser is leveling up his business and helping investors do the same. Resources mentioned in the episode: Casey Stratton LinkedIn Website Book 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  

    What Does War With Iran Mean For Interest Rates? - E1102 - CFC

    Play Episode Listen Later Jul 17, 2025 40:00


    When the U.S. bombed Iran, most people tuned into the headlines… But very few stopped to ask: What does this mean for the dollar? For interest rates? For inflation? That's exactly why I brought on Kirk Elliott—a PhD in public policy with decades of experience studying geopolitical and economic shifts. Because this isn't just about war. It's about oil shocks, debt spirals, rate policy gridlock, and how your investment strategy could be blindsided if you're not paying attention. In this episode, we dive deep into: How geopolitical conflict triggers energy inflation—and why it hits everything from gas to groceries Why the Federal Reserve may be stuck between crushing inflation and triggering a recession How Japan's decision to end the yen carry trade quietly killed a major engine of global liquidity What a weakening dollar could mean for U.S. manufacturing, exports—and real estate Why traditional investment advice could be disastrous in today's environment Kirk lays it all out in plain English. No hype. No political bias. Just clear cause-and-effect logic that every investor needs to hear. If you're trying to make sense of what's happening in the markets and how to position yourself for what's coming next… This is the episode. Take Control, Hunter Thompson Resources mentioned in the episode: 1. Episode with Alex Epstein Anti-Science Claims About COVID & The Environment 2. Kirk Elliott 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  

    How HB21 Could Reshape Tax-Abated Housing in Texas - E1101 - TT

    Play Episode Listen Later Jul 15, 2025 32:34


    In this Topical Tuesday episode, I spoke with Sam Morris who is a Partner at Lone Star Capital, where he oversees acquisitions, asset management, and investor relations. Be sure to tune in if you're interested in learning about: The HB 21 legislation and how it affects tax abatement strategies in Texas multifamily deals The difference between in-jurisdiction and out-of-jurisdiction HFCs, and why the “traveling HFC” model is under fire Key investor concerns like the new rent reduction test and the lack of a grandfather clause The potential legal and financial ripple effects of the law—including lender lawsuits and risk to affordable housing supply To your success, Tyler Lyons Resources mentioned in the episode: Sam Morris 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

    Is This Trend Lying To You? - E1100 - MM

    Play Episode Listen Later Jul 14, 2025 9:05


    In today's Monday Minutes episode, I share two powerful lessons from my keynote at the Capital Collective Mastermind: why the trend is your friend—and why there's no such thing as a free lunch. These truths can help you avoid chasing short-lived wins and build something lasting. Tune in to gain the right mindset for long-term success. 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

    Going Against the Grain Pays - E1099 - RMR

    Play Episode Listen Later Jul 11, 2025 15:55


    In today's RaiseMasters Radio episode, Adam sits down with Marco Pfeiffer, a lifestyle investor who retired from his corporate CFO career to build a single-family real estate portfolio and never looked back. They discuss his journey to financial freedom, how he uses real estate as a hedge against currency debasement, and why cash flow is king. Plus, we talk about how he grew a loyal following on LinkedIn by being unapologetically authentic. Tune in to hear how Marco's bold approach to investing and life can inspire your next move. Resources mentioned in the episode: Marco Pfeiffer 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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