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Cash Flow Connections - Real Estate Podcast

Cash Flow Connections - Real Estate Podcast

100 episodes — Page 2 of 2

Ep 1126How Obsession Turned Hunter Thompson Into A Capital-Raising POWERHOUSE - E1126 - CFC

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

Aug 28, 202523 min

Ep 1125From The Archive: Navigating Distress: Opportunities in Multifamily and the Road Ahead - E1125 - TT

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

Aug 26, 202537 min

Ep 1124One Way To Provide More Cash Flow To Multifamily Investors - E1124 - MM

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

Aug 25, 20255 min

Ep 1123Why Partnerships Are Key to Capital Raising Success - E1123 - 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

Aug 22, 202517 min

Ep 1122How To Structure TOUGH Deals - E1122 - CFC

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

Aug 21, 202528 min

Ep 1121Building Smarter LP Strategies - E1121 - TT

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

Aug 19, 202537 min

Ep 1120When Should You FIRE A Fund Manager? - E1120 - MM

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

Aug 18, 20257 min

Ep 1119How to Keep Investors Engaged in Any Market Cycle - E1119 - RMR

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

Aug 15, 202515 min

Ep 1118Important Updates With Self-Directed Retirement Accounts - E1118 - CFC

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

Aug 14, 202533 min

Ep 1117Trump’s Economic Shift and What It Means for Main Street Investors - E1117 - TT

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

Aug 12, 202544 min

Ep 1116Interest Rates Are FALLING - E1116 - MM

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

Aug 11, 20255 min

Ep 1115Turning Distressed Deals into Investor Wins - E1115 - 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

Aug 8, 202518 min

Ep 1114She Raised $60M from 1031 Investors - E1114 - CFC

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

Aug 7, 202534 min

Ep 1113From The Archive: Unleash Your Voice: Mastering Content Creation and Storytelling - E1113 - TT

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

Aug 5, 202536 min

Ep 1112The Dirty Secret About Market Cycles (It's Not All Emotional) - E1112 - MM

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

Aug 4, 20255 min

Ep 1111Raising $1.5M While Out of Office - E1111 - RMR

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

Aug 1, 202514 min

Ep 1110He's Done Over $300 BILLION Of Deals - E1110 - CFC

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

Jul 31, 202535 min

Ep 1109Bonus Depreciation Is Back (And Why That Matters) - E1109 - TT

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

Jul 29, 202528 min

Ep 1108Sound The Alarm - This Is The BIG ONE - E1108 - MM

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

Jul 28, 20259 min

Ep 1107Real Estate Tokenization and the Rise of Global Investors - E1107 - RMR

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

Jul 25, 202517 min

Ep 1106What Does The Big Beautiful Bill Mean For Affordable Multifamily? - E1106 - CFC

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

Jul 24, 202537 min

Ep 1105How the Wealthy Really Invest - E1105 - TT

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

Jul 22, 202530 min

Ep 1104Get Paid to Raise Money Legally? SEC Might Allow It! - E1104 - MM

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

Jul 21, 20257 min

Ep 1103How to Serve More Investors Without Starting From Scratch - E1103 - RMR

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

Jul 18, 202515 min

Ep 1102What Does War With Iran Mean For Interest Rates? - E1102 - CFC

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

Jul 17, 202540 min

Ep 1101How HB21 Could Reshape Tax-Abated Housing in Texas - E1101 - TT

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

Jul 15, 202532 min

Ep 1100Is This Trend Lying To You? - E1100 - MM

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

Jul 14, 20259 min

Ep 1099Going Against the Grain Pays - E1099 - RMR

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

Jul 11, 202515 min

Ep 1098Secret Summer Tax Planning Strategies - E1098 - CFC

While most people are relaxing this summer… The smartest business owners are slashing their tax bills using strategies you’ve probably never heard of. That’s why I brought back Mark Kohler—CPA, attorney, and wealth architect—to break down the real summer tax moves investors should be making now. In this episode, we cover: Why “side hustles” and family barbecues can become powerful tax deductions How to legally pay your kids—and take the write-off The #1 LLC mistake that could cost you everything What board meetings with your family have to do with asset protection How to convert “summer fun” into a tax strategy And yes—this is all 100% legal and totally underused. If you’ve ever thought tax planning was boring… Mark will change your mind. Listen to the episode now. Take Control, Hunter Thompson Resources mentioned in the episode: Mark Kohler Personal Website KKOS Lawyers 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

Jul 10, 202527 min

Ep 1097From The Archives: How to Break the Golden Handcuffs and the Value of Coaching - E1097 - TT

In this Topical Tuesday’s episode, I spoke with Dave McIlwaine who is a seasoned entrepreneur and successful executive with deep experience in business growth, scale and delivering results. He has 25 years of experience in the world of real estate and he is the Founding Partner of MAC Assets, where he acquires underperforming multifamily value-add properties with substantial opportunity to generate short and long-term gains. Be sure to tune in if you’re interested in learning about: The risks associated with W-2 employment and how it’s easy to underestimate those risks How he “broke the golden handcuffs” of his W-2 and what tactics he used to help him prepare for it How to think about timing the exit from a W-2 to become a full-time entrepreneur How coaching has been beneficial to him in both life and entrepreneurship What the difference is between a teacher, mentor and a coach To your success, Tyler Lyons Resources mentioned in the episode: Dave McIlwaine Website Podcast 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

Jul 8, 202527 min

Ep 1096Should You Go All In On YouTube? - E1096 - MM

In today’s Monday Minutes episode, I break down whether you should go all in on YouTube to raise capital. I share what’s working, why I’m diving in, and how to decide if it fits your voice and audience. Tune in to hear what could be the next big unlock for your business. 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

Jul 7, 20255 min

Ep 1095The Only Ceiling That Exists Is the One You Set - E1095 - RMR

In today’s RaiseMasters Radio episode, Adam sits down with Shelon “Hutch” Hutchinson—Marine veteran, real estate syndicator, and co-founder of H² Capital. We talk about how he went from barefoot in Jamaica to building a fund of funds serving military investors, why mindset is everything, and how curiosity kills mediocrity. Hutch breaks down what it really takes to be a steward of capital and build a legacy that lasts. Resources mentioned in the episode: Shelon Hutchinson 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

Jul 4, 202516 min

Ep 1094Multifamily Operations in 2025 - E1094 - CFC

In 2021, you could close your eyes, hand a property to a third-party manager, and still double your money. Not anymore. Today’s market is a different beast—rising interest rates, valuation corrections, overbuilding, and tightening debt markets have completely changed the rules. That’s why I brought back Josh Welch and Mark Shuler—two operators with over 4,000 units under management—to unpack exactly how they’re navigating the storm. In this episode, they reveal: Why efficiency and process are the new unfair advantage How to scale property operations without losing control The hidden risks in today’s debt markets most investors are ignoring How top operators are buying deals at 2018 prices… and winning Josh also shares how his in-house team is turning struggling properties around, even ones with 30% delinquency. If you’re serious about navigating the next cycle and staying ahead of the herd…listen to the episode now. Take Control, Hunter Thompson Resources mentioned in the episode: 1. Josh Welch Website 2. Mark Shuler 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

Jul 3, 202537 min

Ep 1093Why Early Retirement Isn’t Just About the 4% Rule - E1093 - TT

In this Topical Tuesday episode, I spoke with Scott Trench, who is the former CEO of BiggerPockets, and the author of Set for Life - Dominate Life, Money, and the American Dream. He's also an investor, a financial freedom advocate, and the co-host of the Bigger Pockets Money podcast. Be sure to tune in if you’re interested in learning about: How Scott built financial freedom through frugality, house hacking, and small multifamily properties Why many “FIRE” investors struggle to actually withdraw from their portfolios, and what to do instead Lessons from investing as an LP in syndications and how to assess operator credibility and deal quality Scott’s outlook on multifamily real estate and what to expect in the next few years To your success, Tyler Lyons Resources mentioned in the episode: Scott Trench BiggerPockets Money Podcast YouTube Instagram 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

Jul 1, 202540 min

Ep 1092Your Problems Are Small (Now) - E1092 - MM

In today’s Monday Minutes episode, I share a tough truth: your current problems are small compared to the ones you’ll face if you keep leveling up. But that’s exactly why you need to keep going. Tune in to hear why growth demands heavier burdens—and why you’ll be ready. 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

Jun 30, 20253 min

Ep 1091The New Authority in 1031's - E1091 - RMR

In today’s RaiseMasters Radio episode, Adam is joined by Dasha Beardsley, author of Maximizing Wealth Through Syndicated 1031 Exchanges. They talk about her journey writing the book, why syndicated 1031s are still a hidden gem for many investors, and what it really takes to publish a high-value resource in today’s AI-heavy world. Dasha also shares what Lone Star Capital is focused on right now and offers some insight into how RaiseMasters has helped her along the way. Tune in to hear how she turned an ebook idea into a true industry resource. 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

Jun 27, 202517 min

Ep 1090Do We Have 5 Years Before A Recession? - E1090 - CFC

The recession everyone feared in 2024? Taylor St. Germain says it’s not coming—not yet, anyway. In fact, he believes we’re heading into five years of aggressive growth…Before a major downturn hits in 2030. In today’s episode, we go deep into: Why capital markets are frozen by uncertainty (and how to play offense while others stall) How inflation, demographics, and rising labor costs are priming the system for a 2030 collapse What industries are most vulnerable over the next five years Why interest rates could climb to 9%… and what that means for debt-heavy investors How to read between the lines of media noise and identify the real economic signals This isn’t theory—Taylor’s firm has one of the most accurate forecasting records in the business. If you want to get ahead of the next economic cycle instead of reacting to it… Tune in to the episode now! Take Control, Hunter Thompson Resources mentioned in the episode: Taylor St. Germain Podcast 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

Jun 26, 202536 min

Ep 1089Why Occupancy is King in Today's Multifamily Market - E1089 - TT

In this solo Topical Tuesday episode, Tyler dives deep into a seemingly obvious, yet nuanced, topic: why occupancy is absolutely critical for multifamily properties, especially in today's competitive Sunbelt markets. Be sure to tune in if you’re interested in learning about: Why vacancies might be more expensive than you think — including some hidden costs that often go unnoticed The true cost of turning over a unit and why it’s not just about paint and repairs How a full building can quietly outperform aggressive rent strategies and what that means for your bottom line Smart, often-overlooked tactics for keeping residents longer and how timing plays a key role 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

Jun 24, 202510 min

Ep 1088Should You Hire A Capital Closer? - E1088 - MM

In today’s Monday Minutes episode, I answer a common question from capital raisers: Should you hire a closer to take investor calls? I break down when it makes sense—and when it’s just a distraction from the real bottleneck. Tune in to learn how to know if you’re ready. 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

Jun 23, 20255 min

Ep 1087The Power of Automation - E1087 - RMR

In today’s RaiseMasters Radio episode, Adam is joined by Jason Wright of Intentionally Inspirational. They talk about what it really takes to succeed in capital raising right now, why consistent relationship-building beats pitching deals, and how to adapt your marketing to match what investors are actually looking for. Jason also shares tactical tips on digital advertising, staying motivated during tough markets, and using tools like Grok AI for real-time insights. Tune in to hear why action beats perfection—every time. Resources mentioned in the episode: Jason Wright 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

Jun 20, 202511 min

Ep 1086What Preferred Equity Investors Are Looking For Today - E1086 - CFC

Most investors think preferred equity is only for "rescue deals"... But what if that’s dead wrong? In my latest episode of Cashflow Connections, I sat down with Paul Moore—founder of Wellings Capital, $195M+ raised, and a two-time finalist for Michigan’s Entrepreneur of the Year. He revealed how the best investors are using preferred equity not as a last resort but as a strategic weapon in today’s market. We cover: Why preferred equity with a 17%+ return is still alive and thriving How “JV Hybrid Equity” is changing the capital stack game What Buffett got wrong about diversification—and how Paul fixed it Why floating-rate debt might actually be safer now than in 2022 This one is for serious investors who want to understand how capital is really moving in 2025. Take Control, Hunter Thompson Resources mentioned in the episode: Paul Moore Website Resources Previous Episodes: Speculating vs Investing The Ultimate Checklist for Self-Storage Investing 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

Jun 19, 202531 min

Ep 1085How LPs Should Vet Deals and Assess Risk - E1085 - TT

In this Topical Tuesday episode, I spoke with Aleksey Chernobelskiy who advises Limited Partners (“LPs”) on existing and future investments. He writes weekly to thousands of investors at LPlessons.co to explain how to properly vet and think about LP investments in the grand scheme of their portfolios. Aleksey also helps General Partners on matters relating to LPs, such as capital calls or feedback on investment decks. Be sure to tune in if you’re interested in learning about: A practical breakdown of the three-part framework LPs should use to evaluate syndications Why track record inflation is common—and what investors should really look for when assessing experience Where LPs often underestimate risk and how to think clearly about capital calls and downside scenarios The biggest mistakes investors make when relying too heavily on IRR projections To your success, Tyler Lyons Resources mentioned in the episode: Aleksey Chernobelskiy LinkedIn 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

Jun 17, 202537 min

Ep 1084How to Get The Attention of Billionaires - E1084 - MM

In today’s Monday Minutes episode, I break down how to actually get the attention of billionaires and top-tier operators—without sounding cringey or wasting their time. It’s all about relevance, research, and real value. Tune in to learn how to stand out in a crowded room. 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

Jun 16, 20257 min

Ep 1083Characteristics of an Elite Capital Raiser - E1083 - RMR

In today’s RaiseMasters Radio episode, Adam sits down with Josh Washington, a long-time teammate at RaisingCapital.com and one of our top client success partners. From performing with acts like the Jabbawockeez to helping capital raisers raise millions, Josh’s journey is anything but typical. We talk about what separates elite capital raisers, the power of storytelling, and why your “who” is more important than your “how.” Tune in to hear how Josh helps new and experienced members alike build real momentum. 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

Jun 13, 202515 min

Ep 1082The Truth About Bonus Depreciation In 2025 - E1082 - CFC

Every real estate investor has heard of bonus depreciation... But in 2025, the game has changed—and if you're not up to speed, it could cost you. In today’s episode, I sat down with Gian Pazzia, a cost segregation expert with a background in engineering and Big Four accounting. He breaks down exactly what’s changed, what’s staying, and how to capitalize on bonus depreciation while it’s still available. Whether you're holding small rentals or $10M commercial deals, this is a must-listen if you want to reduce your tax bill legally and massively. In this episode, we cover: How cost segregation really works (with simple math examples) When it makes sense to pay for a study—and when it doesn’t What “recapture” means and how it can ruin investor returns if misunderstood The political outlook for bonus depreciation (hint: it might return to 100%) How Gian’s firm is using AI to help smaller investors get in the game Listen now and make sure your tax strategy is 2025-ready. Take Control, Hunter Thompson Resources mentioned in the episode Gian Pazzia 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

Jun 12, 202520 min

Ep 1081From Painting Homes to Building Wealth: A Real Estate Strategy for Long-Term Freedom - E1081 - TT

In this Topical Tuesday episode, I spoke with Pete Schnepp who is the founder of Asset Stream Properties and has leveraged over 20 years of experience in real estate and construction to build a firm that specializes in low-risk, high-reward investments in multifamily workforce housing. Be sure to tune in if you’re interested in learning about: How a lawsuit shifted Pete’s mindset from relying on a single business to building multiple income streams. How he started with one property per year and scaled to a multi-million-dollar portfolio using seller financing and creative deal structures. Off-market sourcing methods, including VA-led cold calling and targeting tired landlords for seller-financed opportunities. How his investment goals have evolved from covering living expenses with cash flow to building long-term wealth through appreciation and development deals. To your success, Tyler Lyons Resources mentioned in the episode: Pete Schnepp 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

Jun 10, 202536 min

Ep 1080It's An Honor To Feel This Way - E1080 - MM

In today’s Monday Minutes episode, I share a mindset shift I’ve picked up from endurance training—and how it applies directly to business. It’s all about learning to treat hard work as an honor, not a punishment. Tune in to reframe your relationship with intensity. 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

Jun 9, 20256 min

Ep 1079Momentum From Day One - E1079 - RMR

In today’s RaiseMasters Radio episode, Adam sits down with Tyler Goldman, a rising entrepreneur in the capital raising space who just locked in his first deal in Charlotte. We talk about his transition from institutional real estate to launching his own firm, what he's learned during his first fundraise, and how he's leveraging systems to accelerate his success. If you're building your capital raising machine, this one’s for you. Resources mentioned in the episode: Tyler Goldman 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

Jun 6, 202511 min

Ep 1078How To Raise Millions From Doctors - E1078 - CFC

When Dr. Chirag Chaudhari started investing in real estate, he was just looking for a smart way to diversify… He didn’t expect to become a capital-raising powerhouse for hundreds of other physicians. But once he discovered syndications and joined a real estate mastermind everything changed. Fast forward to today: Over 20 LP investments 787 hotel-to-multifamily units as a GP An elite STR fund + ground-up construction in San Diego And millions raised from high-income professionals like himself In this episode, you’ll hear how Chirag went from “just a doctor doing deals on the side” to a trusted resource for investors across the country. Inside, we break down: How he overcame imposter syndrome and built credibility fast His methodical sponsor vetting process (including criminal background checks) The one email that sparked massive interest from his network Why oil & gas is his next big move—and what most investors miss If you’re trying to raise capital without sounding like you’re “asking for money,” this one’s gold. Listen to the episode now! To your success, Hunter Thompson 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

Jun 5, 202530 min

Ep 1077From the Cockpit to Capital: Tax Strategies for High-Income Earners - E1077 - TT

In this Topical Tuesday episode, I spoke with Tait Duryea who is the CEO of Turbine Capital. He has over a decade of experience in single-family, multifamily, self-storage, industrial, mobile home parks, and short-term rentals. In early 2023, he co-founded the Passive Income Pilots, a financial education resource for aviators. Be sure to tune in if you’re interested in learning about: How real estate professional status (REP) can help offset active income with strategic tax planning. The short-term rental loophole and how it benefits high-income earners. Why oil and gas can be a compelling investment beyond the tax benefits and what risks to consider. How LPs should vet oil and gas opportunities, including operator experience and liability exposure. To your success, Tyler Lyons Resources mentioned in the episode: Tait Duryea Email Website 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

Jun 3, 202536 min