Why Most Capital Raisers Fail (And What Actually Works) with Adam Carswell
Release Date: 06/11/2025
Raising Capital Without Begging, Chasing, or Stress
Masters of Real Estate
Most conversations about raising capital focus only on investor benefits. This episode flips the lens and explains why raising capital the right way creates long term upside for the operator too. Matt breaks down why capital raising is not a last minute activity tied to a deal, but a long horizon system built on trust, education, and operational discipline. When done correctly, capital raising becomes a predictable engine that attracts better deals, stronger partners, and higher quality investors. This episode walks through the systems, mindset, and infrastructure required to raise capital...
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The Strategy Behind Making Money in Down Markets
Masters of Real Estate
In this episode of Masters of Real Estate, Matt breaks down how to think clearly when markets feel unstable. Most investors lose money during volatility for one reason. They react instead of analyze. Matt explains why volatility itself is not the enemy, and how poor decisions during uncertain markets destroy portfolios. You will hear how to evaluate risk using data instead of headlines. How to assess asset classes, operators, and market trajectories before making a move. Why capital protection means cash flow, conservative leverage, and stress testing, not sitting on the sidelines. Matt also...
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Real Estate Didn't Make Me Rich, THIS Did with Deborah Razo
Masters of Real Estate
In this episode of Masters of Real Estate, Matt Owens and Deborah Razo share some of their most valuable and hard-earned lessons from their careers moving from small flips to multi-million dollar multifamily and lending deals. From overcoming the fear of bigger numbers, to protecting yourself from contractor fraud, to building a network that’s as emotionally supportive as it is resource-rich, Matt lays out what it really takes to scale in this business. What you’ll learn in this episode: Why fear and lack of confidence keep investors stuck in small deals—and how to break through. The...
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The Syndication Risk No One Talks About with Kyle Swafford
Masters of Real Estate
Most investors focus on the returns. But few read the docs. In this episode, Mathew Owens and Kyle Swafford break down what actually protects you in a deal, and what doesn’t. From key PPM clauses to the real role of an attorney, this episode is a wake-up call for operators and investors alike. Whether you're raising capital or writing checks, you’ll want to understand the legal risks you're taking on, and how to avoid getting burned. What You’ll Learn: Why understanding your legal docs is just as important as underwriting the deal What the PPM really protects, and who it’s written...
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The System is Rigged... Here's How to Win Anyway with Matt Theriault
Masters of Real Estate
What if real estate wasn’t just a smart investment, but a necessary one in today’s economy? In this episode, Matt Owens and Matt Theriault break down the true drivers of wealth in a system stacked against the average investor. He shares why inflation is your biggest threat and your biggest opportunity, how to avoid the traps of active investing, and what your kids need to learn now if you want them to escape the rat race later. What You'll Learn: Why busy professionals don’t need to manage real estate directly to get tax advantages and cash flow How inflation, government debt, and...
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The Step Most Investors Miss That Costs Them EVERYTHING with Jeremy Roll
Masters of Real Estate
Most investors think they’re doing enough due diligence, until they lose money. In this episode, Matt Owens sits down with seasoned passive investor Jeremy Roll to break down where most investors go wrong, how to properly vet a deal, and what risk really looks like in today’s market. Jeremy has invested in over 100 opportunities across multiple asset classes and brings a brutally honest lens to what it takes to preserve capital and create reliable cash flow. If you’re looking to invest smarter and avoid costly mistakes, this one’s for you. 💡 What You’ll Learn: Why you should...
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You're Not Supposed to Get Rich Off the First Property with Tyler Lyons
Masters of Real Estate
In this episode, Matt and guest Tyler Lyons share what it actually takes to build wealth in real estate, from starting with single-family homes to managing large multifamily assets. He breaks down the parts most investors overlook, like managing lease expirations, planning around inflation, and treating asset management as the real profit center. Whether you're just starting or scaling into bigger deals, this episode will sharpen how you think about your business plan, operations, and long-term strategy. 🔍 What You’ll Learn: Why starting with single-family rentals is a valuable training...
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Most Capital Raisers Get This Completely Wrong with Dave Dubeau
Masters of Real Estate
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The Hidden ROI of Getting Punched in the Face with Daniel Deville
Masters of Real Estate
In this episode, Matt shares what it really takes to build a business that lasts. From losing $500K to building better income streams, training his team, and staying mentally strong through it all—this is a behind-the-scenes look at the wins, the mistakes, and the mindset that drives long-term success. If you're a founder, investor, or operator, you'll want to hear this. 🔍 What You’ll Learn: Why entrepreneurship isn’t about chasing money—it's about solving problems and helping people How Matt turned a $500,000 loss into a more profitable, lower-stress business The trap most...
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You Don’t Deserve Passive Income Until You’ve Done This First with Jonny Walker
Masters of Real Estate
Most people want passive income. But few understand what it really takes to earn it consistently. In this episode, Matt shares why owning hard assets yourself, even just a few, builds the knowledge base you need to invest wisely with others. From the hidden costs of poor due diligence to the power of strategic diversification, we break down the hard lessons, real-life gains, and mindset shifts that separate real estate pros from amateurs. What You’ll Learn: Why managing your own assets gives you the best investor education The real risks most passive investors overlook How to vet...
info_outlineMost people rely too much on cold outreach or digital funnels to raise capital, and it's slowing them down. In this episode, we break down why in-person events, better vetting, and smarter systems are the real drivers of long-term success in capital raising.
What you’ll learn:
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Why online-only capital strategies usually fail
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How live events speed up investor trust by 10x
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The “Fund-to-Fund” model, and why it’s still underused
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How to build investor confidence without handing over control
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The smartest way to vet operators before you partner
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What Kobe Bryant’s mindset can teach you about staying consistent
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How to build systems that automate investor follow-up
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What really causes deals to blow up (and how to avoid it)
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Want more resources from Mathew? Grab his free due diligence checklist and other tools at www.mathewowens.com!