Masters of Real Estate

Most investors compete for deals after they hit the market. By then, margins are thin and competition is high. In this episode, Matt breaks down the pattern behind every undervalued property and shows you how to spot distress long before it turns into a public listing. You will learn how to identify early warning signs, where to find the data, how to build outreach systems that convert, and how to underwrite deals so your profit is built in from day one. What You'll Learn: • The early signals of seller distress most investors ignore • Where distress data actually lives and how to access it • How to turn lists and signals into consistent inbound leads • The difference between driving for dollars and systemized outreach • How to evaluate distressed properties quickly and safely • How to back into your purchase price to protect your profit • When flipping makes sense and when passive investing may be smarter If you want predictable deal flow instead of hoping something hits the MLS, this episode gives you the framework to stay ahead of the market and source better opportunities before the competition even knows they exist. Our goal is to teach you how to be a real estate investor and create financial freedom for yourself through real estate. Building assets that create passive cash flow is the only way to truly be free and stop trading your time for money. It's time to take action and control your future. GET IN TOUCH ✅ www.mathewowens.com ✅ LinkedIn: https://www.linkedin.com/in/mathewowens/ ✅ Instagram: https://www.instagram.com/mathew_owens1/ #realestateinvesting #passiveincome #wealthbuilding #financialeducation  0:00 - Identifying Undervalued Deals 0:35 - Types of Seller Distress 1:21 - Locating Distress Signals 1:59 - Outreach Strategies 2:44 - Turning Signals Into Conversions 3:44 - Evaluating Opportunities Quickly 3:53 - Calculating Purchase Price 4:37 - Active Versus Passive Investing

GRAB OUR FREE 200-POINT DUE DILIGENCE CHECKLIST FOR REAL ESTATE INVESTORS HERE: https://mathewowens.com/due-diligence-checklist/  In this episode of Masters of Real Estate, Matt breaks down why most deals do not fall apart because of price. They fall apart because investors only bring one structure to the table. Matt walks through how to uncover the seller's true pain point and build creative deal structures around real needs, not surface objections. He shares examples including seller financing, installment sales, leasebacks, and multi pronged offers that protect your downside while increasing acceptance rates. You will also learn why knowing your numbers upfront is critical to getting properties under contract on the spot, how to align incentives without adding unnecessary risk, and the contract protections every investor should build in. Our goal is to teach you how to be a real estate investor and create financial freedom for yourself through real estate. Building assets that create passive cash flow is the only way to truly be free and stop trading your time for money. It's time to take action and control your future. GET IN TOUCH ✅ www.mathewowens.com ✅ LinkedIn: https://www.linkedin.com/in/mathewowens/ ✅ Instagram: https://www.instagram.com/mathew_owens1/ #realestateinvesting #passiveincome #wealthbuilding #financialeducation  00:00 - What Sellers Really Want 00:50 - Understand The Seller's Pinpoint 01:45 - Selling Is Solving A Problem 02:06 - Creativity Solves Constraints 03:48 - Multi-Pronged Offer 04:33 - Know Your Math Upfront 05:59 - Align Incentives And Minimize Risk 06:11 - Give Yourself "Outs" In The Contract 07:13 - Mitigate Issues With Communication 07:30 - Deals Fall Apart From One Option

Grab our FREE 200-Point Due Diligence Checklist that we use to vet EVERY single one of our deals: https://mathewowens.com/due-diligence-checklist/  Matt breaks down the hardest lessons from his early investing years and explains how those losses reshaped the way he thinks about real estate. He talks about buying a negative cash flow property right before the crash and learning too late that appreciation alone is not a strategy. That mistake forced him to understand cash flow, operations, and risk in a new way. The episode focuses on why hustle without solid numbers fails. Matt explains that grinding to buy more properties means nothing if contracts, partners, and systems are weak. He shares how poor due diligence, loose agreements with contractors, and bad team incentives cost him real money and how he rebuilt his approach around protection first. Matt also describes the emotional side of investing. Taking a financial hit can feel physical, but solutions come faster when you write out options and act instead of panic. He walks through practical steps for mitigating risk, building a network before you need it, and using other people's resources to grow without your own capital. Our goal is to teach you how to be a real estate investor and create financial freedom for yourself through real estate. Building assets that create passive cash flow is the only way to truly be free and stop trading your time for money. It's time to take action and control your future. GET IN TOUCH ✅ www.mathewowens.com ✅ LinkedIn: https://www.linkedin.com/in/mathewowens/ ✅ Instagram: https://www.instagram.com/mathew_owens1/ #realestateinvesting  #cashflow  #riskmanagement  #wealthbuilding  #passiveincome  #dealstructure  #investormindset  #assetmanagement  #timefreedom  #realestateeducation   0:00 - Learning from Mistakes 0:40 - First Real Estate Deal and Mistake 1:09 - Misconception about Investing 1:44 - Grinding vs. Systems and Numbers 2:21 - Quitting or Building a New System 2:43 - Mindset Shift 3:17 - Mitigating Risk 4:14 - Accepting Financial Hits 5:17 - Building Network and Net Worth 5:35 - Setting Investment Goals 6:00 - Developing Resources and Team 6:41 - Finding Solutions and Advice 7:16 - Goal of Time Freedom

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 ethically, reduce risk, and build a business that compounds over time. Topics covered in this episode: The biggest mistake most capital raisers make before their first deal Why trust must be built months or years before capital is needed Educating investors versus selling them How predictable capital reduces stress and improves deal quality Legal, tax, and risk preparation before launching a raise Building a clear risk narrative investors can understand Why social impact investments attract stronger investor alignment Creating nurture systems that educate and warm investors over time The role of operations in successful capital raising Why poor backend systems kill investor confidence How capital raisers gain leverage, deal flow, and time freedom Performance based incentives and investor first structures Why capital raising can outperform direct operations on time ROI How raising capital builds long term wealth without large personal capital This episode is for operators, syndicators, and aspiring capital raisers who want to build durable systems instead of scrambling deal to deal. Our goal is to teach you how to be a real estate investor and create financial freedom for yourself through real estate. Building assets that create passive cash flow is the only way to truly be free and stop trading your time for money. It's time to take action and control your future. GET IN TOUCH ✅ www.mathewowens.com ✅ LinkedIn: https://www.linkedin.com/in/mathewowens/ ✅ Instagram: https://www.instagram.com/mathew_owens1/

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 shares real examples from past cycles, including Covid and rising interest rate environments. He walks through how lending strategies, seller financing, distressed acquisitions, and diversification created opportunity when others froze. This episode is about building a plan that works in both up markets and down markets. A plan based on cash flow, reserves, and long term thinking. If your strategy only works when conditions are perfect, Matt explains why that is not a strategy at all. ABOUT OUR CHANNEL Our goal is to teach you how to be a real estate investor and create financial freedom for yourself through real estate. Building assets that create passive cash flow is the only way to truly be free and stop trading your time for money. It's time to take action and control your future. GRAB OUR FREE 200-POINT DUE DILIGENCE CHECKLIST WE USE TO VET EVERY DEAL!  https://mathewowens.com/due-diligence-checklist/ 00:00 The Strategy Behind Making Money in Down Markets 00:40 What Most Investors Get Wrong 02:06 Psychology of the Market 02:34 It's Important to Protect Capital 03:08 Assess The Risk 03:50 Evaluating Risk: Down vs. Up Markets 04:33 Best Risk-Mitigation Technique 05:34 Don't Hide from Volatility, Understand It 05:44 Ways to Take Advantage of Market Changes 07:47 Keep Proper Diversification 08:40 Even the Best Strategies Can Fail 09:30 When Things Go Wrong, Don't Panic 09:31 2008 Crash Market 10:19 A Plan That Only Works When Perfect Isn't a Plan #MastersOfRealEstate #RealEstateInvesting #MarketVolatility #WealthBuilding #CashFlow #CapitalPreservation #PassiveInvesting #InvestorEducation #AlternativeInvestments #FinancialStrategy

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 role of networking events in building not just skills, but the mindset and energy needed to succeed. Why flipping keeps the lights on, but long-term wealth comes from appreciation. How to structure your team so you're not doing it all yourself, and the real risks of relying on the wrong partners. The contractor theft story that changed Matt's entire verification process. Background checks, private investigators, and other must-have due diligence tools to protect your business. Why creating financial freedom is about more than money, it's about reclaiming your time for what matters most. Want more resources from Mathew? Grab his free due diligence checklist and other tools at www.mathewowens.com! 

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 for The operator's legal risks (and how the SEC can hold you personally liable) How to structure investor returns and fees to align incentives What to document from day one to protect yourself years later Why most accredited investors aren't ready to prove it—and what that means for your raise The danger of passive investing without reading the fine print How interest rate shifts have wrecked recent deals, and what to watch for moving forward

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 long-term asset growth shape smart investing strategies The difference between good and bad debt—and how to use leverage without bleeding cash Why holding hard assets gives you more control than most passive investments How syndications allow you to own a piece of larger deals without the operational burden The connection between money printing, asset prices, and the shrinking middle class Why urgency matters: the longer you wait to invest, the harder it gets for the next generation How pain drives growth—and why teaching kids about resilience and risk matters now The truth about discounted property deals and how helping sellers benefits everyone

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 never go all-in on your first deal, even if it looks solid The right way to vet operators (hint: it's more than a background check) How to dissect a financial model and test assumptions around rent growth, debt, and expenses What hidden landmines to look for in legal docs that most investors miss When it's smart to raise more capital upfront instead of relying on risky refinancing Why cap rate and interest rate math can quietly destroy your cash flow How to prepare your portfolio for a potential recession, without sitting in cash Want more resources from Mathew? Grab his free due diligence checklist and other tools at www.mathewowens.com! 

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 ground—even if it won't make you rich What new syndicators get wrong about acquisition fees and scaling too fast Why strong asset management (not more deal flow) is key to long-term investor trust and profitability How inflation and rising insurance costs can erode cash flow if you're not proactively adjusting your plan How market shifts (like tax law or population changes) can impact your renovation and rent growth strategy Why lease timing and tenant planning is just as important as renovations How to schedule lease renewals to avoid vacancies and maximize rent-ready timing What to prepare before closing on a 300+ unit property so your business plan doesn't fall apart Want more resources from Mathew? Grab his free due diligence checklist and other tools at www.mathewowens.com! 

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 entrepreneurs fall into—and how to get out of it Why you need to train your team before you need them How to build a company that pays you and your people through real cash flow What most business owners misunderstand about transparency and trust Why physical discipline in the gym reflects your capacity to lead under pressure How to analyze yourself without ego—so you can actually grow The mindset shift that separates struggling founders from resilient leaders Want more resources from Mathew? Grab his free due diligence checklist and other tools at www.mathewowens.com! 

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 deals, operators, and markets the right way What owning 10 single-family homes can teach you about scaling How to diversify across assets, markets, and risk profiles The real power of investor communities (and what to look for) How Matt created time freedom and raised $3M while abroad Subscribe and leave a review if this episode challenged how you think about raising capital!  Want more resources from Mathew? Grab his free due diligence checklist and other tools at www.mathewowens.com! 

Most 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: Why online-only capital strategies usually fail How live events speed up investor trust by 10x The "Fund-to-Fund" model, and why it's still underused How to build investor confidence without handing over control The smartest way to vet operators before you partner What Kobe Bryant's mindset can teach you about staying consistent How to build systems that automate investor follow-up What really causes deals to blow up (and how to avoid it) Subscribe and leave a review if this episode challenged how you think about raising capital!  Want more resources from Mathew? Grab his free due diligence checklist and other tools at www.mathewowens.com!   

How do you go from hating your CPA job… to flipping 1,000+ houses, raising $150M, and buying back your time? In this episode of Masters of Real Estate, we break down the real systems behind the capital raising machine, and how we set it up to run without us while traveling across Vietnam. Whether you're stuck doing everything yourself or just struggling to get investors to say yes, this is your tactical roadmap. You'll Learn: Why most capital raisers fail (and how to fix your sales process) The structure Mathew used to raise $2.8M while offline The #1 reason delegation fails for entrepreneurs, and how to overcome it How to turn your due diligence into a trust engine A simple framework to cut investor friction in half The lead nurture and follow-up system Mathew's team uses every day What a 200-point checklist reveals about real estate risk Want more resources from Mathew? Grab his free due diligence checklist and other tools at www.mathewowens.com!

In this episode of Canadian Investing in the US, Glenn Sutherland sits down with CPA-turned-real estate investor Matthew Owens. After losing everything in the 2008 crash, Matthew didn't go back to his safe job—he rebuilt from scratch. Now with over 1,000 flips and $150M+ raised, he shares the strategies, lessons, and mindset that helped him come back stronger. If you're starting over or just starting out, this one's for you. 👇 Here's what you'll learn in this episode: How to recover after financial disaster – and why grit matters more than timing. The biggest mistakes new investors make – and how to avoid them. Smart strategies to raise capital when you have none – including the exact fees Mathew charged to stay afloat. Why long-term holds beat flips for wealth-building – and how Mathew would do things differently today. What today's market has in common with 2008 – and how to invest safely in a high-rate, low-supply environment. Want more resources from Mathew? Grab his free due diligence checklist and other tools at www.mathewowens.com!

In this episode of Masters of Real Estate, host Matthew Owens sits down with longtime friend and powerhouse entrepreneur Kaaren Hall, founder of uDirect IRA Services. From being a single mom who got laid off during the Great Recession to building a company that now manages over $1 billion in assets, Kaaren shares the raw, unfiltered story of grit, reinvention, and the real power of self-directed retirement accounts. If you've ever wanted more control over your financial future, or you're curious how to invest in real estate through your retirement account, this is your roadmap.   What You'll Learn: How Kaaren went from unemployed to running a billion-dollar company What most people don't know about their retirement accounts Why self-directed IRAs are a game-changer for real estate investors The three biggest mistakes people make with retirement investing The history of retirement (and why the system is broken) How to avoid UBIT and UDFI taxes Why picking the right custodian is critical Common "gotchas" that could make your IRA fully taxable What a checkbook IRA is — and when it actually makes sense How to start investing in real estate through your HSA and 401(k) Tips for teaching your kids about financial freedom and investing   uDirect IRA Services: https://www.udirectira.com Facebook: https://www.facebook.com/mathew.owens2  Instagram: https://www.instagram.com/mathew_owens1/  LinkedIn: https://www.linkedin.com/in/mathewowens/  Free 200-Point Due Diligence Checklist: https://mathewowens.com/due-diligence-checklist/  Free Deal Analysis Masterclass: https://mathewowens.com/masterclass-form/ 

In this episode of Masters of Real Estate, host Matthew Owens welcomes Pete Reese, a seasoned land investor and entrepreneur, to discuss his journey from house flipping to building a thriving business in land development. Pete shares valuable insights into the unique strategies and systems he's developed to capitalize on land investments, even in today's competitive market. Key Takeaways: Pivoting in Real Estate: Pete transitioned from house flipping to land investing after the 2008 housing market crash, discovering that land offered a simpler and less stressful investment model. The Power of Due Diligence: Pete emphasizes the importance of thorough due diligence, including title checks, access verification, and market research, to avoid purchasing problem properties. Value-Add Strategies in Land Investing: From minor improvements like clearing lots and completing surveys to larger projects like subdividing acreage, Pete demonstrates how strategic upgrades can significantly boost profitability. Market Selection Matters: Pete targets rural areas with high demand and minimal regulatory hurdles, avoiding markets with oversupply or complicated approval processes. Connect with Pete Reese on LinkedIn: @partnerwithpete Check out Pete's Podcast: Turning Profit (available on YouTube: @turningprofit) Join Pete's Land Investing Community: Land Conquest (available on the Skool platform). Learn more about partnering or private lending opportunities with Pete: TurningProfit.com CONNECT WITH US:  Facebook: https://www.facebook.com/mathew.owens2  Instagram: https://www.instagram.com/mathew_owens1/  LinkedIn: https://www.linkedin.com/in/mathewowens/  Free 200-Point Due Diligence Checklist: https://mathewowens.com/due-diligence-checklist/  Free Deal Analysis Masterclass: https://mathewowens.com/masterclass-form/ 

CONNECT WITH US:  Facebook: https://www.facebook.com/mathew.owens2  Instagram: https://www.instagram.com/mathew_owens1/  LinkedIn: https://www.linkedin.com/in/mathewowens/  Free 200-Point Due Diligence Checklist: https://mathewowens.com/due-diligence-checklist/  Free Deal Analysis Masterclass: https://mathewowens.com/masterclass-form/