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RealDealChat / Lessons from Real Estate Investors

RealDealChat / Lessons from Real Estate Investors

RealDealChat brings you unfiltered conversations with elite real estate investors who share their journey to success. Each episode delivers practical wisdom from industry leaders who openly discuss: • Proven strategies that are generating results in today's market • Honest reflections on mistakes and missteps they've encountered along the way • Actionable takeaways you can implement immediately to elevate your real estate portfolio Whether you're a seasoned investor or just starting out, our no-fluff interviews provide the real-world insights you need to navigate the complexities of real estate investing and accelerate your path to financial freedom. Join us as we decode the secrets of succes...

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Why Every Real Estate Investor Needs a Personal Brand with Nathan Schiess

Why Every Real Estate Investor Needs a Personal Brand with Nathan Schiess

<p>Nathan Schiess explains why personal branding isn’t optional for real estate investors—and why waiting until you need capital is already too late.</p><p>In this episode of RealDealChat, Nathan Schiess—real estate investor turned personal branding consultant—breaks down why documenting your journey matters more than perfecting your pitch.</p><p>Nathan shares his own story of building and liquidating a real estate portfolio without documenting any of it—and how that hard lesson shaped his work helping investors, agents, syndicators, and capital raisers build trust before they need it. We unpack the difference between personal brands and...

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Building Rentals from the Ground Up with Natalie Cloutier

Building Rentals from the Ground Up with Natalie Cloutier

<p>Natalie Cloutier shares how she built a multimillion-dollar rental portfolio by focusing on small new builds, sweat equity, and long-term thinking.</p><p>In this episode of RealDealChat, Natalie Cloutier—co-founder of The New Build Couple and author of a new book on small-scale development—breaks down how she and her husband built a $13M+ rental portfolio by starting with their own home and scaling into duplexes, triplexes, fourplexes, and sixplexes.</p><p>We explore how new-build rentals can work even without large upfront capital, the power of sweat equity, and why credit unions and construction-to-permanent loans are often over...

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100% Bonus Depreciation Is Back: What Real Estate Investors Need to Know | Erik Oliver

100% Bonus Depreciation Is Back: What Real Estate Investors Need to Know | Erik Oliver

<p>Cost segregation expert Erik Oliver explains why this strategy now works for small rentals—and how 100% bonus depreciation changes the game.</p><p>In this episode of RealDealChat, Erik Oliver breaks down cost segregation in plain English and explains why it’s no longer just for massive commercial properties.</p><p>We cover how accelerated depreciation works, why bonus depreciation puts cost segregation “on steroids,” and how investors can unlock massive tax savings—even on single-family rentals. Erik also walks through common misconceptions, why most CPAs don’t offer cost segregation, how depreciation recapture really works, and when this strategy doe...

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Why Property Management Is the Real Path to Passive Income with Jason Hull

Why Property Management Is the Real Path to Passive Income with Jason Hull

<p>Jason Hull explains why bad property managers destroy returns—and why smart investors start with the manager, not the property.</p><p>In this episode of RealDealChat, Jason Hull, founder of DoorGrow and host of The DoorGrow Show, breaks down one of the most overlooked truths in real estate investing: property management—not the property—is the key to true passive income.</p><p>We unpack why so many investors struggle with micromanagement, misaligned incentives, and emotional decision-making—and how most property managers end up trapped in what Jason calls the “cycle of suck.” Jason explains how elite investors flip the scr...

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Franchising as a Real Estate Multiplier with Adam Goldman

Franchising as a Real Estate Multiplier with Adam Goldman

<p>Franchise expert Adam Goldman explains how the right franchise can complement real estate investing, create deal flow, and unlock scalable systems.</p><p>In this episode of RealDealChat, Adam Goldman—former franchise owner turned franchise consultant—breaks down how franchising can work alongside real estate investing to create additional income, systems, and leverage.</p><p>Adam shares his journey from owning an office-cleaning franchise to placing hundreds of franchisees across dozens of industries. We discuss why SOPs and brand systems are often undervalued, how franchises can support real estate investors with capital and deal flow, and which business models are...

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Answer the Phone: How Brian Truman Built a Multifamily Business on Relationships

Answer the Phone: How Brian Truman Built a Multifamily Business on Relationships

<p>One answered phone call launched Brian Truman into multifamily real estate—and built a career powered by relationships, not transactions.</p><p>In this episode of RealDealChat, Brian Truman shares the unlikely origin story that launched his multifamily career just weeks after getting his real estate license—starting with a Saturday night phone call, a last-minute 1031 exchange, and a connection that changed everything.</p><p>Brian breaks down why commercial real estate is a relationship business, how a small group of repeat clients can create massive leverage, and what he’s seeing right now in multifamily markets—from emerging tertiary...

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The Great Tax Escape: How Allen Lomax Rebuilt Wealth After Losing Everything

The Great Tax Escape: How Allen Lomax Rebuilt Wealth After Losing Everything

<p>After losing everything in the 2008 crash, Allen Lomax rebuilt his life by rethinking wealth, taxes, and trust—and created The Great Tax Escape.</p><p>In this episode of RealDealChat, Allen Lomax shares a deeply personal story of loss, reinvention, and clarity after the 2008 financial crash wiped out everything he had built.</p><p>We explore why high-income professionals often feel trapped despite success, how taxes quietly erode wealth, and why working harder inside a broken system rarely leads to freedom. Allen breaks down his six-phase framework for becoming a capital allocator—covering trusted networks, due diligence, infrastructure, tax stra...

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Trust the Voice: How Nick Prefontaine Turned Trauma Into Purpose

Trust the Voice: How Nick Prefontaine Turned Trauma Into Purpose

<p>After a near-fatal accident put him in a coma, Nick Prefontaine rebuilt his life by learning to trust his inner voice—and that mindset shaped everything that followed.</p><p>In this powerful episode of RealDealChat, Nick Prefontaine shares the life-altering story that began with a snowboarding accident, a coma, and doctors saying he might never walk, talk, or eat again.</p><p>Nick breaks down the STEP System—Support, Trust, Energy, and Persistence—and how it guided his recovery, his entry into real estate, and eventually his purpose-driven work as a speaker and mentor. We explore trusting your inner...

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How Mortgage Note Investing Works (From a Former Landlord) | Jamie Bateman

How Mortgage Note Investing Works (From a Former Landlord) | Jamie Bateman

<p>Mortgage note investing is often pitched as “passive income,” but that’s not the full story.</p><p>In this episode of RealDealChat, Jack Hoss sits down with Jamie Bateman of Labrador Lending to explain how mortgage note investing actually works, why it’s different from owning rental properties, and what investors should realistically expect before getting started.</p><p>Jamie shares his journey from W-2 employee to rental owner to full-time note investor, including:</p>The difference between performing and non-performing notesWhy banks sell mortgage debt at a discountHow investors “become the bank”The risks most gurus gloss overWhy focu...

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How to Make Your Assets Pay for Your Lifestyle | Thomas Collins

How to Make Your Assets Pay for Your Lifestyle | Thomas Collins

<p>Thomas Collins explains house hacking, multifamily investing, and how to make your assets pay for your lifestyle—starting with your first property.</p><h3>Full Description</h3><p>In this episode of RealDealChat, Jack Hoss sits down with Thomas Collins, founder of Shift Rich Academy, to break down one of the most powerful entry points into real estate investing: house hacking.</p><p>Thomas shares how a single conversation at his day job sparked a mindset shift that led him from renting at $1,400/month to owning a duplex where his tenants paid nearly the entire mortgage. He explains why mu...

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