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PODCAST

Real Estate Investing with RealDealChat

RealDealCrew / Jack Hoss

Real Estate Investing with RealDealChat is a podcast featuring interviews with experienced real estate investors, wholesalers, flippers, landlords, and operators actively closing deals. Each episode breaks down: • Real estate investing strategies • Deal sourcing and wholesaling tactics • Fix and flip systems • Rental property scaling • AI and automation tools for investors • Deal operations and lead management Hosted by Jack Hoss, a real estate investor and founder of RealDealCrew, the show

business investing

All Episodes

41:33

Invest Like a Chess Master: Market Cycles &...

Real Estate Investing with RealDealChat ·

2026/02/01

Mike Zlotnik breaks down real estate market cycles, why predictability matters more than hype, and how chess-level thinking applies to investing.In this episode of RealDealChat, Mike Zlotnik returns for a deep, no-nonsense conversation on market cycles, risk, and building a resilient real estate portfolio.Mike shares his journey from political refugee and chess master to tech executive and full-time real estate fund manager. We explore how chess shaped his approach to investing, why past performance

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28:40

Why Creative Real Estate Wins in Any Market with...

Real Estate Investing with RealDealChat ·

2026/01/30

Chris Prefontaine breaks down why creative real estate works in every market—and why most investors quit before the breakthrough.In this episode of RealDealChat, Chris Prefontaine returns to break down the fundamentals of creative real estate investing and why patience—not tactics—is the missing ingredient for most investors.Chris shares his journey from traditional building and brokerage to getting crushed in the 2008 crash—and how that pain forced him to rethink everything. With no credit, no

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32:14

Most People Overpay Property Taxes—Here’s How to Fix...

Real Estate Investing with RealDealChat ·

2026/01/28

Colton Pace explains why most property tax bills are wrong—and how homeowners and investors can reduce expenses without upfront risk.In this episode of RealDealChat, Colton Pace, co-founder of Ownwell, breaks down one of the most overlooked wealth drains in real estate: property taxes that go unquestioned year after year.Colton shares how his experience working with a multi-billion-dollar family office revealed a massive gap between how institutions manage real estate and how everyday owners do

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36:59

From Prison to Building 150 Homes: The Pono Way with...

Real Estate Investing with RealDealChat ·

2026/01/26

After serving time in federal prison, Fuzzy Jardine rebuilt his life—and went on to build 150+ affordable homes in Hawaii using values-driven real estate.In this episode of RealDealChat, Kolaiah “Fuzzy” Jardine shares one of the most powerful real estate journeys you’ll hear—rising from a troubled past and federal prison sentence to becoming a successful developer focused on affordable housing for local families in Hawaii.Fuzzy walks through the mindset shift that changed everything, why investing

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40:07

Why Every Real Estate Investor Needs a Personal Brand...

Real Estate Investing with RealDealChat ·

2026/01/24

Nathan Schiess explains why personal branding isn’t optional for real estate investors—and why waiting until you need capital is already too late.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.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,

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37:47

Building Rentals from the Ground Up with Natalie...

Real Estate Investing with RealDealChat ·

2026/01/22

Natalie Cloutier shares how she built a multimillion-dollar rental portfolio by focusing on small new builds, sweat equity, and long-term thinking.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.We explore how new-build rentals can work even without

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36:21

100% Bonus Depreciation Is Back: What Real Estate...

Real Estate Investing with RealDealChat ·

2026/01/20

Cost segregation expert Erik Oliver explains why this strategy now works for small rentals—and how 100% bonus depreciation changes the game.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.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

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37:49

Why Property Management Is the Real Path to Passive...

Real Estate Investing with RealDealChat ·

2026/01/18

Jason Hull explains why bad property managers destroy returns—and why smart investors start with the manager, not the property.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.We unpack why so many investors struggle with micromanagement, misaligned incentives, and emotional decision-making—and how most property

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30:32

Franchising as a Real Estate Multiplier with Adam...

Real Estate Investing with RealDealChat ·

2026/01/16

Franchise expert Adam Goldman explains how the right franchise can complement real estate investing, create deal flow, and unlock scalable systems.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.Adam shares his journey from owning an office-cleaning franchise to placing hundreds of franchisees across dozens of industries. We discuss

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36:34

791-Brian-Truman

Real Estate Investing with RealDealChat ·

2026/01/14

RealDealCrew.comWe empower real estate investors by optimizing your business processes through customized automation and system integration. From lead management to deal closure, we help you build a scalable and efficient operation. Learn more at RealDealCrew.comLIKE • SHARE • JOIN • REVIEWWebsiteApple PodcastsYouTubeYouTube MusicSpotifyAmazon MusicFacebookTwitterInstagramSUPPORT THE SHOW!If you are new to Wealthfront, and open a Cash Account, you'll get a 0.50% APY boost for 3 months.Open an

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35:07

790-Allen-Lomax

Real Estate Investing with RealDealChat ·

2026/01/12

RealDealCrew.comWe empower real estate investors by optimizing your business processes through customized automation and system integration. From lead management to deal closure, we help you build a scalable and efficient operation. Learn more at RealDealCrew.comLIKE • SHARE • JOIN • REVIEWWebsiteApple PodcastsYouTubeYouTube MusicSpotifyAmazon MusicFacebookTwitterInstagramSUPPORT THE SHOW!If you are new to Wealthfront, and open a Cash Account, you'll get a 0.50% APY boost for 3 months.Open an

en

35:52

Trust the Voice: How Nick Prefontaine Turned Trauma...

Real Estate Investing with RealDealChat ·

2026/01/10

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.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.Nick breaks down the STEP System—Support, Trust, Energy, and Persistence—and how it guided his recovery, his entry into real estate, and

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39:06

How Mortgage Note Investing Works (From a Former...

Real Estate Investing with RealDealChat ·

2026/01/08

Mortgage note investing is often pitched as “passive income,” but that’s not the full story.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.Jamie shares his journey from W-2 employee to rental owner to full-time note investor, including:The difference between performing and

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37:57

How to Make Your Assets Pay for Your Lifestyle |...

Real Estate Investing with RealDealChat ·

2026/01/06

Thomas Collins explains house hacking, multifamily investing, and how to make your assets pay for your lifestyle—starting with your first property.Full DescriptionIn 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.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

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38:33

Why Smart Investors Are Becoming the Bank | Eddie Speed

Real Estate Investing with RealDealChat ·

2026/01/04

Eddie Speed explains why note investing is outperforming rentals, how investors become the bank, and why seller financing is the next shift.In this episode of RealDealChat, Jack Hoss sits down with Eddie Speed, founder of NoteSchool, to break down why note investing and seller financing are rapidly outperforming traditional rental properties in today’s market.Eddie explains why rising expenses, compressed cap rates, and stagnant rents are breaking the rental model—and how investors are pivoting by

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49:39

Powerful at Work, Powerless at Home? | Mitchell Osmond

Real Estate Investing with RealDealChat ·

2026/01/02

Mitchell Osmond explains why high-performing men feel powerful at work but disconnected at home—and how to rebuild marriage, health, and purpose.In this episode of RealDealChat, Jack Hoss sits down with Mitchell Osmond, founder of Dad Nation and host of the Dad Nation Podcast, for a powerful conversation on marriage, masculinity, leadership, and emotional connection.Mitchell works exclusively with high-performing, career-driven men who feel successful professionally—but disconnected, confused, or

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40:34

Franchising, Real Estate & AI: What Investors Miss |...

Real Estate Investing with RealDealChat ·

2025/12/29

Giuseppe Grammatico explains franchising, AI automation, and how real estate investors use franchises to build predictable cash flow and scale smarter.Full DescriptionIn this episode of RealDealChat, Jack Hoss sits down with Giuseppe Grammatico, franchise consultant and founder of GG The Franchise Guide, to break down how franchising intersects with real estate investing, cash flow, and AI-powered operations.Giuseppe shares his journey from Wall Street to entrepreneurship, why franchising is often

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33:51

How to Create Your Own Real Estate Market | Jose...

Real Estate Investing with RealDealChat ·

2025/12/27

Jose Berlanga explains how he created his own real estate market, why focus beats growth, and the costly mistakes developers make chasing trends.In this episode of RealDealChat, Jack Hoss sits down with Jose Berlanga, a veteran real estate developer and entrepreneur, to break down how he created demand where none existed—and why focus, patience, and clarity matter more than chasing hot markets.Jose shares how he started developing inner-city Houston neighborhoods when they were considered

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33:39

Gold, Silver & the Dollar Collapse | David Morgan...

Real Estate Investing with RealDealChat ·

2025/12/23

David Morgan explains gold, silver, real estate, and why the dollar is losing trust—plus how investors protect wealth when the monetary system breaks.In this episode of RealDealChat, Jack Hoss sits down with David Morgan, founder of The Morgan Report and one of the most respected analysts in precious metals, to unpack what’s really happening inside the global monetary system.David shares how his fascination with money started as a child noticing the difference between silver coins and debased

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39:52

Buying a Business vs Real Estate | David C. Barnett...

Real Estate Investing with RealDealChat ·

2025/12/21

David C. Barnett breaks down buying small businesses vs real estate, the risks investors overlook, and how to build resilient, cash-flowing companies.In this episode of RealDealChat, Jack Hoss sits down with David C. Barnett, author of The Business Fortress and one of the most respected voices in small business acquisition, to unpack the real differences between buying businesses and investing in real estate.David shares his journey from business brokerage to banking to building a global advisory

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705 results

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