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RealDealChat / Lessons from Real Estate Investors

RealDealChat / Lessons from Real Estate Investors

Written by: RealDealCrew | Jack Hoss
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About this listen

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 successful real estate investors and help you transform their hard-earned lessons into your competitive advantage.REI Mastermind Network Economics Leadership Management & Leadership Personal Finance
Episodes
  • Why Creative Real Estate Wins in Any Market with Chris Prefontaine
    Jan 30 2026

    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 cash, and no desire to rely on banks again, Chris rebuilt his business using owner financing, lease-purchase, and subject-to strategies—eventually creating what he calls the 3-Payday System: getting paid upfront, monthly, and on the backend of every deal.

    We dive deep into why it realistically takes 3–7 years to master any business, how unrealistic expectations sabotage investors, why drilling too many “wells” guarantees failure, and how creative real estate allows you to operate profitably in any market cycle—including COVID and today’s high-rate environment.

    This episode is essential listening for investors tired of chasing tactics and ready to build something durable.

    📘 Free Book Offer (no shipping required):

    👉 https://wickedsmartbooks.com/jack

    If this episode reset your expectations around real estate, share it with one investor friend—and learn more at https://realdealcrew.com


    RealDealCrew.com

    We 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.com

    LIKE • SHARE • JOIN • REVIEW

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    29 mins
  • Most People Overpay Property Taxes—Here’s How to Fix It with Colton Pace
    Jan 28 2026

    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. That insight led to Ownwell—a platform designed to help homeowners and investors optimize their largest recurring expenses, including property taxes, insurance, utilities, and refinancing.

    We dive into how property tax appeals actually work, why most assessments are inaccurate, and how Ownwell’s contingency-only model removes downside risk. Colton also shares real stories—from retirees nearly priced out of their homes to investors receiving massive tax refunds—along with lessons on delegation, scaling teams, and where AI truly helps (and where humans are still required).

    If you own real estate and don’t actively manage your expenses, this episode could save you real money.

    🌐 Learn more about Ownwell: 👉 https://ownwell.com

    If this episode helped you rethink property taxes or real estate expenses, share it with one investor or homeowner friend—and learn more at https://realdealcrew.com

    Keywords: property tax appeals, Colton Pace, Ownwell, real estate expense optimization, property taxes explained, homeowner tax savings, real estate investor expenses, insurance optimization real estate, refinancing strategy, AI in real estate services, contingency fee tax appeal, RealDealChat podcast

    RealDealCrew.com

    We 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.com

    LIKE • SHARE • JOIN • REVIEW

    1. Website
    2. Apple Podcasts
    3. YouTube
    4. YouTube Music
    5. Spotify
    6. Amazon Music
    Show More Show Less
    32 mins
  • From Prison to Building 150 Homes: The Pono Way with Kolaiah "Fuzzy" Jardine
    Jan 26 2026

    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 in education (even when it felt impossible) was the turning point, and how surrounding himself with the right mentors accelerated his growth. We break down his first creative deal, how he learned development through partnerships, and how he now builds and sells brand-new homes at prices unheard of in Hawaii.

    You’ll also hear why leading with people before profits matters, how values create better deals, how he funds projects entirely with other people’s money, and why documenting your journey attracts partners naturally.

    This is a masterclass in resilience, alignment, and building real wealth the right way.

    🌐 Learn more about Fuzzy & Hui Mastermind: 👉 https://huimastermind.com

    📘 Fuzzy’s Book: Priced Out Paradise (Amazon)

    If this episode inspired you, share it with one investor friend—and learn more at https://realdealcrew.com

    RealDealCrew.com

    We 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.com

    LIKE • SHARE • JOIN • REVIEW

    1. Website
    2. Apple Podcasts
    3. YouTube
    4. YouTube Music
    5. Spotify
    6. Amazon Music
    7. Facebook
    8. Twitter
    Show More Show Less
    37 mins
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