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RealDealChat / Lessons from Real Estate Investors

RealDealChat / Lessons from Real Estate Investors

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
  • 100% Bonus Depreciation Is Back: What Real Estate Investors Need to Know | Erik Oliver
    Jan 20 2026

    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 through common misconceptions, why most CPAs don’t offer cost segregation, how depreciation recapture really works, and when this strategy doesn’t make sense.

    You’ll also hear how technology and AI are reducing study costs, what the process looks like step-by-step, and how investors can use cost segregation strategically to grow faster—without crossing IRS lines.

    If you own real estate and pay taxes, this episode could change how you think about depreciation forever.

    🌐 Learn more about Erik & his team: 👉 https://mavencostseg.com/eric

    If this episode helped clarify cost segregation, share it with one investor friend—and learn more at https://realdealcrew.com

    Keywords: cost segregation, bonus depreciation, Erik Oliver, real estate tax strategy, accelerated depreciation, real estate investing taxes, depreciation recapture explained, passive income tax planning, real estate CPA topics, tax strategies for investors, cost segregation study, 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

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    36 mins
  • Why Property Management Is the Real Path to Passive Income with Jason Hull
    Jan 18 2026

    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 managers end up trapped in what Jason calls the “cycle of suck.” Jason explains how elite investors flip the script by finding a great property manager first, paying them well, and letting them protect the asset.

    This conversation also dives into off-market deal flow through property managers, why DIY management stalls growth, how bad properties create bad tenants, and what technology and AI will (and won’t) replace in property management.

    If you want real passive income—not a second job—this episode is required listening.

    🌐 Learn more about DoorGrow: 👉 https://doorgrow.com

    🎙️ Jason’s Podcast: The DoorGrow Show

    Call to Action: If this episode saved you from hiring the wrong property manager, share it with one investor friend—and learn more at https://realdealcrew.com

    Keywords: property management, Jason Hull, DoorGrow, passive income real estate, real estate investing mistakes, hiring a property manager, off market real estate deals, rental property investing, property management systems, investor mindset, real estate operations, real estate automation, 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
    38 mins
  • Franchising as a Real Estate Multiplier with Adam Goldman
    Jan 16 2026

    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 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 best suited for semi-absentee ownership.

    We also explore real estate-adjacent franchises, service businesses that generate investor leads, and why understanding your personal strengths—and weaknesses—is critical when choosing a franchise.

    🌐 Learn more & connect with Adam: 👉 https://franchisecoach.net

    Call to Action: If this episode expanded how you think about business and investing, share it with one investor friend—and learn more at https://realdealcrew.com

    Keywords: franchise investing, Adam Goldman, franchise consultant, franchising for real estate investors, business systems and SOPs, semi absentee businesses, service based franchises, real estate adjacent businesses, entrepreneurship podcast, scalable business models, passive income strategies, 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
    7. Facebook
    8. Twitter
    Show More Show Less
    31 mins
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