Real Estate Investing with RealDealChat

RealDealCrew / Jack Hoss
  • 5.0 (81)
  • Investing
  • Updated Semiweekly

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 focuses on practical execution — not theory. Whether you're wholesaling houses, flipping properties, building a rental portfolio, or scaling a real estate investing business, this podcast delivers real-world lessons from operators actively doing deals. Follow the show to get weekly insights on real estate investing strategies, deal flow systems, and operational growth.

  1. Why High Earners Still Live Paycheck to Paycheck w/ Andrew Giancola

    1d ago

    Why High Earners Still Live Paycheck to Paycheck w/ Andrew Giancola

    Andrew Giancola explains why high earners still live paycheck to paycheck and the exact steps to build wealth the right way as a real estate investor. In this episode of RealDealChat, Jack Hoss sits down with Andrew Giancola of Master Money to break down the financial mistakes even successful investors make and how to fix them before they cost you years of progress. Andrew covers: Why lifestyle inflation is the #1 wealth killer for real estate investorsThe "Big Three" spending categories that destroy financial progress (housing, transportation, food)How to find a real tax strategist (not just someone filling in boxes)The Augusta Rule, cost segregation, and other tax strategies investors overlookThe One-Three-Six emergency fund method and why you need it before you scaleHow to calculate your financial freedom number and reverse engineer your portfolioAvalanche vs snowball method for eliminating consumer debtWhy diversification beyond real estate matters for long-term wealthHow Andrew used AI (including Claude) to build custom software tools in 90 minutes that would have cost $5,000-$10,000AI use cases for real estate investors: property evaluation, tenant management, and deal analysis This conversation is essential for: Real estate investors who feel busy but not financially freeEntrepreneurs scaling income but not building wealthInvestors who want to clean up their financial foundation before they grow If you've ever made more money and somehow ended up with less, this episode will show you exactly where it's going and how to stop it. 🔗 Learn more about Andrew: https://mastermoney.co 🔗 Build systems for your investing business: https://realdealcrew.com #RealEstateInvesting #WealthBuilding #PersonalFinance #LifestyleInflation #TaxStrategy #FinancialFreedom #RealDealChat #InvestorMindset #PassiveIncome #AIForBusiness Work With RealDealCrew If you’re already closing deals but your intake, follow-up, or visibility feels inconsistent, here are two ways to go deeper: Take the Deal Intake Assessment See how resilient your current operation actually is. → https://assessment.realdealcrew.com Book a Fit Call If you want to explore what a fully system-driven deal flow looks like, let’s talk. → https://realdealcrew.com/book LIKE • SHARE • JOIN • REVIEW WebsiteApple PodcastsYouTubeYouTube MusicSpotifyAmazon MusicFacebookTwitterInstagram

    36 min
  2. Why 90% of ISA Hires Fail Before They Start w/ Gustavo Munoz Castro

    3d ago

    Why 90% of ISA Hires Fail Before They Start w/ Gustavo Munoz Castro

    Gus Munoz-Castro reveals why 90% of ISA hires fail — and how real estate investors can use AI to train callers, scale lead gen, and close more deals. Full DescriptionIn this episode of RealDealChat, Jack Hoss sits down with Gustavo Munoz-Castro of Power ISA to break down how real estate investors can build high-performing calling teams, use AI the right way, and stop wasting money on lead gen strategies that don't convert. Gus has been in the ISA and virtual assistant space for over five years and shares what's actually working right now in today's market. Topics covered: Why 90% of ISA success or failure is determined before you ever hire someoneHow AI voice agents are being used to train callers instead of replace themThe 10X coaching efficiency unlock: feedback sessions with 5-10 people in the time it used to take for oneWhy cold calling, mailers, and driving for dollars still work better than everThe real problem with Google Pay Per Click for real estate investorsHow to build a lead gen system before you add any leverageWhat the 45X ROI calling case study looked like in practiceThe "3 motivated sellers a day" rule and why it compoundsHow to script calls: intro and close from memory, bullet points for everything elseWhy genuine curiosity and rapport are the two things you can't train around If you are trying to scale your acquisitions, this episode cuts through the AI hype and gives you a clear framework for building the systems and the team to back it up. 🌐 Learn how Power ISA can help your team: https://powerisa.com 🔗 Build systems for your investing business: https://realdealcrew.com #RealEstateInvesting #ISA #VirtualAssistants #LeadGeneration #ColdCalling #RealDealChat #AIForBusiness #WholesaleRealEstate #MotivatedSellers #RealEstateInvestor Work With RealDealCrew If you’re already closing deals but your intake, follow-up, or visibility feels inconsistent, here are two ways to go deeper: Take the Deal Intake Assessment See how resilient your current operation actually is. → https://assessment.realdealcrew.com Book a Fit Call If you want to explore what a fully system-driven deal flow looks like, let’s talk. → https://realdealcrew.com/book LIKE • SHARE • JOIN • REVIEW WebsiteApple PodcastsYouTubeYouTube MusicSpotifyAmazon MusicFacebookTwitterInstagram

    37 min
  3. Why Your CPA Is Costing You Money (And Doesn't Know It) w/ Kevin Brunner

    5d ago

    Why Your CPA Is Costing You Money (And Doesn't Know It) w/ Kevin Brunner

    Kevin Brunner explains why your CPA may be costing you money, how to cut your effective tax rate, and what most real estate investors get wrong about wealth preservation. In this episode of RealDealChat, Jack Hoss sits down with Kevin Brunner of The Q Companies to talk about what happens to a real estate portfolio when the wrong advisors are in place, and what it looks like to actually protect the wealth you've built. Kevin breaks down: Why CPAs advise investors to "just pay the tax" and how that costs you money every yearHow high-earning investors can stay at a 10% effective federal tax rateThe installment sale trust strategy and how it avoids capital gains on a saleWhy a 1031 exchange alone is not a complete exit strategyHow to reset depreciation through a trust structureWhat "hold till you die, swap till you drop" really means for your portfolioWhy the financial services industry is set up against the investorHow to prepare your heirs to actually manage what you leave themWhy wealth transferred without preparation destroys familiesThe "quadrant" framework for thinking about all your assets, not just financial ones This episode is for: Real estate investors with significant equity who haven't updated their estate planInvestors approaching a sale or 1031 exchangeAnyone who suspects their advisor isn't giving them the full picturePortfolio holders who haven't thought about succession and heir preparation 🔗 Learn more about Kevin and The Q Companies: https://theqcompanies.com 🔗 Build systems for your investing business: https://realdealcrew.com #RealEstateInvesting #TaxStrategy #WealthPreservation #EstatePlanning #1031Exchange #PassiveIncome #RealDealChat #InvestorMindset #FinancialAdvisor #TaxEfficiency Work With RealDealCrew If you’re already closing deals but your intake, follow-up, or visibility feels inconsistent, here are two ways to go deeper: Take the Deal Intake Assessment See how resilient your current operation actually is. → https://assessment.realdealcrew.com Book a Fit Call If you want to explore what a fully system-driven deal flow looks like, let’s talk. → https://realdealcrew.com/book LIKE • SHARE • JOIN • REVIEW WebsiteApple PodcastsYouTubeYouTube MusicSpotifyAmazon MusicFacebookTwitterInstagram

    44 min
  4. Stop Chasing Clients: Build a Brand That Attracts Them w/ Tara Polley

    Jun 1

    Stop Chasing Clients: Build a Brand That Attracts Them w/ Tara Polley

    Tara Polley explains how building a personal brand through media stopped the grind and started attracting clients who already trust her. In this episode of RealDealChat, Jack Hoss sits down with Tara Polley of welcomehomesonoma.com, a 25-year real estate veteran turned television host, to break down how media, storytelling, and personal brand building change the game for realtors and investors alike. Tara shares her full framework including: Why getting on camera shortens the sales cycle by building trust before the first conversationHow storytelling and authenticity outperform polished, perfect content every timeThe role AI tools like Claude and ChatGPT play in scripting listings and TV segmentsHow she uses CapCut and TikTok to create social content fast without a big production teamWhy lifestyle marketing sells properties faster than leading with features and square footageThe delegation framework she uses to decide what to keep vs. automate vs. hand offWhat top performers in real estate actually have in common (and it's not talent)Why realtors who stay stuck in 2021 pricing mindsets are losing deals right now This episode is for: Realtors ready to stop cold prospecting and start attracting aligned clientsInvestors who want to understand how personal brand impacts deal flowAnyone in real estate who knows they should be creating content but keeps putting it off If you've ever felt like you were grinding harder than your results showed, this episode is the reset you need. 🔗 Check out Tara: https://welcomehomesonoma.com 🔗 Build systems for your investing business: https://realdealcrew.com #RealEstateMarketing #PersonalBrand #RealtorLife #RealEstateInvesting #ContentMarketing #RealDealChat #AIForRealEstate #SocialMediaForRealtors #RealEstateBusiness #ClientAttraction Work With RealDealCrew If you’re already closing deals but your intake, follow-up, or visibility feels inconsistent, here are two ways to go deeper: Take the Deal Intake Assessment See how resilient your current operation actually is. → https://assessment.realdealcrew.com Book a Fit Call If you want to explore what a fully system-driven deal flow looks like, let’s talk. → https://realdealcrew.com/book LIKE • SHARE • JOIN • REVIEW WebsiteApple PodcastsYouTubeYouTube MusicSpotifyAmazon MusicFacebookTwitterInstagram

    29 min
  5. This $50 Billion Plan Could Rebuild Detroit w/ Rod Lockwood

    May 30

    This $50 Billion Plan Could Rebuild Detroit w/ Rod Lockwood

    Rod Lockwood reveals his $50 billion plan to transform Belle Isle into a tax-free, self-governing city — and what it means for Detroit real estate investors. In this episode of RealDealChat, Jack Hoss sits down with Rod Lockwood, a second-generation Detroit real estate developer and founder of the Belle Isle Freedom City project — a bold proposal to turn a 1,000-acre island in the Detroit River into a privately funded, tax-free, self-governing city of 50,000 people. Rod breaks down: Why Detroit went from the richest city in the world in 1950 to the poorest major city todayThe 99-year lease structure modeled after Hong Kong's revivalHow Belle Isle would operate with no income tax and a land value tax systemWhy 46,000 Detroiters would commute to the island daily, paying full state and federal taxesThe estimated $5 to $6 billion infrastructure investment and $50 billion total build-outHow Detroit land at $7 to $10 per square foot becomes attractive to international entrepreneursThe Formula One racetrack concept and car-free designWhy a commissioned poll showed Detroit residents support the project by a plus 41% marginHow Rod is using AI for cost modeling and document prep across the project This episode is for investors watching the Detroit market, anyone interested in special economic zones, and real estate developers thinking about large-scale opportunity and urban policy. 🔗 Learn more about the project: https://bellisle-freedomcity.com 🔗 Build systems for your investing business: https://realdealcrew.com #RealEstateInvesting #Detroit #SpecialEconomicZone #LandValueTax #FreedCity #UrbanDevelopment #RealDealChat #InvestorMindset #AffordableHousing #RealEstateDevelopment Work With RealDealCrew If you’re already closing deals but your intake, follow-up, or visibility feels inconsistent, here are two ways to go deeper: Take the Deal Intake Assessment See how resilient your current operation actually is. → https://assessment.realdealcrew.com Book a Fit Call If you want to explore what a fully system-driven deal flow looks like, let’s talk. → https://realdealcrew.com/book LIKE • SHARE • JOIN • REVIEW WebsiteApple PodcastsYouTubeYouTube MusicSpotifyAmazon MusicFacebookTwitterInstagram

    33 min
  6. Why Paying Off Your Mortgage Is Killing Your Wealth w/ Al Zdenek

    May 28

    Why Paying Off Your Mortgage Is Killing Your Wealth w/ Al Zdenek

    Al Zdenek explains why paying off your mortgage early could be destroying your long-term wealth and how to reach financial freedom faster by thinking differently. In this episode of RealDealChat, Jack Hoss sits down with Al Zdenek, CPA, wealth advisor, and author of Master Your Cash Flow, to break down the financial decisions most investors and business owners are getting completely wrong. Al went from near-bankruptcy in his 30s with tens of millions in troubled projects, to reaching financial independence at 48. Now he shares the exact framework he used with hundreds of clients to accelerate their path to financial freedom. What you'll learn in this episode: Why paying off your mortgage early can actually leave you broke in retirementThe difference between good debt and bad debt (and why most gurus blur the line)How small financial decisions today compound into massive outcomes over decadesThe right way to negotiate $100K in credit card debt down to near zero interestWhy going into retirement with a paid-off house can be a financial trapHow Al helped a former Fortune 500 president restart his retirement cash flow overnightWhat most financial advisors are missing because they only think short-termWhy cash flow-oriented advising beats goals-based advising every timeHow to know if you could retire 5 to 10 years earlier than you think This episode is essential for: Real estate investors balancing good debt vs. equityBusiness owners approaching retirementAnyone who's been told to pay off debt first and saveInvestors who want to use leverage strategically instead of emotionally If you've ever wondered whether you're actually building wealth or just feeling like it, this episode will change how you think. 🔗 Learn more from Al: https://alzenek.com 🔗 Check out the CakeClub app: https://cakeclubapp.com 🔗 Build systems for your investing business: https://realdealcrew.com #RealEstateInvesting #FinancialFreedom #WealthBuilding #CashFlow #GoodDebt #RealDealChat #PersonalFinance #RetirementPlanning #InvestorMindset #DebtStrategy #FinancialIndependence #RealEstatePodcast Work With RealDealCrew If you’re already closing deals but your intake, follow-up, or visibility feels inconsistent, here are two ways to go deeper: Take the Deal Intake Assessment See how resilient your current operation actually is. → https://assessment.realdealcrew.com Book a Fit Call If you want to explore what a fully system-driven deal flow looks like, let’s talk. → https://realdealcrew.com/book LIKE • SHARE • JOIN • REVIEW WebsiteApple PodcastsYouTubeYouTube MusicSpotifyAmazon MusicFacebookTwitterInstagram

    45 min
  7. Why Out-of-State Investors Are Quietly Building Wealth in Detroit w/ Voytek Mardula & James Lloyd

    May 26

    Why Out-of-State Investors Are Quietly Building Wealth in Detroit w/ Voytek Mardula & James Lloyd

    Voytek Mardula and James Lloyd explain how out-of-state investors are building cash-flowing rental portfolios in Detroit with full turnkey support. In this episode of RealDealChat, Jack Hoss sits down with Voytek Mardula and James Lloyd of usproperties.ca, a fully turnkey real estate operation that has bought, renovated, and sold over 600 homes in the Detroit market over nine years. What started as their own search for cash flow in an expensive Canadian market turned into one of the most comprehensive turnkey operations serving out-of-state and international investors. They break down exactly how they source, renovate, manage, and scale properties for their clients, including a growing short-term rental division that is outperforming expectations with AI-powered pricing. Key topics covered: Why Detroit is still one of the most undervalued real estate markets in the countryHow Voytek and James identify B and B-plus neighborhoods with double-digit appreciation potentialWhy they focus exclusively on single-family homes over multifamily and what they learned the hard wayThe Section 8 strategy that held strong through COVID and recessionary periodsHow their short-term rental division works, including fully furnished turnkey packages at 15% managementThe AI pricing software that increased bookings immediately after launch and why it removes the emotional "race to the bottom" in STR pricingBRRRR and DSCR lending strategies to recycle equity into more doors within 18 to 24 monthsReal investor stories: clients who reached 12 to 13 properties and got all their initial capital back through refinancesHow AI voice agents are changing their investor intake and customer service operations If you are sitting on capital and looking for an affordable market with real cash flow, genuine appreciation, and a team that handles everything, this episode is the blueprint. 🔗 Learn more about Voytek and James: https://usproperties.ca 🔗 Build systems for your investing business: https://realdealcrew.com #RealEstateInvesting #DetroitRealEstate #TurnkeyInvesting #CashFlowInvesting #OutOfStateInvesting #ShortTermRentals #BRRRRStrategy #Section8Investing #PassiveIncome #RealDealChat #RentalPortfolio #AIForBusiness Work With RealDealCrew If you’re already closing deals but your intake, follow-up, or visibility feels inconsistent, here are two ways to go deeper: Take the Deal Intake Assessment See how resilient your current operation actually is. → https://assessment.realdealcrew.com Book a Fit Call If you want to explore what a fully system-driven deal flow looks like, let’s talk. → https://realdealcrew.com/book LIKE • SHARE • JOIN • REVIEW WebsiteApple PodcastsYouTubeYouTube MusicSpotifyAmazon MusicFacebookTwitterInstagram

    40 min
  8. Buy Vacant Land and Flip Brand New Mobile Homes for $40K Profit w/ Chris Gavre

    May 24

    Buy Vacant Land and Flip Brand New Mobile Homes for $40K Profit w/ Chris Gavre

    Chris Gavre breaks down how to buy vacant land and flip brand new mobile homes for $40K per deal using FHA financing and a repeatable 4-month system. In this episode of RealDealChat, Jack Hoss sits down with Chris Gavre of The Land Sharks to unpack one of the most underrated strategies in real estate investing right now: buying raw vacant land, placing a brand new manufactured home on it, making it FHA compliant, and selling it for $40,000+ in net profit per deal. Chris and his partner Robert have done 50-60 of these in a single year with a lean two-person operation. Topics covered in this episode: Why this strategy out-performs traditional house flipping on predictability and marginsHow to source vacant land using zoned and filtered county dataThe FHA compliance process: detitling, brick skirting, and the engineer certificationWhat a double wide costs wholesale from manufacturers like Clayton and Champion ($62-72K)How to net $40-45K per deal with total development costs around $40-50KThe 4-month timeline from land purchase to closed saleWhy 95% of buyers use FHA financing and what that means for your exitHow to fund these deals when hard money lenders have never heard of the strategyRunning 18-19 simultaneous projects with just two peopleThe zoning, septic, and permitting process broken down step by stepWhy direct mail pulls better leads than cold calling for this buy box If you're a real estate investor looking for a predictable, scalable alternative to house flipping or new construction, this episode is worth a listen. 🔗 Learn more: https://thelandsharks.com 🔗 Build systems for your investing business: https://realdealcrew.com #RealEstateInvesting #MobileHomeInvesting #ManufacturedHousing #AffordableHousing #LandInvesting #HouseFlipping #RealDealChat #Shorts #PassiveIncome #FHALoans #RealEstateStrategy #LandDevelopment Work With RealDealCrew If you’re already closing deals but your intake, follow-up, or visibility feels inconsistent, here are two ways to go deeper: Take the Deal Intake Assessment See how resilient your current operation actually is. → https://assessment.realdealcrew.com Book a Fit Call If you want to explore what a fully system-driven deal flow looks like, let’s talk. → https://realdealcrew.com/book LIKE • SHARE • JOIN • REVIEW WebsiteApple PodcastsYouTubeYouTube MusicSpotifyAmazon MusicFacebookTwitterInstagram

    31 min
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5
out of 5
81 Ratings

About

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 focuses on practical execution — not theory. Whether you're wholesaling houses, flipping properties, building a rental portfolio, or scaling a real estate investing business, this podcast delivers real-world lessons from operators actively doing deals. Follow the show to get weekly insights on real estate investing strategies, deal flow systems, and operational growth.

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