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. How $300K Buys Permanent Residency in Panama w/ Steve Luther

    1d ago

    How $300K Buys Permanent Residency in Panama w/ Steve Luther

    A $300,000 real estate purchase in Panama can get you permanent residency and a second passport. Steve Luther runs Cord Real Estate, a boutique firm based in Nashville that helps American investors buy property abroad. After a serious health crisis, Steve and his wife stumbled into Panama while looking for a Caribbean property with better healthcare access, and ended up buying two investment properties there themselves. In this episode, Steve breaks down why Panama has quietly become one of the strongest hedges against US market volatility for real estate investors: a currency pegged one to one with the US dollar, low property taxes and insurance thanks to its location below the hurricane belt, and a residency by investment program that turns a $300,000 real estate purchase into permanent residency, with full citizenship available after five years. Steve also walks through what that money actually buys on the ground, how financing works for Americans buying through Panamanian banks, and what tends to derail a transaction. If you've ever wondered what buying property abroad actually involves, beyond the highlight reel, this episode lays it out. Key TopicsHow Panama's golden visa program works, and what a $300,000 purchase actually gets youThe retirement (Pensionado) program and its travel, dining, and entertainment discountsWhy the dollar peg and hurricane-free location keep currency and insurance risk lowHow an American gets a mortgage through a Panamanian bankWhat typically derails a Panama real estate transaction, and how it compares to a US closing Guest BioSteve Luther has been in real estate for 24 years and runs Cord Real Estate, a Nashville-based firm that has helped clients invest in residential, commercial, and international property for the past decade, including direct experience buying and managing property in Panama himself. Links🔗 Learn more about Steve's team and the upcoming Invest Panama Summit (May 28 to June 1): CordRealEstate.com 🔗 Build systems for your investing business: https://realdealcrew.com 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

    28 min
  2. Build-to-Rent Investing: From Blackstone to Boutique Firms w/ August Biniaz

    3d ago

    Build-to-Rent Investing: From Blackstone to Boutique Firms w/ August Biniaz

    Wall Street built entire neighborhoods just to rent them. August Biniaz breaks down how and why it works. August Biniaz, Chief Investment Officer at CPI Capital, returns to break down build-to-rent (BTR): how the asset class started after the 2008 crash, why institutions like Blackstone pivoted from buying scattered homes to building purpose-built rental communities, and what that means for individual investors today. August also pulls back the curtain on how CPI Capital operates at scale, including the AI tool that cut their deal-screening time by 90 percent, and shares his read on where interest rates and the broader economy are headed going into the rest of 2026. Key topics covered: How Blackstone's Invitation Homes buying spree of 75,000 homes gave birth to BTRWhat life inside a BTR community actually looks like (HOA, amenities, maintenance)Why BTR attracts "tenants by choice" and produces lower turnover than traditional apartmentsHow CPI Capital uses Slack, Asana, HubSpot, and AI to run a private equity real estate firmThe 10-year treasury, the war in Iran, and what August thinks happens to rates next August Biniaz is the Chief Investment Officer of CPI Capital, a private equity real estate firm focused on US multifamily and build-to-rent assets with investors in both Canada and the United States. Learn more at https://cpicapital.com 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

    32 min
  3. Turn Your Insurance Bill Into a Profit Center w/ Nicolas Lares

    5d ago

    Turn Your Insurance Bill Into a Profit Center w/ Nicolas Lares

    Nicolas Lares explains how real estate investors can turn insurance costs into profits using captive insurance — a strategy Fortune 500 companies have used for decades. In this episode of RealDealChat, Jack Hoss sits down with Nicolas Lares, founder of InsurTech, to break down captive insurance — what it is, how it works for real estate investors, and why most investors have never heard of it until now. Nicolas built his career helping run one of Amazon's largest logistics insurance networks before founding InsurTech, where he now helps real estate investors co-own the very insurance company that covers their portfolio. Topics covered include: What captive insurance is and how it differs from traditional insuranceHow investors collectively pool premiums and recapture unused profits at year-endWhy REITs and institutional funds have used this model for decadesHow a single-property investor can get started (yes, even one townhouse)The 80-unit Georgia example where an owner ended the year with a net surplus of $1,500 instead of an insurance expenseHow renters insurance can be stacked into the captive to offset property-level costsWhat traditional brokers say against captives (and why their incentives are misaligned)How InsurTech insures over 1 million doors across the USHow Nicholas is using Claude Code to automate proposal and compliance workflowsRapid fire: the lie investors tell themselves about assumptions and underwriting If insurance feels like a sunk cost in your portfolio, this episode will change how you look at it. 🔗 Visit Nicolas at: https://isur3tech.com 🔗 Build systems for your investing business: https://realdealcrew.com #RealEstateInvesting #CaptiveInsurance #LandlordInsurance #PropertyManagement #RealDealChat #PassiveIncome #MultifamilyInvesting #InsuranceCosts #InvestorMindset #RealEstateTips #AIForBusiness #PortfolioGrowth 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

    35 min
  4. Your CPA Is Costing You Money (Here's Proof) w/ Peter Holtz

    Jun 11

    Your CPA Is Costing You Money (Here's Proof) w/ Peter Holtz

    Peter Holtz reveals why most CPAs are compliance fillers, not tax planners — and how real estate investors can cut their tax bill by 40% or more. In this episode of RealDealChat, Jack Hoss sits down with Peter Holtz, certified tax planner and CPA, to break down the massive gap between tax compliance and real estate tax planning strategy. Peter covers: Why only 1,100 out of 1.2 million licensed tax preparers are certified tax plannersHow cost segregation works and why virtually no one uses itThe 1031 exchange and reverse 1031 you should know before every saleHow a retired real estate investor legally captured $250,000 in tax-free gains every two yearsThe airline pilot case study: how Peter fought the IRS and won, getting his client years of zero tax liabilityWhy your CPA saying "no, you can't" is a red flagHow to use real estate depreciation to shelter business incomeThe McDonald's model and why every successful business is really a real estate businessHow Peter's team uses AI and cloud accounting to deliver faster resultsQuestions you should ask your CPA before you file another return If you own real estate, run a business, or are paying more taxes than you think you should, this episode is required listening. 🔗 Learn more at: https://go.peterholtzcpa.com/realdealchat 🔗 Build systems for your investing business: https://realdealcrew.com #RealEstateInvesting #TaxPlanning #CostSegregation #1031Exchange #RealDealChat #SmallBusinessTax #TaxStrategy #CPA #RealEstateTax #PassiveIncome #WealthBuilding #TaxFreeIncome 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
  5. Stop Using AI Like Google (Do This Instead) w/ Michelle Hamilton

    Jun 9

    Stop Using AI Like Google (Do This Instead) w/ Michelle Hamilton

    Michelle Hamilton reveals how real estate investors are underusing AI and the exact strategies to automate intelligence, decisions, and deal flow. In this episode of RealDealChat, Jack Hoss sits down with Michelle Hamilton, global AI adoption leader at Answer Rocket, to break down what separates investors who are actually winning with AI from those just typing questions into a chat window. Michelle brings 30 years of commercial real estate experience to her current role leading enterprise AI adoption and change management. She makes the case that AI underperformance is a people problem, not a technology problem. What we cover: Why most investors use AI like a "hyper-Google" and how to stopHuman-first AI adoption and what bottom-up strategy actually meansHow large property management firms are onboarding resistant employeesAgentic AI that logs in as you and pulls competitive deal intelligence overnightUsing AI to build predictive dashboards from your existing dataThe "smart intern" framework for prompting AI to analyze investment documentsHow to use multiple AI models to fact-check each otherBuilding a synthetic board of directors using voice modeChatGPT vs. Gemini vs. Claude: what each model is actually best atMeta-prompting: asking the model to teach you how to use itWhy the $20/month paid upgrade is worth it and which model to start withHow Michelle's AI chief of staff (George) runs her entire morning This episode is for: Real estate investors and syndicators who know they should be using AI but don't know where to startOperators and business owners sitting on untapped dataAnyone who has tried AI tools and walked away frustrated If you're ready to go from basic chatbot use to building actual systems around AI, this is the episode. 🔗 Connect with Michelle on LinkedIn: Michelle-Hamilton-AI 🔗 Build systems for your investing business: https://realdealcrew.com #RealEstateInvesting #AIForBusiness #RealDealChat #MultifamilyInvesting #AIAdoption #RealEstateInvestor #ChatGPT #InvestorMindset #BusinessAutomation #PropTech #AIStrategy #Shorts 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
  6. Why High Earners Still Live Paycheck to Paycheck w/ Andrew Giancola

    Jun 7

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

    Jun 5

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

    Jun 3

    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
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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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