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RealDealChat / Lessons from Real Estate Investors

RealDealChat / Lessons from Real Estate Investors
Author: RealDealCrew | Jack Hoss
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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.
• 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.
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Debbi DiMaggio shares her 35-year real-estate journey, mindset strategies, and how AI & authenticity help agents and investors thrive in any market.In this episode of RealDealChat, Jack Hoss sits down with Debbi DiMaggio — luxury real-estate icon, author, speaker, and coach at CoachWithDebbi.com — to unpack the habits, mindset, and authenticity that built her 35-year career.Debbi reveals how she launched a brokerage during the 2009 recession, built lasting client relationships through transparency, and now teaches agents and investors how to create freedom using systems, collaboration, and AI.You’ll learn why mindset beats the market, how to thrive through downturns, and why being yourself is the ultimate business advantage.In this conversation:How Debbi turned a recession into opportunity (launching Highland Partners in 2009)What 35 years in real estate taught her about persistence & mindsetHow social media & collaboration create sustainable deal flowHer advice for working with flippers, investors & high-net-worth clientsWhy authenticity & storytelling beat any sales scriptHow BNI & networking build referral pipelinesCharity & community as real-world lead-generation toolsAI’s role in writing listings, marketing, and even merchandise designInside her upcoming book Mindset in Motion and Foundation for Success program📘 Learn more or schedule coaching → CoachWithDebbi.com💡 Want to scale your investing business with AI and automation? Visit https://realdealcrew.comCall to Action: Learn more at https://realdealcrew.comTimestamps00:00 – Debbi DiMaggio on authenticity & a 35-year career01:00 – How she entered real estate & why mindset matters03:00 – Lessons from recessions & turning negatives into positives05:00 – Why mindset in motion creates momentum07:00 – The most unique market in 35 years & how to adapt10:00 – Coaching new and seasoned agents to collaborate not compete12:00 – Networking through BNI & building trust through referrals14:00 – Honesty and ethics when working with flippers and wholesalers17:00 – Serving high-income clients with education & transparency19:00 – Charity as a business and mindset builder22:00 – Be your authentic self — how it changes everything24:00 – Balancing work and life as a “work-from-anywhere” agent26:00 – Helping seniors through workshops and downsizing seminars29:00 – Coaching tips for confidence & authentic marketing30:00 – Rapid fire: truths, books & AI as a game-changer#RealEstateInvesting #RealEstateAgent #MindsetInMotion #DebbiDiMaggio #RealDealChat #AIForRealtors #RealEstateCoaching #Authenticity #RealEstateMindset #RealEstateMarketing #PassiveIncome #LuxuryRealEstate #Networking #BNI #RealEstateSuccessRealDealCrew.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 • REVIEW
Jack Hoss compares the top AI vibe coding tools—V0, Bolt, Replit, and Lovable—to find the fastest, easiest way to build real estate funnels.In this RealDealCast episode, Jack Hoss tests four of the most talked-about AI website-building platforms — V0, Bolt, Replit, and Lovable — to see which one actually delivers the best results.He gives each platform the same prompt and compares the output, layout, and usability when creating a simple real estate funnel page. You’ll discover which AI coding tools save time, where they fall short, and how real estate investors can leverage them to create high-converting marketing pages.You’ll learn:What “vibe coding” is and how it simplifies software creationThe pros and cons of V0, Bolt, Replit, and LovableWhich AI builder produces the most usable website for investorsWhy Lovable stood out with the best real-world contentHow to use these tools to quickly test your real estate ideasIf you’re a real estate professional or investor looking to automate, market faster, or improve lead funnels, this episode gives you an inside look at the latest AI tools that can save hours of trial and error.👉 Want help using AI and automation in your real estate business? Visit https://realdealcrew.com to learn how RealDealCrew can help you scale smarter.Timestamps00:00 – Intro: Testing AI “vibe coding” tools00:30 – What vibe coding means for non-coders01:00 – Setting up a real estate funnel example01:30 – V0 results: clean but basic output02:15 – Bolt results: modern look, solid FAQs03:00 – Replit results: great content but slow load times04:00 – Lovable results: strongest design & irresistible offer section06:30 – Final thoughts: which tool wins for real estate investors07:30 – RealDealCrew: using AI to build smarter investor workflows#RealEstateInvesting #AIForInvestors #VibeCoding #RealEstateTechnology #AutomationForInvestors #RealDealCast #RealDealCrew #TimeSavingTools #AIForRealEstate #RealEstateAutomation #InvestorProductivity #JackHoss #AICoding #NoCodeTools #AIBuildersRealDealCrew.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 MusicFacebooka...
Attorney Luke Carlson explains how homeowners and investors can protect themselves from bad HOAs, understand their rights, and turn risk into opportunity.In this episode of RealDealChat, Jack Hoss sits down with Luke Carlson, founding attorney of LS Carlson Law and author of The Homeowner’s Guide to Defending Against Bad HOAs, to uncover what every real estate investor and homeowner needs to know about HOA law.Luke shares how he became one of the nation’s leading voices for homeowner rights, the psychology behind “bad boards,” and how to protect yourself when an HOA turns rogue. He also explains why most people misunderstand HOA power, and how smart investors can turn that complexity into opportunity.Here’s what you’ll learn in this episode:The biggest misconceptions homeowners have about HOAsHow to identify “bad board” personalities before buyingWhen and how to push back legally against an HOAThe difference between fiduciary duty and selective enforcementDue diligence steps every investor should take before buying in an HOAHow new legislation is limiting HOA fines and abuse in CaliforniaSimple ways to assess HOA financial health and riskWhy empathy and professionalism matter when dealing with conflictStories of real homeowners who fought back and wonHow AI and automation are reshaping legal research and HOA law📚 Learn more at LSCarlsonLaw.com📘 Get Luke’s book The Homeowner’s Guide to Defending Against Bad HOAs on Amazon🎧 Listen to his podcast and explore more homeowner resources on the website.💡 Want to scale your real estate business with AI and automation? Visit https://realdealcrew.comCall to Action: Learn more at https://realdealcrew.comTimestamps00:00 – Luke Carlson on writing The Homeowner’s Guide to Defending Against Bad HOAs01:30 – How he became a homeowner rights attorney03:00 – Why most attorneys avoid HOA law (and how he built a niche)04:00 – Misconceptions homeowners have about HOA power06:00 – Weaponized HOAs and selective enforcement07:00 – The four types of bad board members08:00 – How to protect yourself and assert homeowner rights10:00 – The book launch & Amazon #1 bestseller success11:00 – Due diligence tips for investors buying in HOA communities13:00 – New laws curbing HOA fine abuse (California AB130)15:00 – Working with lawmakers to reform HOA oversight17:00 – How AI can assist homeowners researching HOA law18:00 – Managing emotions when conflict turns personal20:00 – Why professionalism beats passion in disputes22:00 – The “parking cone” case: empathy in action25:00 – How to vet HOAs before investing27:00 – HOAs and real estate investors: hidden opportunities29:00 – Why due diligence prevents lawsuits30:00 – Luke’s advice: invest in AI, read Marcus Aurelius, and keep learning#HOALaw #HomeownerRights #RealEstateInvesting #LukeCarlson #RealDealChat #BadHOA #RealEstateLaw #PassiveIncome #HOANightmares #PropertyRights #InvestorTips #DueDiligence #HomeownersAssociation #AIInRealEstate #LegalAdviceRealDealCrew.comWe empower real estate investors by optimizing your business processes through customized automation and system...
Cody Hofhine shares how to build a 7-figure wholesaling business, lead better teams, and buy back your time through delegation, systems, and mindset.In this episode of RealDealChat, Jack sits down with Cody Hofhine, co-founder of Joe Homebuyer and former leader of Wholesaling Inc., to talk about how to grow a real estate business that gives you time freedom — not just financial success.Cody breaks down how leadership, mindset, and systems are the real multipliers in real estate. He reveals how he went from working 80-hour weeks to scaling a nationwide franchise, why most investors lose time as they make more money, and how to fix it through better delegation and hiring.He also explains the difference between doing deals and building a business, how to find and train the right people, and how Joe Homebuyer helps investors turn six-figure hustle into seven-figure operations.Here’s what you’ll learn in this conversation:Why most investors make more money but lose more timeHow leadership determines who you attract (A-players vs C-players)The “Buy Back Your Time” principle every entrepreneur should useHow to delegate and build a self-managing real estate businessWhen to hire, what to automate, and what to outsourceHow Cody built Joe Homebuyer into a nationwide franchiseThe difference between beginners and business buildersReal-world wholesaling strategies and finding distressed sellersLOACC explained: the five key vitals every investor must trackWhy collaboration beats competition in real estate today📌 Learn more about Joe Homebuyer at JoeHomebuyerFranchising.com📊 Download the free KPI tracker: JoeTracker.com/mastermind💡 Want to scale your real estate business with AI and automation?Schedule your free strategy session today: https://realdealcrew.comCall to Action: Learn more at https://realdealcrew.comTimestamps00:00 – Building a business that buys back your time02:00 – Leadership and attracting the right talent05:00 – Why most entrepreneurs lose time, not gain it07:00 – The key to delegation and trusting your team09:00 – From Wholesaling Inc. to Joe Homebuyer10:00 – Who Joe Homebuyer is for (and who it’s not)12:00 – The truth about wholesaling: what it really is15:00 – Breaking down the numbers: deals, spreads, and ARVs16:00 – Free tool: track your KPIs with JoeTracker.com18:00 – How to make data-driven decisions in your business20:00 – Finding motivated sellers & building deal flow22:00 – The power of imperfect action and learning through reps25:00 – Contracts, title companies, and making assignments easy27:00 – Common wholesaling pitfalls and how to avoid them29:00 – Regulation and why it’s actually good for investors31:00 – Scaling to 7 figures with Joe Homebuyer33:00 – Real franchise success stories (Brent Daniels, etc.)36:00 – Final advice: humility, hunger, and the power of mindset38:00 – Rapid fire: lies, books, and the tools Cody swears by#RealEstateInvesting #Wholesaling #CodyHofhine #JoeHomebuyer #RealDealChat #RealEstateFranchise #BuyBackYourTime #PassiveIncome #Leadership #EntrepreneurMindset #RealEstateAutomation #Delegation #ScalingRealEstate #FreedomThroughSystems #InvestingPodcastRealDealCrew.comWe empower real estate investors...
Max Emory shares how real estate investors can simplify bookkeeping, avoid IRS headaches, and create “decision-ready” financials to grow their profits.In this episode of RealDealChat, Jack Hoss sits down with Max Emory, founder of Time Capital Bookkeeping, to discuss how real estate investors can master their numbers, avoid tax-time chaos, and make smarter decisions using clean, actionable financials.Max started as a real estate investor and Marine Corps officer, scaled to 25 units, and then built a bookkeeping firm focused exclusively on investors. His team helps clients eliminate messy books, create clear KPIs, and turn data into better deal decisions.Here’s what you’ll learn in this conversation:Why most investors fail to track accurate deal performanceHow “decision-ready” financials help you grow faster and smarterThe biggest bookkeeping mistakes investors make (and how to fix them)When creative financing & short-term rentals complicate accountingKPIs every flipper, landlord, and wholesaler should monitorHow to make sense of your data to double profitabilityWhy AI and automation are revolutionizing real estate bookkeepingThe right way to use VAs—and when to hire a trained REI bookkeeperSimple systems to prepare for tax season without stress50% off bookkeeping cleanup before year-end (details below)📌 Learn more at TimeCapitalBCS.com — use code REALDEAL50 for 50% off bookkeeping cleanup through year-end.💡 Want to scale your real estate business with AI and automation?Visit https://realdealcrew.comCall to Action: Learn more at https://realdealcrew.comTimestamps00:00 – Intro: Why bookkeeping matters more than you think01:00 – From Marine to investor: Max’s real estate journey03:00 – Why bookkeeping is the foundation of investor success05:00 – The complexities of creative financing & STRs06:00 – Creating KPIs that drive smarter flipping decisions07:00 – What happens when you finally face your real numbers09:00 – Using data to double profitability11:00 – Why your books matter more than the economy12:00 – Real-world example: decision-ready financials14:00 – Co-mingling mistakes to stop immediately16:00 – The sanity of organized books & easier taxes17:00 – Investor trends across the country18:00 – Development vs. flipping: market shifts19:00 – How relationships & referrals drive growth20:00 – AI tools transforming bookkeeping efficiency22:00 – Automations for receipt sorting & categorization23:00 – QuickBooks online vs. desktop (and why desktop is dying)25:00 – Why throwing VAs at problems rarely works27:00 – The complexity of REI bookkeeping explained28:00 – Rapid Fire: lies, advice, books & time-saving tools#RealEstateInvesting #Bookkeeping #RealEstateFinance #MaxEmory #TimeCapitalBookkeeping #RealDealChat #PassiveIncome #RealEstateAccounting #FinancialFreedom #AIForInvestors #BookkeepingTips #TaxStrategy #RealEstateFlipping #RealEstateAutomation #ProfitabilityRealDealCrew.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...
Ladislas Maurice, “The Wandering Investor,” shares how to build global freedom through international real estate, second passports, and frontier markets.In this episode of RealDealChat, Jack sits down with Ladislas Maurice, founder of The Wandering Investor, to discuss the power of international investing and how real estate can become your ticket to global diversification, second citizenship, and long-term financial freedom.Ladislas shares his journey from Nestlé executive in Africa to full-time investor traveling the world, buying real estate in frontier markets, and helping clients unlock second residencies and passports through smart investments.Here’s what you’ll learn in this conversation:Why global diversification is essential once you reach a certain net worthHow to invest in frontier & emerging real estate markets safelyThe truth about second residencies & citizenship-by-investment programsWhy Panama and Turkey are among the best “Plan B” strategiesHow to evaluate overseas property managers and avoid scamsThe pros and cons of high-trust vs low-trust investment environmentsHow to identify undervalued international markets before they boomWhy cash-only markets can actually offer more stabilityHow international real estate acts as generational insuranceThe “Wandering Investor” strategy for creating freedom and resilience📌 Explore global investment guides & consulting at TheWanderingInvestor.com📺 Watch more insights on his YouTube channel: The Wandering Investor💡 Want help scaling your real estate business with AI and automation?Schedule your free strategy session today: https://realdealcrew.comCall to Action: Learn more at https://realdealcrew.comTimestamps00:00 – Ladislas Maurice’s journey from Nestlé exec to full-time investor02:00 – Why invest internationally: diversification and Plan B05:00 – The expat lifestyle & benefits of international exposure06:00 – When overseas real estate makes sense in your portfolio07:00 – Panama & Turkey: real estate for residency and citizenship10:00 – Generational benefits of dual citizenship & global access12:00 – The biggest risks for U.S. investors abroad (and how to avoid them)14:00 – How to find trustworthy property managers in foreign countries16:00 – Lessons from investing in frontier markets like Uzbekistan18:00 – Stocks vs real estate: where the best value lies overseas21:00 – Why emerging market property is a “hard asset” hedge23:00 – Understanding Plan B strategies for retirees & investors25:00 – Is the U.S. really less risky? A global perspective27:00 – Raising globally-minded families through travel28:00 – Rapid Fire: lies, advice, book picks & investor lessons#InternationalInvesting #RealEstateInvesting #GlobalDiversification #SecondCitizenship #TheWanderingInvestor #PlanBStrategy #FrontierMarkets #PassiveIncome #PanamaRealEstate #TurkeyRealEstate #ResidencyByInvestment #GlobalFreedom #LadislasMaurice #RealDealChat #FinancialFreedomRealDealCrew.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 a...
Franchise expert Kim Daly explains how real estate investors can build scalable, semi-active businesses that create wealth, freedom, and long-term cash flow.In this episode of RealDealChat, Jack sits down with Kim Daly, founder of The Daly Coach and one of the top franchise consultants in the U.S., to talk about how real estate investors can use franchising to diversify their portfolios and create predictable, scalable income streams.Kim breaks down the “semi-active investor” model, explains why franchising is the bridge between entrepreneurship and investing, and shares how she’s helped hundreds of people replace or supplement their income through business ownership.Here’s what you’ll learn in this conversation:How franchising helps real estate investors diversify income streamsThe difference between semi-active and passive business ownershipWhy franchising beats startups for scalability and systemsHow to align your skills and goals with the right franchiseCommon red flags when evaluating franchise opportunitiesFranchise categories thriving in 2025: home services, pets, wellness & senior careWhy your mindset determines success more than the brandWhat to expect in the discovery process & qualification stepsKim’s favorite success stories from real investorsHow to get started and find the right franchise fit📌 Learn more at TheDalyCoach.com📌 Schedule a free consultation with Kim at KimDaly.tv💡 Want help scaling your real estate business with AI and automation? Visit https://realdealcrew.comTimestamps00:00 – Why real estate investors are turning to franchises01:00 – How franchising fits into your wealth portfolio03:00 – Semi-active vs passive ownership explained05:00 – How franchising reduces startup risk & accelerates success07:00 – Franchise vs entrepreneurship: the key difference09:00 – Common misconceptions about franchises (it’s not just McDonald’s!)11:00 – Categories thriving in 2025: home services, pets, wellness, senior care13:00 – Why belief and mindset matter more than the market15:00 – How to qualify and what franchisors look for in owners17:00 – Red flags to avoid when reviewing franchise opportunities20:00 – The role of capital, time, and team in choosing a franchise23:00 – Kim’s favorite success story: turning skepticism into success27:00 – When layoffs spark business ownership opportunities30:00 – Why mindset and community are your greatest assets34:00 – How culture builds brand equity in franchising36:00 – Future trends: home services, health, and AI-driven businesses39:00 – Rapid Fire: lies, advice, books & tools for business success#FranchiseInvesting #RealEstateInvesting #SemiActiveIncome #BusinessOwnership #KimDaly #TheDalyCoach #RealDealChat #PassiveIncome #Entrepreneurship #DiversifyYourPortfolio #FranchiseOpportunities #BusinessConsulting #AlternativeInvesting #FinancialFreedom #AIForInvestorsRealDealCrew.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 • REVIEWa...
Learn how cost segregation helps real estate investors save thousands in taxes. In this video, Gian Pazzia of KBKG breaks down how bonus depreciation, 1031 exchanges, and other real estate tax strategies can accelerate your wealth-building plan.In this episode of RealDealChat, Jack Hoss interviews Gian Pazzia, CCSP and President of KBKG — creators of CostSegregation.com — to uncover how investors use cost segregation studies to maximize deductions, reduce taxable income, and boost passive income from real estate.They cover when cost segregation makes sense, how to combine it with bonus depreciation, and why 1031 exchanges are still one of the best tools for scaling your real estate investing business.Key takeaways from this video:What is cost segregation and how it works for real estate investorsHow to save up to $40,000 in taxes using cost segregation studiesWhen to apply cost segregation vs a 1031 exchangeHow bonus depreciation impacts passive income strategiesThe truth about tax recapture and proactive planningWhy certified CCSP professionals matter for IRS compliance📌 Try the DIY cost segregation software at CostSegregation.com — use code MASTERMIND2025 for 10% off.💡 Want to scale your real estate investing with AI and automation?Get started at https://realdealcrew.com.Timestamps00:00 – Meet Gian Pazzia & what cost segregation really means01:00 – How DIY cost segregation software helps small investors03:00 – Real-world example: $100K property → $54K first-year deduction05:00 – When cost segregation makes sense (and when it doesn’t)07:00 – 1031 exchanges, bonus depreciation & recapture explained09:00 – Passive investors: how to offset income correctly11:00 – Real estate professional rules & spouse strategies12:00 – Energy efficiency credits (45L & 179D) worth up to $5/sq ft15:00 – Why you must use certified CCSP firms17:00 – Case study: IRS audit success using KBKG’s software19:00 – Bonus depreciation returns to 100% under new tax law21:00 – Why AI is revolutionizing cost segregation24:00 – Short-term rental loophole & 100-hour rule27:00 – Estate planning: use it or lose it strategy for older investors29:00 – Rapid fire: lies, advice, book picks & time-saving tools#CostSegregation #RealEstateInvesting #TaxStrategy #BonusDepreciation #1031Exchange #PassiveIncome #RealDealChat #GianPazzia #KBKG #TaxPlanning #EstatePlanning #AIInRealEstate #RealEstateAccounting #DIYCostSeg #GenerationalWealth #ShortTermRentalLoopholeRealDealCrew.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 Podcastsa...
George Dimov, CPA, shares the biggest tax mistakes real estate investors make, why proactive planning matters, and how to build smarter portfolios.In this episode of RealDealChat, Jack sits down with George Dimov, CPA and founder of DimovTax.com, to discuss proactive tax planning, common mistakes investors make, and why accounting + real estate go hand in hand.George shares his journey from immigrant beginnings to building a tax practice that serves thousands of clients nationwide. He explains why he invests heavily in real estate himself, how tax strategies like cost segregation and 1031 exchanges really work, and why many accountants fail to guide clients beyond tax season.Here’s what you’ll learn in this conversation:The biggest lie real estate investors tell themselves about appreciationWhy many accountants don’t help with tax planning year-roundCommon investor mistakes: emotional purchases & ignoring due diligenceHow CPAs view real estate vs other asset classesThe hidden risks of ignoring property management in rentalsWhy proactive planning in July beats rushing in AprilThree underutilized tax strategies for small business owners & investorsThe truth about short-term rentals, real estate professional status & auditsHow to pick the right business structure (LLC, S-Corp, C-Corp)Why AI won’t replace accountants but will make relationships more important📌 Learn more at DimovTax.com💡 Want help scaling your real estate business with AI and automation?Schedule your free strategy session today: https://realdealcrew.comCall to Action:Learn more at https://realdealcrew.comTimestamps00:00 – Why accountants love real estate as an asset class01:00 – George’s background & immigrant story03:00 – From back-office accounting to CPA entrepreneur04:00 – Why real estate was his first personal investment06:00 – The conservative nature of accountants & real estate investing07:00 – Biggest challenges: property management & finding reliable help08:00 – Common investor tax challenges explained10:00 – Why most clients wait until tax season (and why that’s too late)12:00 – Inside scoop: why many accountants don’t do planning14:00 – The Go-Giver mindset & educating clients proactively16:00 – Three underutilized tax strategies for business owners19:00 – Balancing tax savings vs audit risk21:00 – Short-term rentals & real estate professional rules23:00 – Why most tax tips on social media are dangerous24:00 – The importance of licensed pros with real estate expertise25:00 – George’s biggest business mistake & lessons learned28:00 – AI vs accountants: why human touch matters more than ever30:00 – Rapid fire: lies, advice, books & time-saving tools#RealEstateInvesting #TaxStrategy #CPAAdvice #DimovTax #RealEstateTaxes #PassiveIncome #RealDealChat #CostSegregation #1031Exchange #ShortTermRentals #BusinessStructure #ProactiveTaxPlanning #RealEstateAccounting #GenerationalWealth #AIAndAccountingRealDealCrew.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...
Katie Kim shares how she turned a $50K bakery investment into a $5.5M project, scaled her family business, and now teaches others to develop smarter.In this episode of RealDealChat, Jack sits down with Katie Kim, real estate developer, CCIM, and founder of The Kim Group, to talk about her journey from growing up in a construction family to leading multimillion-dollar development projects.Katie reveals how she turned a $50K bakery investment into a $5.5M project, why scars and setbacks led her to get her CCIM designation, and how she now teaches aspiring developers to avoid costly mistakes through her Real Estate Developer 101 Bootcamp.She also shares why negotiations are where the real fun happens, how to build resilient teams, and why she believes in “AI-enhanced, human-powered” real estate.Here’s what you’ll learn in this conversation:How Katie got her start in real estate at 16 with a no-money-down dealLessons from running her family development company & launching The Kim GroupHow a $50K bakery project became a $5.5M development with incentivesCreative financing strategies beyond seller financing & down paymentsWhy failure and scars often teach more than winsThe role of mindset, grit, and negotiation in getting real deals doneWhy short selling during 2008 motivated her to become a CCIMHow to build partnerships and choose the right team membersTips for leadership: “Don’t bring me problems without 3 solutions”How AI, Airtable, and automations are transforming development todayWhy Katie believes in “fail faster” and taking reps in real estate📌 Learn more and register for Katie’s bootcamp at KatieKim.com💡 Want help scaling your real estate business with AI and automation?Schedule your free strategy session today: https://realdealcrew.comCall to Action:Learn more at https://realdealcrew.comTimestamps00:00 – Negotiation & why scars teach more than strategy01:00 – Katie’s upcoming Real Estate Developer Bootcamp (Oct 10)02:00 – How she helps business owners become “bankable”03:00 – First deal at 16: no money down, tax strategy play05:00 – Detour into tech: Accenture & Oracle before returning to real estate07:00 – Launching The Kim Group in 2015 & helping developers nationwide09:00 – The $50K → $5.5M bakery project explained12:00 – Creative financing with incentives, TIFs & sales tax reimbursement15:00 – Stress testing businesses before expansion17:00 – Lessons from 2008–2009 downturn & short selling condos18:00 – Why she pursued CCIM for education & deal protection20:00 – Building teams & picking the right partners23:00 – Leadership lessons: “bad news is bad news—share it fast”25:00 – Teaching ownership & problem-solving to team members27:00 – Using AI & custom GPTs for buy boxes & JV structures30:00 – How automation & Airtable save time & boost efficiency33:00 – Why solopreneurs may become billionaires with AI36:00 – The future: AI-enhanced, human-powered real estate deals38:00 – Bootcamp attendees get custom GPTs to use immediately39:00 – Rapid fire: lies, advice, books & tools#RealEstateInvesting #RealEstateDevelopment #CreativeFinancing #KatieKim #AIInRealEstate
David Christensen shares how storytelling, mindset, and authenticity helped him sell 400+ homes, including the Breaking Bad house, and rebuild his life.In this episode of RealDealChat, Jack sits down with David Christensen (DavidChristensen.com) to discuss his extraordinary journey—from managing platinum-selling musicians and even working on Titanic research dives, to becoming a nationally recognized luxury real estate agent.David opens up about his path through addiction and recovery, and how mindset, authenticity, and service-first leadership transformed his career. He explains how storytelling is the secret weapon in real estate, why emotions drive home buying decisions, and how he landed the iconic Breaking Bad house listing in Albuquerque.Here’s what you’ll learn in this conversation:Why buyers rarely purchase the home that matches their “must-have” listHow emotions and storytelling drive real estate decisionsLessons from selling 400+ homes & building trust over transactionsThe Breaking Bad house listing: marketing, buzz & investor playbookHow sobriety and mindset shifts created long-term successScaling challenges: selling 65 homes in a year without systemsWhy AI is like an “Iron Man suit” for agents—not a replacementTips for authenticity, organization, and delegation in real estateWhy it’s never too late to start investing or rebuild your life📌 Learn more at DavidChristensen.com💡 Want help scaling your real estate business with AI and automation?Schedule your free strategy session today: https://realdealcrew.comCall to Action:Learn more at https://realdealcrew.comTimestamps00:00 – Storytelling vs selling features in real estate02:00 – From music industry & Titanic dives to luxury real estate04:00 – Addiction, recovery & mindset shift06:00 – Why emotions matter more than granite countertops08:00 – Blind spots in marketing: selling to the wrong audience10:00 – Buyers’ lists vs the homes they actually buy12:00 – Building trust & authentic client relationships14:00 – Life events behind almost every home purchase15:00 – Listing the Breaking Bad house17:00 – Marketing iconic properties vs starter homes18:00 – Advice for closing more deals: systems & delegation20:00 – Why authenticity is the ultimate differentiator21:00 – AI as the “Iron Man suit” for real estate agents22:00 – Scaling challenges: 65 homes sold in 202124:00 – Time audits & internal accountability for growth25:00 – Financial freedom as time freedom26:00 – Hope, mindset & rebuilding after dark times28:00 – Why service-first leadership creates long-term rewards29:00 – Rapid fire: lies, advice, book picks & tools#RealEstateInvesting #LuxuryRealEstate #BreakingBadHouse #StorytellingInRealEstate #RealDealChat #DavidChristensen #MindsetMatters #Authenticity #RealEstateMarketing #ResidentialRealEstate #AddictionRecovery #SobrietyJourney #RealEstateSales #AIForAgents #GenerationalWealthRealDealCrew.comWe empower real estate investors by optimizing your business processes through...
Gideon Spencer shares how he scaled from a cash-flowing fourplex to $6M in boutique hotels using automation, creative financing, and the mentor flywheel.In this episode of RealDealChat, Jack sits down with Gideon Spencer, real estate investor and founder of a new boutique hotel community, to discuss how he scaled from a fourplex short-term rental to multi-million-dollar boutique hotels in just two years.Gideon shares his origin story in tech, the family health crisis that fueled his drive for automated wealth, and how he uses systems, teams, and creative financing to scale fast. He also explains his “mentor flywheel” strategy for networking and deal flow—responsible for acquiring $6.5M in real estate.Here’s what you’ll learn in this conversation:How to turn a fourplex into a cash-printing short-term rental businessThe tech automations that make boutique hotels nearly hands-offWhat defines a boutique hotel & why travelers prefer themHow to find asymmetric return markets (better in bad times)The baby boomer “silver tsunami” fueling hotel opportunitiesWhy mom-and-pop hotel owners are the best sellersCase studies: $300 water valve fix = $600K in valueThe most expensive lesson: permitting delays in CaliforniaWhy “never pay someone to do what you could do yourself” is bad adviceThe mentor flywheel: building relationships that lead to dealsWhy creative financing (seller financing, sub-to, private money) is key📌 Follow Gideon on Instagram: @GideonSpencer📌 Learn more about joining his boutique hotel community via DM💡 Want help scaling your real estate business with AI and automation?Schedule your free strategy session today: https://realdealcrew.comCall to Action:Learn more at https://realdealcrew.comTimestamps00:00 – From tech to real estate: Gideon’s fourplex short-term rental02:00 – Family health crisis & motivation for automated wealth04:00 – Pivot to boutique hotels & scaling with systems06:00 – Automating hotels: check-in, cleaning, guest codes & more08:00 – What makes a hotel “boutique”?10:00 – Tech lessons from startups applied to real estate12:00 – Selecting markets with asymmetric returns14:00 – Value-add opportunities: pricing, OTAs, small fixes16:00 – Building the right team & interviewing for high-leverage roles18:00 – Creative financing: seller finance, sub-to, private money20:00 – Market outlook: baby boomers, silver tsunami & Airbnb regulation23:00 – Most expensive lesson: permitting delays in CA25:00 – Biggest ROI from $300 fixes to pricing changes28:00 – Bad advice: “never pay someone to do what you can do”29:00 – Networking strategies: meetups, social, communities31:00 – The mentor flywheel explained33:00 – Future plans: stabilizing portfolio & community acquisitions35:00 – Rapid fire: lies, advice, books & tools#RealEstateInvesting #BoutiqueHotels #ShortTermRentals #HotelInvesting #CreativeFinancing #PassiveIncome #Automation #MicroResorts #RealDealChat #GideonSpencer #MentorFlywheel #AsymmetricReturns #RecessionResistant #VacationRentals #SilverTsunamiRealDealCrew.comWe empower real estate investors by optimizing your business processes through...
Claude Sonnet 4.5 brings powerful AI agents, coding tools, and automation upgrades—here’s how real estate investors can use them to save time.In this episode of RealDealCast, Jack Hoss breaks down Anthropic’s release of Claude Sonnet 4.5 and what it means for real estate professionals.From AI agents that can run tasks for 30+ hours straight to improved coding, automation, and Chrome extensions, this update is a game-changer. Jack explains how these tools compare to ChatGPT and Gemini, and more importantly, how investors can use them to cut busy work and focus on building wealth.You’ll learn:What’s new in Claude Sonnet 4.5 and why it mattersHow AI agents are replacing some virtual assistant tasksWhy coding and automation upgrades mean faster workflowsHow investors can use these tools for marketing, analysis, and operationsWhy this is the best time to adopt AI for real estate investingFind this episode on YouTube: https://youtu.be/dHDk6bBECrw👉 Want to save time and scale your real estate business with AI and automation? Visit https://realdealcrew.com.Timestamps:00:00 – Intro: Claude Sonnet 4.5 announcement01:00 – Key upgrades: coding, checkpoints, VS Code plugin02:00 – New features: memory, context editing, Chrome extension03:00 – Claude Apps: code execution, file creation, spreadsheets, docs04:00 – Pricing, API details, and developer tools05:00 – Real-world impact: AI agents running for 30+ hours06:00 – Benchmarks and performance gains vs previous models07:00 – How Claude compares to ChatGPT and Gemini09:00 – What this means for real estate professionals11:00 – Replacing repetitive VA tasks with AI12:00 – Why agents work best when focused on one strategy13:00 – Closing thoughts & RealDealCrew CTA#RealEstateInvesting #AIForInvestors #Claude45 #RealEstateTechnology #AutomationForInvestors #RealDealCast #RealDealCrew #TimeSavingTools #AIForRealEstate #ClaudeSonnet #RealEstateAutomation #InvestorProductivity #AnthropicClaude #AIInBusiness #JackHossRealDealCrew.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 Music
Mark Ainley shares his journey from BRRRRs to running GC Realty, scaling property management in Chicago, and lessons from 20+ years in real estate.In this episode of RealDealChat, Jack sits down with Mark Ainley, co-founder of GC Realty & Development, co-host of Straight Up Chicago Investor Podcast, and long-time property manager and investor.Mark shares how he transitioned from house hacking and BRRRR deals to running one of Chicago’s largest property management firms. He explains why property management is often overlooked, how to avoid common investor mistakes, and why focus and systems (like EOS) have been crucial for scaling.Here’s what you’ll learn in this conversation:How a condo house hack sparked Mark’s real estate careerThe story of founding GC Realty & continuing after tragedyLessons from doing 482 BRRRR deals between 2008–2010Why focus beats chasing shiny objects in real estateCritical mistakes: not hiring fast enough, skipping processesThe role of property management in investor successWhy alignment between landlords & managers mattersChicago-specific challenges: red tape, property taxes, regulationsWhy C/D class investing creates 9x more “touches” than A/B classThe growth of Straight Up Chicago Investor Podcast & power of community📌 Learn more at GCRealtyInc.com🎧 Check out the Straight Up Chicago Investor Podcast at StraightUpChicagoInvestor.com💡 Want help scaling your real estate business with AI and automation?Schedule your free strategy session today: https://realdealcrew.comTimestamps00:00 – Mark’s “aha moment” with house hacking01:00 – Founding GC Realty & continuing after tragedy03:00 – Early challenges scaling a brokerage & management business05:00 – Lessons on focus vs spreading too thin07:00 – 482 BRRRRs between 2008–201008:00 – Transitioning to property management as core business10:00 – Why most investors overlook property management12:00 – Hiring mistakes, automation & EOS implementation15:00 – Scaling GC Realty from $2.5M to $11M revenue17:00 – Aligning landlord & property manager interests18:00 – Why newer investors should self-manage at first20:00 – Chicago real estate challenges: laws, taxes, red tape22:00 – The rise of Straight Up Chicago Investor Podcast25:00 – Podcast as community builder & lead source27:00 – Investor mistakes: bad tenant screening & buying wrong28:00 – Property management as critical to long-term success29:00 – Market opportunities: Midwest housing shortages30:00 – Lessons from C/D vs A/B class investing33:00 – Final advice: don’t underestimate focus & compounding36:00 – Rapid fire: lies, advice, books & tools#RealEstateInvesting #PropertyManagement #ChicagoRealEstate #BRRRRStrategy #StraightUpChicagoInvestor #GCRealty #MarkAinley #RealDealChat #MultifamilyInvesting #PassiveIncome #ValueAddRealEstate #RealEstateSystems #EntrepreneurialOperatingSystem #PropertyManagementTips #GenerationalWealthRealDealCrew.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
Shawn Griffith of Kraft Capital explains why no investor should ever be passive, how to underwrite risk, and why multifamily is a long-term wealth game.In this episode of RealDealChat, Jack sits down with Shawn Griffith, managing partner at Kraft Capital Investments, to discuss the reality of multifamily investing, the dangers of being a “passive investor,” and why risk management is the cornerstone of long-term success.Shawn shares his journey from his first LP deal that tripled investor money, to building Kraft Capital with partners and launching a new flex fund. He also explains why setting goals that scare you matters, why underwriting risk is more important than chasing returns, and how investors can protect themselves in today’s market.Here’s what you’ll learn in this conversation:Why “passive investor” is the most dangerous mindset in real estateHow to vet sponsors and do your homework before wiring moneyThe three types of distress in multifamily: physical, financial & operationalWhy fixed-rate debt beats floating-rate in today’s environmentHow Kraft Capital underwrites and screens 100+ deals a yearMarket trends: flat rent growth, rising insurance, taxes & payroll costsWhy Dallas-Fort Worth and the Mid-Cities area remain strong marketsHow EOS (Entrepreneurial Operating System) helps scale their firmWhy partnerships and transparency are critical for investor trustActionable advice: how to evaluate risk vs reward before investing📌 Learn more at KraftCapitalInvestments.com💡 Want help scaling your real estate business with AI and automation?Schedule your free strategy session today: https://realdealcrew.comCall to Action:Learn more at https://realdealcrew.comTimestamps00:00 – Why goals should scare you01:00 – Shawn’s journey: LP investor → GP syndicator → Kraft Capital03:00 – Building a firm with partners & scaling with EOS05:00 – Core principles: never run out of money06:00 – Why “passive investor” is a dangerous myth08:00 – Case study: losing 91% equity & lessons learned10:00 – PPMs explained: risk sections investors must read11:00 – Kraft Capital’s deal screening process13:00 – Why most sellers today are distressed14:00 – The three types of distress in multifamily15:00 – Market trends: rent growth flat, expenses rising16:00 – Insurance, taxes & payroll as biggest expense drivers17:00 – Risks in heavy value-add rehabs18:00 – Importance of transparency with investors20:00 – Favorite success story: first 64-unit deal with 3.5x return21:00 – Advice to new investors: start now, real estate is a long game22:00 – How to decide how much to invest (risk tolerance test)23:00 – Why doing what the 99% don’t is the path to wealth24:00 – Current projects: flex fund, triple net & alternative assets25:00 – Risk vs reward: how to evaluate opportunity cost27:00 – Rapid fire: lies, advice, books & tools#RealEstateInvesting #MultifamilyInvesting #PassiveIncomeMyth #KraftCapital #ShawnGriffith #SyndicationInvesting #RealDealChat #RiskManagement #DFWRealEstate #ValueAddInvesting #PassiveInvestorTips #FinancialFreedom #AlternativeInvestments #EntrepreneurialOperatingSystem #RealEstateFundsRealDealCrew.comWe empower real estate investors...
Discover time-saving AI tools and tech tips for real estate investors in this episode of RealDealCast. From enhancing thumbnails to generating professional headshots, Jack Hoss explores Google’s Nano Banana AI and other automation tools that can save investors valuable time.In this solo session, Jack shares real-world use cases—improving podcast thumbnails, designing hero banners, cleaning up headshots, and testing AI-generated graphics. You’ll see where AI shines, where it struggles, and how investors can leverage these tools to focus on growing their business instead of getting stuck in busy work.Whether you’re new to AI or already experimenting, you’ll walk away with practical strategies for using tech to streamline your real estate investing operations.Check out the YouTube video at https://youtu.be/pGTkr9KlV-g👉 Want more time freedom in your investing business? Learn how RealDealCrew can help at https://realdealcrew.com.Timestamps:00:00 – Intro: Why real estate investors need time-saving tools00:30 – Google’s Nano Banana AI explained01:00 – Fixing low-quality thumbnails & podcast images02:00 – Testing AI hero banners for websites03:00 – When AI image upscales go wrong04:00 – Before & after: AI saves a pixelated guest headshot05:00 – AI headshots for LinkedIn & branding06:00 – Colorizing old black & white photos07:00 – AI-generated thumbnails: fun but imperfect08:00 – Can AI replace your graphic designer?08:30 – Where automation really pays off in real estate09:00 – Closing thoughts & how to leverage AI for time freedom#RealEstateInvesting #AIForInvestors #RealEstateTechnology #NanoBananaAI #TimeFreedom #AutomationTools #RealDealChat #RealDealCast #RealDealCrew #InvestorTips #GoogleGemini #HeadshotAI #AIThumbnails #InvestingAutomation #SaveTimeGrowWealthRealDealCrew.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 MusicFacebookTwitter
Henry Yoshida of Rocket Dollar explains how to use IRAs for real estate, crypto, and private deals—unlocking $18T in retirement funds for alternatives.In this episode of RealDealChat, Jack sits down with Henry Yoshida, co-founder & CEO of Rocket Dollar (a subsidiary of Retired.com), to explore how investors can unlock the power of retirement accounts for real estate, crypto, and private investments.Henry shares his journey from financial advisor to wealth-tech entrepreneur, building platforms that custody over $12B in assets. He explains why traditional advisors rarely mention self-directed IRAs, how Rocket Dollar makes alternative investing as simple as wiring money, and what rules you must follow to stay compliant.Here’s what you’ll learn in this conversation:Why 98% of IRA money is still stuck in public stocks & bondsThe truth about “self-directed IRAs” and how they actually workThe only two things you cannot invest in with IRA dollarsHow to buy real estate (single family, syndications, funds) inside an IRARules around prohibited transactions & why sweat equity is riskyHow Rocket Dollar integrates bank accounts with IRAs for easy investingCrypto, private equity, and unusual investments allowed in IRAsMarket trends: why investors are seeking alternatives beyond the S&P 500The $35 trillion opportunity in retirement funds waiting to be unlockedKey tax advantages of using retirement dollars for real estate📌 Learn more at RocketDollar.com — use code REI25 for $100 off setup.💡 Want help scaling your real estate business with AI and automation?Schedule your free strategy session today: https://realdealcrew.comCall to Action:Learn more at https://realdealcrew.comTimestamps00:00 – Surprise: Crypto & real estate are allowed in IRAs01:00 – Henry Yoshida’s background in wealth-tech & financial services03:00 – Why advisors don’t talk about self-directed IRAs05:00 – Retired.com, Rocket Dollar & $12B in custody assets07:00 – What you can and can’t invest in (life insurance & collectibles only)09:00 – Why investors are moving beyond public markets11:00 – How Rocket Dollar accounts are structured & funded13:00 – Benefits of unlocking retirement dollars for alternatives15:00 – Step-by-step: setting up & funding your Rocket Dollar account18:00 – Making investments: ACH, wires & account titling19:00 – Performance examples: real estate in 2020, private credit funds21:00 – Rules: prohibited transactions, Airbnb, sweat equity limits23:00 – Property management & compliance tips25:00 – Market trends & incumbents moving into alternatives27:00 – Advice for younger investors: start small, be consistent30:00 – Book picks & personal tools Henry uses33:00 – Rapid fire: lies, advice, quotes & time savers#SelfDirectedIRA #RealEstateInvesting #RetirementFunds #PassiveIncome #RocketDollar #HenryYoshida #CryptoIRA #AlternativeInvestments #GenerationalWealth #RealDealChat #TaxAdvantagedInvesting #RetirementPlanning #InvestingInRealEstate #FinancialFreedom #PrivateEquityRealDealCrew.comWe empower real estate investors by optimizing your business processes through customized automation and system integration. From...
Patrick Pychynski reveals how to access $50K–$250K in 0% business credit, avoid high-interest traps, and become bankable for long-term success.In this episode of RealDealChat, Jack sits down with Patrick Pychynski, founder of StackingSuccess.com, to discuss how entrepreneurs and real estate investors can unlock business funding the right way.Patrick shares his journey from the U.S. Marine Corps to building businesses, struggling with cash flow, and ultimately mastering the art of business credit. He explains how his team helps investors access 0% interest funding while building a truly “bankable” business that attracts long-term financing.Here’s what you’ll learn in this conversation:Why most small businesses get denied for loans (and how to fix it)The difference between transactional funding and becoming bankableHow to access $50K–$250K in 0% interest capitalWhy 0% business credit cards don’t report to personal creditThe 3 Cs of funding: credit, cashflow, collateralThe “four legs of the table” every business needs to get bank financingWhy vendor accounts and trade lines matter more than you thinkHow to avoid shady funding companies that push high-interest debtReal investor case studies: $400K+ unlocked with the right planWhy building relationships with big banks is critical for scaling📌 Learn more and get your free business credit scan at StackingSuccess.com💡 Want help scaling your real estate business with AI and automation?Schedule your free strategy session today: https://realdealcrew.comCall to Action:Learn more at https://realdealcrew.comTimestamps00:00 – Intro: Why most business funding advice is broken01:00 – From Marine to entrepreneur & funding expert02:00 – Early lessons: $2M revenue but no credit = constant cash flow pain03:00 – How the Success Scan works & what it reveals04:00 – Unlocking $50K–$250K in 0% interest business credit06:00 – Real example: rolling 0% offers for 24 months07:00 – Why being “bankable” matters more than a one-time loan10:00 – The 3 Cs of funding: credit, cashflow, collateral12:00 – The four legs of becoming bankable explained15:00 – Trade lines & compliance: why little details get you denied17:00 – Tools: Nav.com, FairFigure, eCredable to start building19:00 – Creating comparable credit with secured loans & CDs21:00 – Common mistakes real estate investors make with credit23:00 – Turning credit into cash (without cash advance fees)24:00 – The personal credit profile of a “golden file”25:00 – Relationship banking with tier-one institutions27:00 – Myths: EIN-only credit & predatory factor rates29:00 – Investor case study: $415K unlocked in 30 days31:00 – Costs: why his program charges a flat $7K consulting fee34:00 – Final advice for new investors & entrepreneurs36:00 – Rapid fire: lies, advice, book picks & AI tools#BusinessCredit #RealEstateInvesting #Entrepreneurship #FundingTips #0PercentInterest #BecomeBankable #StackingSuccess #PatrickPychynski #RealDealChat #PassiveIncome #BusinessFunding #GenerationalWealth #AIForInvestors #CreditBuilding #RealEstateStrategyRealDealCrew.comWe empower real estate investors by optimizing your business processes through customized automation...
Michael Root shares how he builds value in Chicago multifamily, streamlines property management, and uses in-house contracting to boost efficiency.In this episode of RealDealChat, Jack sits down with Michael Root, co-founder of Root Property Group (RootPG.com), to discuss property management, multifamily acquisitions, and why Chicago remains both a challenging and rewarding market.Michael shares how his team handles everything from general contracting to property management in-house, which helps reduce costs, improve communication, and streamline renovations.Key takeaways from this conversation include:Why clear communication is the #1 challenge in property managementHow in-house contracting saves time & money vs outside vendorsThe efficiency of paying by the day vs per projectChicago’s red tape & permitting process compared to suburbsThe value of mid-market multifamily (9–12 units) alongside 60+ unit developmentsTwo types of value-add strategies: heavy vs light renovationsWhy Cook County property taxes are the biggest challenge in underwriting dealsTechnology adoption in property management & leasing tools like ShowMojo📌 Learn more at RootPG.com💡 Want help scaling your real estate business with AI and automation?Schedule your free strategy session today: https://realdealcrew.comCall to Action:Learn more at https://realdealcrew.comTimestamps00:00 – Intro to Michael Root & Root Property Group01:00 – From family business to multifamily investor02:00 – Biggest challenge: clear communication in property management03:00 – Why they brought contracting in-house05:00 – Cost savings by paying crews daily06:00 – Chicago market conditions & pricing challenges07:00 – Target acquisitions: 9–12 units + ground-up 60 units08:00 – Navigating Chicago’s red tape vs suburban permitting09:00 – Technology adoption & efficiency tools11:00 – RootPG’s buy box explained12:00 – Value-add strategies: heavy vs light renovations14:00 – Material choices & design trends over time15:00 – Market challenges: Cook County property taxes16:00 – Why Chicago remains a strong market if you know how to operate17:00 – Rapid fire: lies, advice, books & tools#RealEstateInvesting #MultifamilyInvesting #PropertyManagement #ChicagoRealEstate #ValueAddInvesting #PassiveIncome #RealDealChat #MichaelRoot #RootPropertyGroup #ForcedAppreciation #GeneralContracting #RealEstateOperations #RealEstateTechnology #ApartmentInvesting #CashFlowInvestingRealDealCrew.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 Podcastsa...
Mikkel Thorup shares how he built an 8-figure global real estate portfolio, lives in 9 countries, and helps investors create offshore wealth strategies.In this episode of RealDealChat, Jack sits down with Mikkel Thorup, host of the Expat Money Show and founder of ExpatMoney.comMikkel shares his inspiring journey from being labeled with a “learning disability” and dropping out of school at 15, to traveling to 120+ countries, living in 9, and building an 8-figure international real estate portfolio.We cover:How to invest in pre-construction projects overseas for 30–50% appreciationWhy he prefers cash-based, expat-friendly markets like Panama & ParaguayThe risks and rewards of investing in Africa vs Latin AmericaHow to negotiate bulk deals with developers for better termsWhy Canada (and parts of the West) are “dumpster fires” for investorsHow to create a Plan B with offshore real estate, bank accounts & residenciesBuying property 100% in Bitcoin (including Panama’s first BTC real estate deal)Why El Salvador, Paraguay & Argentina are emerging opportunitiesScaling with a family office model & property management partnersThe Expat Money Summit: October 10–12, 8,000+ attendees worldwide📌 Learn more at ExpatMoney.com🎧 Listen to The Expat Money Show on all podcast platforms💡 Want help scaling your real estate business with AI and automation?Schedule your free strategy session today: https://realdealcrew.comCall to Action:Learn more at https://realdealcrew.comTimestamps00:00 – Mikkel Thorup’s story: dropout to global investor02:00 – Living in 9 countries & traveling to 120+03:00 – First investments & shift to international real estate05:00 – Building an 8-figure global portfolio07:00 – Pre-construction strategy explained09:00 – Risks in overseas projects (Africa vs Panama)11:00 – Why Paraguay & Panama are top opportunities13:00 – Working with presidents & ministers in Latin America15:00 – Why Canada is a “dumpster fire” for investors17:00 – What it means to be an expatriate & creating a Plan B20:00 – Offshore residencies, bank accounts & asset protection22:00 – Buying & selling property 100% in Bitcoin23:00 – El Salvador’s Bitcoin experiment & safety transformation25:00 – Latin America’s political & economic shift27:00 – Scaling wealth with a family office model29:00 – Expat Money Summit: what to expect32:00 – Rapid fire: lies, advice, book picks & tools#ExpatInvesting #GlobalRealEstate #OffshoreWealth #RealEstateInvesting #BitcoinRealEstate #ExpatMoney #MikkelThorup #InternationalLiving #FinancialFreedom #PlanBStrategy #PassiveIncome #AssetProtection #RealDealChat #ParaguayInvesting #PanamaRealEstateRealDealCrew.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 • REVIEWWebsite
"Predictibly Irrational" authors were proven to having fabricated the results of their studies.
Yeep, you guysbare talking about me for sure.. 3 years since reading Richdad Poordad and still in analysis paralesis.
Awe maan, I loved this episode.. I love it is probably more accurate. Having a young family of 4 and going through the hardships of the beginning stages, this episode hit home run! Nice job!
Yes, I'll have to Re-listen for more than 6-7 times on this😅👌🏽💪🏽
Eeehm.. Have I gone mad? Is me or does anyone else also hear the crickets at 07:31 til 07:35? 😂😂😂😂😂😂😂😂😂