Follow Josh Koth and Jack Hoss on their journey towards financial freedom using the power of Real Estate through the REI Rookies Podcast (Real Estate Investing Rookies Podcast). We share our experiences as we acquire rental properties, build net worth, and work towards financial freedom. We are focu…
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The REI Rookies Podcast (Real Estate Investing Rookies) is an outstanding podcast for anyone interested in learning about real estate investing. Hosted by Jack and Josh, two experienced investors, this podcast offers valuable insights and practical advice for both rookies and seasoned investors.
One of the best aspects of this podcast is the quality of the guests. Jack and Josh bring on a wide range of knowledgeable experts who provide valuable information and share their own experiences in real estate investing. These guests offer a wealth of knowledge and advice that listeners can apply to their own investments. Whether you're new to real estate investing or have been in the game for years, these episodes are packed with actionable tips and strategies that can help you achieve success.
Another great aspect of The REI Rookies Podcast is the engaging and relatable hosting style of Jack and Josh. They have a natural chemistry together and their passion for real estate investment shines through in every episode. They break down complex concepts into easily understandable terms and present information in a way that is accessible to all listeners. Their enthusiasm is infectious, making it enjoyable to listen to each episode.
As for the worst aspects of the podcast, there are very few negatives to mention. Occasionally, some episodes may focus more on personal anecdotes rather than providing specific investment advice. While these stories can be interesting, some listeners may prefer more direct information on real estate strategies.
In conclusion, The REI Rookies Podcast is a must-listen for anyone interested in real estate investing. With its knowledgeable guests, actionable advice, and engaging hosts, this podcast provides valuable insights that can help investors at any level achieve success in their ventures. Whether you're a rookie or an experienced investor, this podcast offers something for everyone looking to expand their knowledge in real estate investing.

David Hoffman shares how he overcame childhood trauma, built a successful real estate business, and created a life centered on faith, service, and relationships.In this episode of RealDealChat, Jack Hoss sits down with David Hoffman, real estate broker, speaker, and author of Relationship Over Rules. David shares one of the most powerful personal stories ever featured on the show — from growing up isolated, abused, and deprived to building a thriving family, career, and faith-centered life.David explains how hardship gave him emotional intelligence, resilience, and an unwavering commitment to serving others. He reveals the three principles that rebuilt his life — be the friend, be the expert, be present — and how those principles shaped his leadership, his real estate brokerage, and his book.The conversation moves from trauma to faith, then into actionable real estate insights around inventory, buyer strategy, creative terms, market cycles, and why relationships outperform transactions in every economic environment.This is a deeply grounding episode for investors, entrepreneurs, and anyone navigating struggle.What You'll LearnHow childhood trauma shaped David's resilience & work ethicWhy relationships—not transactions—drive long-term successThe three principles that transformed his lifeHow to avoid victim mentality and break destructive cyclesFaith, healing, and how he rebuilt his moral structureHow he became a top agent in Charlotte his first yearWhy the current market is good for both buyers and sellersHow to win deals through terms, peace of mind & creativityWhy investors should buy and hold long-termThe shift coming in 2025's housing market

Ashley Garner shares how he scaled from duplexes to 196-unit acquisitions, overcame fear, and built a multifamily business powered by outsourcing and relationships.In this episode of RealDealChat, Jack Hoss interviews Ashley Garner of ABG Multifamily, who reveals how he went from flipping student rentals with his father to buying large multifamily properties — including his most recent 196-unit acquisition.Ashley explains why “go bigger sooner” has become his core philosophy, how fear and past failures shaped his decision-making, and why outsourcing has been the key to unlocking scale. He breaks down exactly how he sources deals, works with brokers and direct-to-seller channels, and builds passive-income opportunities for investors.Ashley also shares how he uses virtual assistants, third-party management, legal partners, and AI tools to grow without burning out — and why letting go is the hardest skill for most entrepreneurs.What You'll LearnHow Ashley transitioned from small rentals to 196-unit acquisitionsWhy going bigger sooner accelerates financial freedomHow fear, failure & foreclosures shaped his investing philosophyUsing outsourcing & VAs to scale beyond your personal limitsThe truth about direct-to-seller vs broker deal sourcingWhen to switch CPAs, attorneys & property managersHow to evaluate passive-income syndicationsThe keys to picking markets (and why he focuses on North Carolina)How AI is helping him review documents & speed up decisions

Matt Lavinder shares how he scaled New Again Houses from flipping rentals to a 50+ location franchise by mastering construction, capital, and consistency.In this episode of RealDealChat, Jack Hoss sits down with Matt Lavinder, founder of New Again Houses, to unpack how he went from college professor to running one of the largest flipping franchises in the country.Matt breaks down how he and his wife started flipping houses the hard way—doing the work themselves—before scaling into high-volume construction, private capital, and eventually a nationwide franchise network.He explains why persistence beats talent, the myths that hold new investors back, and how real estate is simple but not easy. Matt also discusses the importance of adding real value with construction, why wholesaling requires huge marketing budgets, and how software + AI can help investors—but only if they still know their craft.Whether you're flipping your first house or considering a franchise, Matt's insights give you a clear picture of what it really takes to succeed in today's market.What You'll LearnHow Matt transitioned from academia to house flippingWhy construction is the true value creator in flippingThe mistake most new investors make with capitalWhy hitting singles & doubles beats chasing home runsHow he scaled from local flips to a national franchiseThe characteristics of high-performing franchise ownersWhy real estate is NOT a “no money needed” businessHow to think about risk, volume, and competitionThe right way to use AI without losing your skill setHow to evaluate franchise opportunities realistically

Joseph Shalaby shares how he built an 8-figure mortgage company, scaled nationally, and grew six million followers through sales, content, and relentless execution.In this episode of RealDealChat, Jack Hoss sits down with Joseph Shalaby, CEO of E Mortgage Capital and host of Coffees for Closers, to unpack how he scaled one of the fastest-growing mortgage companies in the U.S., built a massive social media audience, and created a brand that blends education + entertainment to dominate the industry.Joseph shares his journey from a broke sociology grad chasing academia to running a 2,000-person organization licensed in 47 states. He breaks down how he developed elite sales skills, why most people overcomplicate success, and what it takes to scale through regulation, compliance, lawsuits, competitors, and explosive market cycles.He also dives into the economy, interest rate projections, investor loans, DSCR strategies, and why AI is now essential for growth in lending and real estate.What You'll Learn:How Joseph built an 8-figure mortgage company from scratchWhy entertainment + education is the new content formulaThe truth about sales: it's math, not magicWhy being uncomfortable equals growthHow to scale under heavy regulation & complianceDSCR loans, investor loans & what buyers must knowHow rate cuts could impact home valuesWhy AI callers, AI content, and automation are the futureThe mindset required to survive lawsuits, competition & chaosHow to read the market and act before it moves

Shawn Owen from Salt Lending explains how blockchain and AI are reshaping real estate lending, collateral, and the future of global financial systems.In this episode of RealDealChat, Jack Hoss interviews Shawn Owen, founder and CEO of Salt Lending, to discuss how Bitcoin, blockchain, and artificial intelligence are changing the way we think about money, lending, and real estate.Shawn shares his story of discovering Bitcoin in 2011, how it redefined his understanding of wealth, and how Salt Lending bridges crypto and traditional collateralized lending. From crypto-backed loans to AI automation, Shawn explains how these innovations will soon affect property title transfers, liquidity, and even how entrepreneurs build businesses.You'll learn:What Bitcoin and blockchain really are in plain EnglishHow blockchain lending compares to real estate collateralHow Salt Lending raised $124M in crypto-backed loansWhy Bitcoin's volatility is misunderstoodHow real estate and Bitcoin will merge in the next decadeWhat smart contracts mean for real estate investorsHow regulation is evolving in crypto and blockchainWhy AI + blockchain could reinvent every major industryThe rise of “one-person billion-dollar companies” powered by AI

Misha Kaufman shares his journey from orphanage to owning multifamily real estate, revealing how mindset, systems, and AI fuel long-term success.In this episode of RealDealChat, Jack Hoss interviews Misha Kaufman, co-founder of Kraft Capital Investments, who shares his incredible journey from a Russian orphanage to managing hundreds of multifamily units in Texas.Misha opens up about his early life, property management roots, and how mentorship and systems helped him transition into full-scale multifamily investing. He also shares how his first $250K flip taught him resilience — and how tools like EOS (Entrepreneurial Operating System) and AI automation now power his growing portfolio.You'll learn:How Misha transitioned from property management to ownershipLessons from flipping mistakes and managing market volatilityThe difference between single-family and multifamily investingHow to identify undervalued multifamily opportunitiesWhat makes team structure essential in syndication dealsWhy the wrong partners can destroy great opportunitiesHow to use EOS and quarterly “rocks” to scale predictablyReal-world use cases for AI in operations and marketingThe mindset shift from working in to working on your business

Sayam Ibrahim reveals how he quit Wall Street, rebuilt his life through real estate, and scaled to 600 rental doors using systems, mentorship, and AI.In this episode of RealDealChat, Jack Hoss sits down with Sayam Ibrahim, founder of Hero Homes, to discuss how he walked away from Wall Street to build financial freedom through real estate.Sayam shares his story of quitting his high-paying finance job cold-turkey, facing family pressure, and discovering real estate as the path to generational wealth. From flipping his first home for $60K to losing everything on his second deal, Sayam explains how mentorship, systems, and AI helped him scale to over 600 rental units and a hotel in the Dominican Republic.He also breaks down how to find off-market deals, use AI for lead generation, and protect your business with multiple exit strategies.You'll learn:Why Sayam left Wall Street to pursue real estate freedomHow he turned failure into a $250M portfolioThe role mentorship played in scaling fasterWhy every deal needs multiple exit strategiesHow to find off-market sellers using AI & automationHow to raise capital and fund deals without banksLessons from scaling and self-managing 600 doorsHow to balance working in vs on your businessReal AI use-cases for acquisitions, PM & marketingWhy mindset, mentorship & systems beat hustle

Phillip Cantrell shares how failing his way to success led to building Benchmark Realty and a 40-year career filled with lessons on mindset and leadership.In this episode of RealDealChat, Jack Hoss interviews Phillip Cantrell, founder of Benchmark Realty and author of Failing My Way to Success, to uncover decades of wisdom from his entrepreneurial journey — from commercial printing to building one of the fastest-growing real estate brokerages in the U.S.Phillip explains why treating real estate as a business, not a hobby, is key to lasting success. He shares his “4 Cornerstones of Business Success,” lessons from losing and rebuilding multiple companies, and the mindset shift that transforms failure into a foundation for growth.You'll learn:Why most entrepreneurs fail (and how to avoid it)The truth about treating real estate as a real businessPhillip's 4 Cornerstones of Success: Work Hard, Observe, Delegate, and Show CompassionWhy “repeatable processes lead to repeatable outcomes”How cross-industry learning fuels innovationThe dangers of comfort zones and fear-based decision-makingHow to overcome self-doubt and lead with authenticityThe importance of writing goals and working on the business, not in it

Former sports broadcaster Brooke Kromer reveals how she built a thriving luxury real estate business on Florida's 30A, helping athletes invest wisely.In this episode of RealDealChat, Jack Hoss interviews Brooke Kromer, founder of Kromer Collective, who shares her journey from NFL sidelines to Florida's luxury 30A coast.Brooke discusses how she transitioned from sports broadcasting into real estate, built a powerhouse all-women team, and discovered her niche helping NFL athletes and coaches invest in high-return beachfront properties.She explains how storytelling, market mastery, and consistency built her brand — and why emotional intelligence and community are key to lasting success in real estate.You'll learn:How Brooke transitioned from sports broadcasting to real estateWhy niching with athletes became her competitive advantageThe secrets behind building a successful all-women teamHow she negotiates million-dollar deals with confidence30A's unique investment opportunities and market trendsHow to turn rental properties into profitable lifestyle assetsThe power of storytelling in real estate marketingThe importance of consistency in branding and social mediaHow faith, people, and relationships define her “why”

CPA Michael Uadiale reveals how to pay less tax legally using his DECIDE framework and how real estate investors can turn taxes into a wealth-building tool.In this episode of RealDealChat, Jack Hoss interviews Michael Uadiale, founder of SMAD CPA, who believes taxes are a tool, not a trap. Michael explains how proactive planning — not compliance — is the key to wealth preservation and how his DECIDE Framework helps entrepreneurs and real estate investors dramatically reduce taxes legally and ethically.Michael shares his journey as an immigrant CPA, how he discovered the flaws in “compliance-only” accounting, and why most business owners are overpaying the IRS by tens of thousands every year. He also dives deep into strategies for maximizing deductions, income shifting, entity selection, and turning real estate into a tax-free wealth machine.What you'll learn:Why the IRS isn't your advisor — and how to use the tax code to your advantageThe 6-step DECIDE Framework for proactive tax planningHow to hire your kids and shift income legallyHow to qualify for powerful home office deductionsWhy real estate investing is the ultimate tax shelterHow cost segregation unlocks massive savingsUnderstanding deductions, credits, and deferralsThe mindset difference between wealthy and average taxpayersHow AI is reshaping the CPA profession and increasing productivity

Joey Mure from Wealth Without Wall Street shares how to discover your Investor DNA, create passive income, and achieve financial freedom without Wall Street.In this episode of RealDealChat, Jack Hoss sits down with Joey Mure, co-founder of Wealth Without Wall Street, to uncover how investors can design financial freedom through intentional strategy and self-awareness.Joey explains the concept of Investor DNA — a framework that helps entrepreneurs and real estate investors align their personality, values, and goals with the right investment vehicle. He also reveals how to calculate your Financial Freedom Score, avoid shiny-object syndrome, and use cash-flow systems to escape the Wall Street trap.What you'll learn in this episode:How to match your Investor DNA to the right investing strategyWhy personality alignment determines long-term successHow to calculate your Financial Freedom ScoreThe 3-step path to achieving time and money freedomHow to stop chasing ROI and focus on cash flowWhy saying “no” is essential to staying alignedReal-world examples of how investors found their perfect fitHow to accelerate passive income using the Wealth Without Wall Street frameworkWhy mindset and relationships matter more than market timingThe practical roadmap to living free — faster

Rod Khleif reveals how to build wealth, overcome fear, and create lasting success through mindset, gratitude, and massive action in real estate.In this episode of RealDealChat, Jack Hoss sits down with Rod Khleif, multifamily investor, mindset coach, and host of the Lifetime Cashflow podcast. Rod shares how he built a $50M real estate portfolio, lost it all during the 2008 crash, and rebuilt his empire using the same principles he now teaches to thousands of students worldwide.Rod explains the mindset it takes to succeed in real estate — from goal setting and focus to facing fear and building strong peer groups. He also discusses how gratitude, service, and contribution create fulfillment beyond financial success.You'll learn:The mindset shifts that helped Rod rebuild after losing $50MWhy fear of regret beats fear of failureHow to take “massive freaking action” and finally start investingThe power of focus, clarity, and burning desireHow to overcome limiting beliefs that keep you stuckThe difference between achievement and fulfillmentWhy contribution accelerates success and happinessHow to find mentors, partners, and peer groups that lift you upRod's goal-setting system and identity statements for real resultsWhat it means to play to your strengths and hire for weaknesses

Fuquan Bilal shares how he scaled NNG Capital Fund, raised $50M, and built systems, teams, and mindset to create freedom through real estate investing.In this episode of RealDealChat, Jack Hoss sits down with Fuquan Bilal, founder of NNG Capital Fund, to discuss how he built a $50M+ portfolio through multifamily, affordable housing, and luxury new construction—powered by systems, people, and purpose.Fuquan explains how he started from nothing, burned his bridges to corporate life, and learned the hard way how to scale sustainably. He shares his experience implementing EOS (Entrepreneurial Operating System), raising capital through transparency, and developing affordable housing in the Southeast while building luxury spec homes in New Jersey.You'll also hear how he uses AI for deal analysis, trains his team through systems, and helps investors earn passive income while providing quality housing for families in need.What you'll learn in this episode:How Fuquan started with one deal and scaled to raising $50M+ in capitalWhy transparency and communication build investor trustThe real work after closing: asset management & operational excellenceWhy self-managing properties can double profitabilityHow to implement EOS & Scaling Up to create real tractionLessons from right-sizing your team & aligning around core valuesFour pillars of business success: people, strategy, execution & cashWhy systems + mindset = scaleHow to use creative financing (seller carryback, bridge alternatives)How AI is transforming underwriting and deal review

Attorney Santiago Cueto shares the biggest legal mistakes real estate investors make and how to protect yourself from fraud, bad partners, and hidden risks.In this episode of RealDealChat, Jack Hoss sits down with Santiago Cueto, Miami-based attorney, international law expert, and author of Winning Lawsuits in Florida, to discuss the most common legal pitfalls investors face — and how to avoid them before it's too late.Santiago shares lessons from his high-stakes legal career, stories of bad partnerships gone wrong, and real-world strategies for conducting due diligence, drafting airtight contracts, and vetting joint-venture partners.From preventing lawsuits to leveraging arbitration clauses, Santiago breaks down how smart investors can protect their assets, their reputation, and their peace of mind.What you'll learn in this episode:The most common legal mistakes real estate investors makeHow to properly vet joint-venture partners before you signWhy “free” online contracts can cost you millionsThe importance of arbitration, mediation, and jurisdiction clausesHow to identify red flags using public records and WHOIS searchesWhat investors can do when dealing with large corporate partnersHow small investors can use flexibility as an advantageThe dangers of downloading generic contracts from the internetWhy hiring a top attorney is an investment, not an expenseHow to read “boilerplate” legal language like a proThe truth about ChatGPT in law — and why human expertise still winsFlorida's “sunny place for shady people” and what to watch out for

Dave Riess explains how commercial property owners can turn rooftops into revenue using WonderPower's solar systems to increase NOI and hedge energy costs.In this episode of RealDealChat, Jack Hoss sits down with Dave Riess, CEO and co-founder of WonderPower (WunderPower.com), to discuss how commercial real estate owners can generate new income and protect against rising electricity costs using rooftop solar.Dave shares his journey from electrical engineer to energy entrepreneur and breaks down why commercial solar is one of the most underutilized opportunities in real estate. He explains how WonderPower helps landlords lease unused roof space, install solar systems at no cost, and collect steady lease payments — all while future-proofing their properties.You'll also hear about the latest trends in electricity demand, what's driving record utility costs, and how data centers, manufacturing reshoring, and AI are reshaping the energy landscape.What you'll learn in this episode:How WonderPower leases rooftop space to create new revenue streamsWhy solar is now cost-effective in most U.S. marketsThe impact of AI, data centers & manufacturing reshoring on energy pricesHow solar acts as a “physical hedge” against rising utility costsThe financial benefits of distributed generation for real estate ownersHow federal solar incentives are changing (and when they expire)Why landlords in the Northeast & California see the highest returnsHow NOI increases through renewable energy adoptionWhat property types qualify: logistics, warehousing, storage & medical officeThe minimal maintenance required and long-term reliability of solar assets

Jack Hoss reveals his new plan to rebuild his real estate websites using funnels, automation, and smarter SEO to save time and close more deals.YouTube Video at: https://youtu.be/Hco058Q4GY4In this episode of RealDealCast, Jack Hoss breaks down his complete plan to rebuild and streamline his real estate web presence for better lead generation and automation.After seeing a drop in search rankings, Jack realized that traditional SEO and cookie-cutter real estate sites no longer work. Instead, he's shifting to a three-part strategy that focuses on authority, funnels, and full integration with his deal flow system.You'll learn:Why duplicate real estate website content is killing SEO performanceHow to replace slow, bloated websites with targeted one-page funnelsThe role of authority sites in building trust and credibilityHow to fully integrate lead funnels with your CRM and automation toolsWhy modern SEO is about validity and engagement, not just keywordsHow community partnerships and local links boost visibilityThe importance of reducing manual work and automating follow-upJack also shares his upcoming plan to document this entire process through videos and a (temporarily) free Skool community, where he'll post prompts, tools, and templates to help investors do the same.

Robin Kencel shares powerful negotiation strategies from her luxury real estate career, teaching how mindset, rhythm, and empathy drive better deals.In this episode of RealDealChat, Jack Hoss sits down with Robin Kencel, top Greenwich, CT real estate agent, ballroom dancer, and negotiation coach, to explore what it takes to master negotiation — in business, relationships, and life.Robin shares insights from her decades in high-end real estate and reveals how emotional intelligence, observation, and consistency can transform even the most difficult deals. She discusses the psychology of luxury clients, the importance of communication tempo, and how everyday mindfulness can sharpen your negotiation skills.You'll also hear how she balances a high-performing career with ballroom dancing and acting, plus practical lessons anyone can apply — whether you're negotiating a multimillion-dollar home or your next business deal.What you'll learn:The biggest mistake people make when approaching negotiationHow to read personalities and adapt your communication styleWhy “keeping the rhythm” is critical to getting deals doneHow mutual respect and empathy create better outcomesThe difference between analytical vs intuitive clientsWhat luxury clients really want from agents and advisorsHow to set boundaries & expectations through communicationUsing improv and observation to improve emotional awarenessWhy a positive mindset often determines negotiation successSimple exercises to become a better listener & observer

Alec McElhhiny shares how he scaled from house hacking a duplex to developing high-profit flex spaces through LandPlay.com and creative land deals.In this episode of RealDealChat, Jack Hoss sits down with Alec McElhhiny, founder of LandPlay.com, to discuss how he went from an actuary crunching numbers to a real estate developer building niche flex space projects across Texas.Alec breaks down the math behind wealth-building through real estate, why flex space is booming, and how to find undervalued land that performs in any market. He also explains the “riches in the niches” principle and why picking one strategy and executing it better than anyone else is the fastest path to seven-figure success.Here's what you'll learn in this conversation:How Alec bought his first duplex with an FHA loan & scaled fastWhy flex space is outperforming multifamily in 2025The difference between industrial flex and retail flex propertiesWhy adding A/C or outdoor storage can add $2–3 per sq ft in rentHow to find land under market value (and flip or develop it safely)Building vertically integrated systems for higher marginsThe benefits of blue-collar tenants and long-term cash flowMarket trends in Austin, San Antonio, and the I-35 growth corridorHow to raise private capital without institutional partnersWhy doing the opposite of the headlines often creates the best returnsThe “do it now” rule that saves time and multiplies productivity

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

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.

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

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

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)

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

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 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

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

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

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

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

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 investing

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

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

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

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

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

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

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

Dedric & Krystal Polite share how they built a real estate empire, landed a Hulu TV show, and created a wealth education platform for new investors.In this episode of RealDealChat, Jack sits down with Dedric & Krystal Polite, stars of Hulu's 50/50 Flip and founders of Polite Wealth Portal, to discuss their journey from 9–5 jobs to becoming respected real estate investors, educators, and TV personalities.The Polites share how social media led to their Hulu deal, why their motto is “doing good while doing well,” and how they built a business model that blends wealth-building with community impact. They also discuss their training programs, building a brand, and the importance of mentorship.Here's what you'll learn in this conversation:How Dedric & Krystal landed their Hulu show 50/50 FlipWhy flipping starter homes is more scalable than million-dollar rehabsTheir investment model: cherry-picking rentals, wholesaling, and flipsHow “doing good while doing well” drives their business valuesThe role of philanthropy and keeping housing affordableHow social media turned them into investor-educatorsThe launch of Polite Wealth Portal and lessons from mentoring studentsWhy mentorship is an investment not an expenseThe pitfalls that stop new investors from succeedingThe power of AI and automation in their business today

Paul Cecil of ReAlpha shares how AI, commission rebates, and acquisitions are disrupting home buying—and what it means for buyers and investors.In this episode of RealDealChat, Jack sits down with Paul Cecil, President of ReAlpha (NASDAQ: AIRE), to discuss how his company is transforming real estate through AI and innovative business models.Paul explains how ReAlpha offers up to 80% of the buy-side commission back to buyers, why technology can make homes more affordable, and how acquisitions are helping them build an end-to-end home buying platform.Here's what you'll learn in this conversation:How AI assistant “Claire” helps homebuyers search, ask questions & compare propertiesWhy ReAlpha passes up to 80% of commissions back to buyersHow commission rebates can lower interest rates, fund closing costs, or even buy furnitureThe impact of the NAR lawsuit on real estate commissionsWhy 86% of renters can afford to buy (and how ReAlpha helps them get there)Current market challenges: record-high prices, aging buyers, and affordability crisisHow acquisitions in mortgage, title & tech build a seamless buyer experienceLessons from going public on NASDAQ and pivoting business modelsWhy investors should embrace tech instead of ignoring it

Brad Johnson breaks down mobile home park investing—debunking myths, sharing value-add strategies, and explaining why this asset thrives in housing crises.In this episode of RealDealChat, Jack sits down with Brad Johnson, co-founder of Vintage Funds, to discuss why mobile home parks are one of the most misunderstood—and potentially profitable—asset classes in real estate.Brad explains why one in 20 Americans lives in a mobile home, how this sector solves the affordable housing crisis, and why stigma keeps many investors out of the space. He also shares his approach to building long-term cash flow rather than chasing short-term IRRs.Here's what you'll learn in this conversation:Why mobile home parks still suffer from stigma (and why that's an opportunity)The difference between “trailer parks” and manufactured housing communitiesWhy consolidation is slow and why mom-and-pop operators still dominateHow forced appreciation (or “operational alpha”) drives value in parksThe importance of seller financing and building trust with ownersTax advantages of mobile home park investing (bonus depreciation & cost seg)How professional management changes tenant experienceWhy long-term cash flow beats short-term flips in this niche

Paul Moore of Wellings Capital shares lessons from losing millions, shifting into recession-resistant assets, and building a fund with 990+ investors.In this episode of RealDealChat, Jack sits down with Paul Moore, managing partner at Wellings Capital, to discuss his journey from engineering and entrepreneurship to becoming a respected commercial real estate fund manager.Paul shares the mistakes that took him from $1.5M in the bank to $2.5M in debt, and the key lessons that reshaped his investing philosophy. He breaks down why chasing shiny objects nearly destroyed his wealth, and why true success in real estate comes from focus, due diligence, and discipline.Key insights from this conversation include:The importance of avoiding risky floating rate debtWhy “it's different this time” is the biggest lie investors tell themselvesHow Wellings Capital vets 700+ deals a year and only invests in ~5The recession-resistant power of mobile home parks & self storageValue-add strategies that force appreciation in commercial real estateWhy busy professionals should consider passive investing over DIYTrends in multifamily, retail, and office space heading into 2025Wellings Capital's philanthropic mission to fight human trafficking

Tanisha Souza became financially free at 29 using her patented Income Snowball system. Learn how passive income can replace your 9–5 forever.In this episode of RealDealChat, Jack sits down with Tanisha Souza, attorney-turned-investor and founder of Tardus Wealth Strategies, to discuss her journey to financial freedom and her unique Income Snowball System.Tanisha shares how she went from a burned-out attorney with $100K in student loans to financially free by age 29—replacing her income through smart real estate investing. She explains why passive income is the ultimate wealth strategy, how she and her husband built their portfolio, and how clients today are reaching financial freedom in just 5–10 years using her patented calculator.Here's what you'll learn in this conversation:Why flipping isn't true investing (and what to do instead)How the Income Snowball System accelerates passive incomeThe difference between “fast-burning fuel” and “slow-burning fuel” investmentsReal-life client success stories, including retirees, entrepreneurs, and even restaurant servers who built financial freedomWhy financial education and leveraging mentors is more valuable than chasing high IRRsHow Tanisha teaches her teenage daughters to achieve financial freedom before 30Why generational wealth is about skills and mindset—not just passing down moneyThe role of AI and automation in managing and scaling investments

Daniel Angel of Apex Investments shares how he shifted from flips to ground-up construction, multifamily acquisitions, and a fixed-return Infinity Fund.In this episode of RealDealChat, Jack sits down with Daniel Angel, co-founder of Apex Investments, to discuss his journey from corporate finance to building a diversified real estate investment company in Atlanta.Daniel explains how Apex evolved from single-family renovations into ground-up construction, build-to-rent communities, and multifamily value-add acquisitions. He also introduces Apex's Infinity Fund, a fixed-return investment vehicle designed for accredited investors seeking certainty and flexibility.Key takeaways from this conversation include:Why Apex shifted from flips to ground-up construction projectsHow they balance “for sale” vs “for rent” housing productsThe pros & cons of single-family vs multifamily investingCommon distress points in multifamily acquisitions (and how to fix them)Why in-house property management is critical for long-term successThe Infinity Fund explained: fixed returns, shorter lockups, and investor flexibilityTrends in Atlanta's housing market and what to expect through 2025How Daniel leverages EOS and AI tools to scale efficiently

Richard C. Wilson reveals lessons from interviewing 100+ billionaires, building family offices, and what investors must know about wealth, mindset, and AI.In this episode of RealDealChat, Jack sits down with Richard C. Wilson, founder of FamilyOffices.com and host of Billionaires.com, to discuss his journey building the world's largest family office investor club, interviewing billionaires, and creating AI tools for investors.Richard has hosted 300+ investor events, interviewed over 100 billionaires and 70 pro athletes, and built AI-powered tools that synthesize insights from 1,500+ talks. In this conversation, he shares:The most common mindset traits of billionaires & ultra-wealthy familiesWhy mindset and mental models matter more than tacticsThe rise of family offices & centimillionaires as investment partnersTrends in real estate investing among the ultra wealthyThe dangers of AI fakery and why meeting in person matters more than everHow to stand out when raising capital from family officesScaling strategies and the “Super Founder” mindsetDaily rituals and one-page systems that keep billionaires focusedWhy reading deeply in your niche gives you an unbeatable edge

Richard Canfield breaks down infinite banking, family wealth systems, and why mindset—not money—is the foundation of generational wealth.In this episode of RealDealChat, Jack sits down with Richard Canfield of CashFollows.com to dive deep into infinite banking, family banking meetings, and how to create true generational wealth that lasts.Richard shares insights from his latest books—including Don't Spread the Wealth and Diapers to Dollars—and explains why legacy isn't just about money, but the knowledge, systems, and mindset we pass down.Here's what we cover:The infinite banking concept explained in plain EnglishHow to set up family banking meetings that actually workWhy most “generational wealth” disappears within 3 generationsReal-world client examples of using infinite bankingHow to leverage dividend-paying whole life insurance as a financial toolWhy mindset matters more than policies or advisorsTeaching kids and teens about money early through family systemsThe Kolbe Index and how it helps real estate partners avoid conflictIf you've ever been curious about infinite banking—or how to truly build a legacy beyond dollars—this conversation delivers clarity, strategies, and real-world application.

Tired of weak 401k returns? Discover how Blaine McLaughlin pivoted from dentistry to real estate investing and created a real path to retirement.In this episode of RealDealChat, Jack sits down with Blaine McLaughlin, a practicing dentist who realized after decades of “doing everything right” that his 401k was delivering a disappointing 3% return.That gut punch forced him to rethink retirement and turn toward real estate investing as a way to build wealth and gain true financial freedom. Blaine shares:Why the traditional retirement path failed himHow he shifted into multifamily and short-term rental investingThe 3% mistake that opened his eyes to hidden costs in financial planningLessons learned from his first deals — both wins and failuresHow to balance a full-time dental practice with real estate investingWhy “passive income” isn't always passive, but why it's worth itThe role of mentors, mindset shifts, and surrounding yourself with the right people

Discover how lab design and science-focused real estate is transforming investing, with Jon Howard of HED sharing strategies, challenges, and insights.In this episode of RealDealChat, Jack sits down with Jon Howard, architect and sector leader at HED, to explore the specialized world of designing for science-based tenants — from biopharma labs to advanced manufacturing facilities.Jon shares his career journey, why science-focused real estate is a growing asset class, and how design decisions can make or break a property's ability to attract tenants. Topics include:Why science and lab facilities are attracting more investors post-COVIDThe challenges of converting office space into lab-ready facilitiesWhat investors should know before targeting science tenantsCase studies from national labs, pharma, and materials discovery projectsHow AI is being used in architectural design and operationsThe role of sustainability and net-zero goals in lab constructionBiggest career lessons learned and advice for new investors entering this spaceWhether you're an investor curious about pivoting into lab real estate, or just fascinated by the intersection of architecture, science, and investing, this episode offers a behind-the-scenes look at a booming niche market.

From engineer to real estate syndicator, Lane Kawaoka reveals how he built financial freedom through rentals, syndications, and forced appreciation.In this episode of RealDealChat, Lane shares his journey from buying his first rental in 2009 to scaling into 11 single-family homes, then making the leap into commercial real estate and syndications. We cover the lessons learned from out-of-state investing, the challenges of scaling with rentals, and why appreciation strategies often beat pure cash flow.

Discover why seasoned investor Rich Lennon walked away from flipping and rentals after hundreds of deals — and how he built a thriving private lending business with returns that beat traditional investing. In this conversation, Rich shares his biggest lessons learned, including why expanding outside your market can be costly, the real truth about BRRRR returns, and how “lazy money” partners fit into his lending model.We also dive into his philosophy on wealth-building, mistakes to avoid, and even how he teaches his kids about money with the "Lennon Bank." Whether you're new to real estate or a seasoned pro, this episode delivers powerful insights you can apply right now.Call to Action: Learn more at https://realdealcrew.com#RealEstateInvesting #PrivateLending #WealthBuilding #BRRRR #PassiveIncome #RealEstateLessons #FinancialFreedom #RentalProperties #HouseFlipping #RealEstateTips #MoneyMindset #RealEstateStrategy #InvestorTips #RealEstatePodcast #RichLennonCHAPTERS:00:00 - Intro01:14 - Rich's Origin Story03:04 - Rentals as Wealth Builders04:00 - Rich's Lending Business Insights08:49 - Expensive Lessons in Investing09:52 - Starting Your Lending Journey17:12 - Maximizing IRA Returns20:24 - Teaching Kids Financial Literacy24:31 - Key Takeaways We Missed24:38 - Common Real Estate Myths25:27 - Advice to My Younger Self25:47 - Recommended Reading for Investors25:58 - Time-Saving Strategies for Success26:31 - Visit RichLennon.comRealDealCrew.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 MusicFacebookTwitterInstagramSUPPORT THE SHOW!If you are new to Wealthfront, and open a Cash Account, you'll get a 0.50% APY boost for 3 months.Open an Automated Index Investing Account or Automated Bond...

Learn the exact baby steps to start virtual wholesaling from industry pro Chris Logan. Discover how to find buyers first, market to motivated sellers, and close deals without using your own money.In this episode, Chris shares his proven formula for picking the right market, building a buyer list fast, and using cold calling to generate leads. We break down the 4 pillars of motivation, how to protect deals when working virtually, and why mindset is 80% of wholesaling success.If you're ready to start or scale your real estate investing business, this conversation is packed with actionable steps you can take today.Learn more at https://realdealcrew.com#RealEstateInvesting #Wholesaling #VirtualWholesaling #ColdCalling #RealEstateTips #RealEstateLeads #CreativeFinancing #FixAndFlip #BRRRR #RealEstateMindset #InvestingTips #PropertyInvesting #RealEstateBusiness #MotivatedSellers #realestatetraining CHAPTERS:00:00 - Intro01:30 - Virtual Wholesaling Basics06:15 - Finding Profitable Wholesaling Territories09:15 - The FYBF Wholesaling Method14:58 - Support the Show15:06 - Identifying Motivated Sellers19:00 - Chris's Cold Calling Script19:40 - Setting Up for Wholesaling Success20:55 - Opening the Call Effectively24:34 - Locating Essential Paperwork27:24 - Next Steps After Contracting Property28:34 - Marketing Your Property for Sale32:00 - Post-Sale Process for Properties33:27 - Understanding Virtual Wholesaling33:40 - Vetting Buyers for Wholesaling37:04 - Key Takeaways and Missed Points39:22 - Rapid Fire QuestionsRealDealCrew.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 MusicFacebookTwitterInstagramSUPPORT THE SHOW!If you are new to Wealthfront, and open a Cash Account, you'll get a 0.50% APY boost for 3 months.Open an Automated...