Real Estate Investing with RealDealCrew

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

Real Estate Investing with RealDealCrew is a podcast featuring interviews with experienced real estate investors, wholesalers, flippers, landlords, and operators actively closing deals. Each episode breaks down: • Real estate investing strategies • Deal sourcing and wholesaling tactics • Fix and flip systems • Rental property scaling • AI and automation tools for investors • Deal operations and lead management Hosted by Jack Hoss, a real estate investor and founder of RealDealCrew, the show focuses on practical execution — not theory. Whether you're wholesaling houses, flipping properties, building a rental portfolio, or scaling a real estate investing business, this podcast delivers real-world lessons from operators actively doing deals. Follow the show to get weekly insights on real estate investing strategies, deal flow systems, and operational growth.

  1. 12h ago

    Cost Segregation on Single Family Rentals w/ Joe Viery

    Cost segregation is not just for big buildings. Joe Viery on what a single family study really costs. Joe Viery has been running cost segregation studies since 2007 and founded US Tax Advisors Group in 2016. He has completed studies in all 50 states, and his argument in this conversation is direct: the strategy investors assume is reserved for downtown office towers now works on a fourplex or a single family rental, and most owners have never heard of it because their accountant doesn't know it is available at that price point. Joe walks through what a study on a single family home actually costs, the 10x rule he uses to tell people when not to hire him, how far back you can reach on a property you already own, and what separates an engineer-based study from the DIY software versions that put the burden of the numbers on you. He also covers the passive versus active distinction and the $25,000 loss cap that can undo the whole benefit for a passive investor. Key takeaways: A single family study runs about $1,000 or less, and Joe will tell you not to do it if he cannot save you ten times the feeYou can reach back roughly 15 years from the date you acquired the property, not the date it was builtDIY cost seg software makes you supply the quantities, and Joe calls that an open invitation to an auditState conformity varies: California does not allow cost segregation against state tax, Arizona does179D and 45L came off the table as of June 30, so energy retrofit incentives are no longer in playPassive investors cap out at $25,000 in usable losses, which can blow up an otherwise strong study About the guest: Joe Viery is the founder of US Tax Advisors Group (USTAGI), a cost segregation firm serving investors from single family rentals to multi-million dollar commercial properties. He is not an accountant and does not provide tax or legal advice. His studies go to your accountant, who applies the results. Links: Free benefit estimate from Joe's team: https://ustagi.com Build systems for your investing business: https://realdealcrew.com #CostSegregation #RealEstateInvesting #RentalProperty #BonusDepreciation #RealEstateTaxes #TaxStrategy #SingleFamilyRental #PassiveIncome #RealDealChat #DepreciationDeduction #SmallMultifamily #LandlordTips Work With RealDealCrew If you’re already closing deals but your intake, follow-up, or visibility feels inconsistent, here are two ways to go deeper: Take the Deal Intake Assessment See how resilient your current operation actually is. → https://assessment.realdealcrew.com Book a Fit Call If you want to explore what a fully system-driven deal flow looks like, let’s talk. → https://realdealcrew.com/book LIKE • SHARE • JOIN • REVIEW WebsiteApple PodcastsYouTubeYouTube MusicSpotifyAmazon MusicFacebookTwitterInstagram

    Cost Segregation on Single Family Rentals w/ Joe Viery

  2. 2d ago

    Will AI Replace Real Estate Agents? with Aprile Osborne

    Aprile Osborne closed 4 deals with buyers she never spoke to until the showing. Her AI did the rest. Will AI replace real estate agents? Aprile Osborne has sold real estate for nearly 25 years, holds Florida's record for the most new construction homes sold in a single year, and says the answer is no, but agents who ignore AI will be replaced by the ones who use it. She shares how her AI assistant nurtured leads for months and booked showings on its own, and why she sees AI as the bait that brings clients to you face to face. In this episode: How AI booked showings and helped close 4 deals before she met the buyersHow she vets new real estate tech, including Go High Level and Lofty CRM, before rolling it outWhy agents who control their commissions can offer better terms to investors buying multiple propertiesThe $99/month tech stack model vs. the roughly $1,500/month agents pay elsewhereIs the market crashing or correcting? Aprile is co-owner of Call It Closed, a 100% commission brokerage in 26 states and six countries, and author of The Market Shift. Links: 🏡 Call It Closed: https://callitclosed.com 📱 Aprile on Instagram: https://www.instagram.com/aprileosborne/ 📘 The Market Shift on Amazon: https://amzn.to/4xTexBh 🔗 Build systems for your investing business: https://realdealcrew.com Work With RealDealCrew If you’re already closing deals but your intake, follow-up, or visibility feels inconsistent, here are two ways to go deeper: Take the Deal Intake Assessment See how resilient your current operation actually is. → https://assessment.realdealcrew.com Book a Fit Call If you want to explore what a fully system-driven deal flow looks like, let’s talk. → https://realdealcrew.com/book LIKE • SHARE • JOIN • REVIEW WebsiteApple PodcastsYouTubeYouTube MusicSpotifyAmazon MusicFacebookTwitterInstagram

    Will AI Replace Real Estate Agents? with Aprile Osborne

  3. 4d ago

    AI for Real Estate Agents: Juan Munoz on Automating a $100M Business

    A NASA engineer turned realtor breaks down the AI stack behind 140 deals and $100M in Denver sales. Juan Munoz spent six and a half years on the International Space Station program at NASA, with stops at Boeing and Sierra Space along the way, before walking away to sell real estate in Denver. More than 140 transactions and $100 million in volume later, he still runs the business like an engineering project: reverse engineer the outcome, automate the repeatable parts, and delegate anything outside the top 20 percent of his value. In this episode he walks through what is actually in production. That includes the lead intake system running behind his ads, the way he builds campaigns with AI, and a funding program that lets his own sellers profit like investors on their own homes. He also gets into the part most people skip, which is what happens to your data once you hand an AI tool access to everything you use. What you'll learn: How the "list assist" program works, where Juan funds the renovation on a seller's home, coordinates the contractors, and aligns everyone's upside on a percentageHis lead intake stack end to end: Meta and Google ads into short and long form intake forms, Zapier into Follow Up Boss, then AI voice and text follow-up with engagement alertsThe dollar-per-hour math that finally got a self-described control freak to hire an assistant and a transaction coordinatorWhat a Denver agent is seeing right now in short sales, pre-foreclosures, and tightening landlord rules in ColoradoWhy prompting and personalization are the real bottleneck, not the tool About the guest: Juan Munoz is a Denver-area realtor and team leader with the Apollo Group at eXp Realty, a roughly 90-person team that ranks number one for large teams within the brokerage. Before real estate he was an engineer on the NASA International Space Station program, Boeing's Dreamliner, and Sierra Space's Dream Chaser. Links: 📲 Follow Juan on Instagram: Juan Munoz Real Estate 🔗 Build systems for your investing business: https://realdealcrew.com #RealEstateInvesting #RealEstateAI #RealDealChat #DenverRealEstate #RealEstateAgent #AIAutomation #ChatGPT #RealEstateTech #LeadGeneration #FixAndFlip #eXpRealty #RealEstateMarketing #PassiveIncome Work With RealDealCrew If you’re already closing deals but your intake, follow-up, or visibility feels inconsistent, here are two ways to go deeper: Take the Deal Intake Assessment See how resilient your current operation actually is. → https://assessment.realdealcrew.com Book a Fit Call If you want to explore what a fully system-driven deal flow looks like, let’s talk. → https://realdealcrew.com/book LIKE • SHARE • JOIN • REVIEW WebsiteApple PodcastsYouTubeYouTube MusicSpotifyAmazon MusicFacebookTwitterInstagram

    AI for Real Estate Agents: Juan Munoz on Automating a $100M Business

  4. Sep 9

    Wes Rowlands: How a $630M Investor Decides Which Goals Matter

    Wes Rowlands manages $630M and says most goals fail before they even start. Here's why. Wes Rowlands grew up broke, raised by a single mom on nine dollars an hour, and now manages over $630 million in assets across three investment firms. In this conversation he breaks down the framework he uses to decide which goals are actually worth pursuing, why he tells people to join five teams instead of hand-picking five mentors, and why real estate, private business, and public companies are the only three asset classes he trusts for the long term. Wes also gets into the $10,000 bet he made with a friend to force himself into entrepreneurship, why he ended his company's work-from-home policy, and the two persuasion levers (urgency and scarcity) he says instantly improve any pitch when used honestly. If you've ever set a goal you knew deep down you weren't going to hit, this episode explains why, and what to do instead. Key topics: The zero-to-ten test for knowing if a goal is real or just a wishHow "team gravity" builds accountability that willpower can'tWhy real estate, private business, and public companies made his top-3 list after 20 years managing moneyThe mindset shift from a caddying job that shaped how he thinks about earningWhy sales, not passive income, is the real path to financial independence About Wes Rowlands: Wes Rowlands is a wealth management partner overseeing more than $630 million in assets across private business, public companies, and real estate, and a competitive men's physique bodybuilder. Links: Follow Wes on Instagram: https://www.instagram.com/wes.rowlands/ 🔗 Build systems for your investing business: https://realdealcrew.com #RealEstateInvesting #WealthManagement #GoalSetting #Entrepreneurship #PassiveIncome #RealDealChat #BusinessGrowth #Mindset #Sales #TeamCulture #FinancialFreedom #InvestingTips #WallStreet #SmallBusiness Work With RealDealCrew If you’re already closing deals but your intake, follow-up, or visibility feels inconsistent, here are two ways to go deeper: Take the Deal Intake Assessment See how resilient your current operation actually is. → https://assessment.realdealcrew.com Book a Fit Call If you want to explore what a fully system-driven deal flow looks like, let’s talk. → https://realdealcrew.com/book LIKE • SHARE • JOIN • REVIEW WebsiteApple PodcastsYouTubeYouTube MusicSpotifyAmazon MusicFacebookTwitterInstagram

    Wes Rowlands: How a $630M Investor Decides Which Goals Matter

  5. Sep 7

    How an AI Real Estate Brokerage Landed $50M in Week One w/ Jon Berryhill

    A real estate broker built a brokerage with zero agents, powered entirely by AI, in one week. Jon Berryhill is a former Army infantry sergeant and law enforcement officer who became a five-company entrepreneur and now runs a land and residential real estate operation with 52 agents. In this episode, Jon breaks down the AI-powered brokerage he just launched with zero human agents, which pulled in $50 million in potential listings in its first week. He also gets into the 30/60/90 day planning system he uses instead of long-term goals, the consistency framework behind his Agent Blueprint playbook, and how he thinks AI will make human-to-human connection more valuable, not less, in real estate. Key topics: How Jon built an AI-run real estate brokerage with no human agentsWhy he uses 30, 60, 90 day goals instead of five-year plansThe consistency habits behind his Agent Blueprint playbookGetting his real estate license at 43 after 18 years running other businessesWhy he believes AI strengthens human connection instead of replacing it Guest bio: Jon Berryhill is a real estate broker and entrepreneur running multiple companies, including a 52-agent land and residential brokerage and a newly launched AI-powered brokerage. Learn more at johnberryhill.com. Links: Learn more about Jon: https://johnberryhill.com🔗 Build systems for your investing business: https://realdealcrew.com #RealEstateInvesting #RealEstateAI #LandInvesting #RealEstateBrokerage #AIinRealEstate #RealDealChat #RealEstateAgent #PropTech #RealEstateLeads #Entrepreneurship #WarriorToWealth #RealEstateTech #PassiveIncome Work With RealDealCrew If you’re already closing deals but your intake, follow-up, or visibility feels inconsistent, here are two ways to go deeper: Take the Deal Intake Assessment See how resilient your current operation actually is. → https://assessment.realdealcrew.com Book a Fit Call If you want to explore what a fully system-driven deal flow looks like, let’s talk. → https://realdealcrew.com/book LIKE • SHARE • JOIN • REVIEW WebsiteApple PodcastsYouTubeYouTube MusicSpotifyAmazon MusicFacebookTwitterInstagram

    How an AI Real Estate Brokerage Landed $50M in Week One w/ Jon Berryhill

  6. Sep 5

    Senior Housing at $40K a Room with Rod Khleif

    Rod Khleif is buying assisted living buildings at $40,000 a room. Replacement cost is $250,000. Rod Khleif lost $50 million in 2008 when a cross-collateralized package of 800 houses pulled his multifamily portfolio down with it. He rebuilt. His students now collectively own more than 305,000 units. In this conversation Rod walks through what he is buying right now, and the math is hard to believe until he shows it. He has two assisted living memory care facilities closed and five more under contract across San Antonio, Houston, and Dallas, at $40,000 per unit. Replacement cost on those same rooms runs $250,000 to $350,000. He calls it the best deal of his career, and he had to soften the occupancy assumptions on the proforma because the real numbers looked unbelievable. He also lays out why multifamily is in a tailspin, with roughly $1 trillion in debt coming due, sales down about 90 percent, and refinancing nearly impossible under current debt service coverage requirements. His read on it is straight Buffett: be greedy when others are fearful. In this episode: Why Rod walked away from senior housing in 2008 and came back to it nowThe silver tsunami math: 8,000 to 10,000 people a day turning 80, with only about 4% of needed beds getting builtHow he vets a senior housing operator, and the last-minute red flag that ended a dealWhy five units and up beats a fourplex, because value runs on net income instead of comparable salesA 296-unit property where a $25 parking spot created a $750,000 increase in value About Rod Khleif: Rod has owned and managed more than 2,000 homes and multiple apartment complexes, built 30 businesses, and hosts one of the largest commercial real estate podcasts in the world. He spent 26 years around Tony Robbins, eight of them on his team, and his Warrior coaching program is built around the same recovery methodology he used after 2008. Links: 🔗 Rod's free books, goal setting workshop, podcast, and $25 two-day bootcamp: https://rodslinks.com 📲 Text LINKS to 72345 📲 Accredited investors, text PARTNER to 72345 🔗 Build systems for your investing business: https://realdealcrew.com #RealEstateInvesting #SeniorHousing #AssistedLiving #Multifamily #CommercialRealEstate #ValueAdd #RodKhleif #RealDealChat #PassiveIncome #DistressedAssets #ApartmentInvesting #SyndicationDeals #SilverTsunami #CapRate Work With RealDealCrew If you’re already closing deals but your intake, follow-up, or visibility feels inconsistent, here are two ways to go deeper: Take the Deal Intake Assessment See how resilient your current operation actually is. → https://assessment.realdealcrew.com Book a Fit Call If you want to explore what a fully system-driven deal flow looks like, let’s talk. → https://realdealcrew.com/book LIKE • SHARE • JOIN • REVIEW WebsiteApple PodcastsYouTubeYouTube MusicSpotifyAmazon MusicFacebookTwitterInstagram

    Senior Housing at $40K a Room with Rod Khleif

  7. Sep 3

    Retirement Planning for Business Owners w/ Amelia Misenheimer

    Your business is not your retirement plan. Amelia Misenheimer on what to build instead. Most businesses close, they don't sell. That's a hard thing to hear if you've spent a decade pouring every spare dollar back into the company and calling it a retirement strategy. Amelia Misenheimer comes from three generations of real estate, starting with a grandfather who was a dry land farmer in New Mexico and ended up holding tens of thousands of acres. She built her own rental portfolio, ran a property management company with over 450 properties, and bought investment property in England while living there as a military spouse. Today she works one on one with business owners and investors on the part almost nobody covers: the whole financial picture, not just the slice a financial advisor gets paid to manage. This conversation gets pointed fast. Amelia explains why advisors only count assets under management and ignore the real estate you already own, how fees of one to three percent drain accounts most people never open, and how one client is on track to save over $600,000 across 13 years simply by managing her own funds. Then she cuts through the creative financing hype: sub-to, wraparound contracts, and seller notes are not new, and most of those deals die because nobody ever asked the seller what they actually want. In this episode: Why your business revenue never reaches your kids, but your personal assets doThe hidden advisor fees you never write a check forThe client on track to save over $600,000 managing her own accountsCreative financing decoded, and how to pitch owner financing so the seller says yes1031 exchanges, capital gains, and the step-up in basis nobody explainsHow to tell a proactive accountant from a bean counter, and why October is the month that matters About Amelia Misenheimer Amelia is a licensed New Mexico realtor, real estate investor, and former property management company owner who now consults one on one with business owners and individuals on building wealth across real estate, retirement accounts, and everything in between. Connect with Amelia Misenheimer: 🔗 LinkedIn: https://www.linkedin.com/in/amelia-misenheimer/ 🔗 Substack: https://ameliamisenheimer.substack.com/ Work With RealDealCrew If you’re already closing deals but your intake, follow-up, or visibility feels inconsistent, here are two ways to go deeper: Take the Deal Intake Assessment See how resilient your current operation actually is. → https://assessment.realdealcrew.com Book a Fit Call If you want to explore what a fully system-driven deal flow looks like, let’s talk. → https://realdealcrew.com/book LIKE • SHARE • JOIN • REVIEW WebsiteApple PodcastsYouTubeYouTube MusicSpotifyAmazon MusicFacebookTwitterInstagram

    Retirement Planning for Business Owners w/ Amelia Misenheimer

  8. Sep 1

    Why 100% Funded Deals Are Risky w/ Private Lender Jeff Cichocki

    A private lender who's closed 2,000+ deals explains why 100% funded deals are the riskiest move. Jeff Cichocki has closed over 2,000 real estate deals as a private lender and coach, and he's spent years watching guru culture push investors toward 100% funded, no money down deals. In this episode, he explains why that's backwards, why having skin in the game is what actually builds trust with a lender, and how a lack of it is quietly draining private lenders across the country right now. Jeff also walks through a real cost comparison between hard money and private capital, breaks down a creative deal structure that erased a $32,000 lien without paying it off, and flags the mortgage fraud red flag most investors don't realize they're committing. He closes with the reading and productivity habits, including his one-two-three method, that keep his team focused. Key topics: Why private lenders are losing money right now, and what's driving itThe real cost comparison between hard money and private capitalWhy sub-2, seller finance, and lease options aren't "creative finance"The mortgage fraud red flag most investors don't see comingThe one-two-three method for staying focused and getting more done Guest bio: Jeff Cichocki has closed over 2,000 real estate transactions as a private lender and coach, working both sides of the table as an investor and a funder. Links: Looking for funding on your next deal? bestreifunding.comWant to learn how to become a funder? myreicoach.com/trial (first month for a dollar)🔗 Build systems for your investing business: https://realdealcrew.com #RealEstateInvesting #PrivateLending #HardMoneyLending #RealDealChat #NoMoneyDown #RealEstateFinance #PrivateMoney #CreativeFinance #RealEstateTips #InvestorMindset #MortgageFraud #RealEstateLending #DealStructuring #RealEstateCoaching #Wholesaling Work With RealDealCrew If you’re already closing deals but your intake, follow-up, or visibility feels inconsistent, here are two ways to go deeper: Take the Deal Intake Assessment See how resilient your current operation actually is. → https://assessment.realdealcrew.com Book a Fit Call If you want to explore what a fully system-driven deal flow looks like, let’s talk. → https://realdealcrew.com/book LIKE • SHARE • JOIN • REVIEW WebsiteApple PodcastsYouTubeYouTube MusicSpotifyAmazon MusicFacebookTwitterInstagram

    Why 100% Funded Deals Are Risky w/ Private Lender Jeff Cichocki
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About

Real Estate Investing with RealDealCrew is a podcast featuring interviews with experienced real estate investors, wholesalers, flippers, landlords, and operators actively closing deals. Each episode breaks down: • Real estate investing strategies • Deal sourcing and wholesaling tactics • Fix and flip systems • Rental property scaling • AI and automation tools for investors • Deal operations and lead management Hosted by Jack Hoss, a real estate investor and founder of RealDealCrew, the show focuses on practical execution — not theory. Whether you're wholesaling houses, flipping properties, building a rental portfolio, or scaling a real estate investing business, this podcast delivers real-world lessons from operators actively doing deals. Follow the show to get weekly insights on real estate investing strategies, deal flow systems, and operational growth.

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