Real Estate Investing with RealDealCrew

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.

Real Estate Investing with RealDealCrew is a business podcast hosted by Unknown Host, with 300 episodes on record and a Required Pod Score of 80. PitchCentric scores this show on Booking Probability, Listen Score, and live audience signals refreshed every 24 hours.

Unknown Host hosts Real Estate Investing with RealDealCrew, a business show with 300 episodes published.

Our AI reads these to draft pitches. Use them as grounding for a pitch that cites a real guest and a specific topic.

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  Episode #914

  AI for Small Business Owners: 20 Hours a Week of Testing w/ Brent Stewart

  Sep 19, 202636 min

  Brent Stewart spent 20 hours a week for four months testing AI, and says refusing to use it is the real liability. Brent Stewart has practiced law for 30 years in Rock Hill, South Carolina, fighting insurance companies as a trial lawyer. He also owns the office buildings his own firm rents. Over the last four months he set aside 20 hours a week to work through every legal AI system he could find, and he came out of it with a position most people do not expect from an attorney: the people refusing to learn these tools are the ones creating exposure, for their clients and for their employer. This conversation gets into what he actually built, what it cost him, and what he got wrong first. He walks through why his AI is walled off from the open internet, the vendor contract structure he now insists on, and the mistake that cost him thousands of dollars before it taught him anything useful. On the real estate side, Brent bought his office buildings through a separate entity that rents to the law firm, then restructured ownership so his wife qualifies as active manager. That change let him run the losses against his law firm income instead of depreciating remodels slowly over time. What you will learn: Why he keeps his AI in-house and never lets it pull case law off the open internet The AI vendor contract he recommends: lock the price for three years, keep a one-year out How a 10 percent ownership change and active manager status unlocked accelerated depreciation Why he tells his AI to argue with him instead of agreeing with him How he can now spot which opposing counsel are using AI, just from how fast discovery comes back About the guest: Brent Stewart is the founder of Stewart Law Offices, a personal injury and workers' compensation firm he started in 1995 after running a market study to pick his location. He graduated law school in 1989 and still keeps every deadline in a paper calendar. Links: Brent Stewart: https://StewartLawOffices.net 866-STEWART Build systems for your investing business: https://realdealcrew.com #RealEstateInvesting #AIForBusiness #LegalTech #AIAutomation #RealDealChat #CommercialRealEstate #AcceleratedDepreciation #BusinessSystems #RealEstateTax #SmallBusinessOwner #AITools #LawFirmManagement #Entrepreneurship 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 Website Apple Podcasts YouTube YouTube Music Spotify Amazon Music Facebook Twitter Instagram

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  Episode #913

  Cost Segregation on Single Family Rentals w/ Joe Viery

  Sep 17, 202634 min

  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 fee You can reach back roughly 15 years from the date you acquired the property, not the date it was built DIY cost seg software makes you supply the quantities, and Joe calls that an open invitation to an audit State conformity varies: California does not allow cost segregation against state tax, Arizona does 179D and 45L came off the table as of June 30, so energy retrofit incentives are no longer in play Passive 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 Website Apple Podcasts YouTube YouTube Music Spotify Amazon Music Facebook Twitter Instagram

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  Episode #912

  Will AI Replace Real Estate Agents? with Aprile Osborne

  Sep 15, 202634 min

  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 buyers How she vets new real estate tech, including Go High Level and Lofty CRM, before rolling it out Why agents who control their commissions can offer better terms to investors buying multiple properties The $99/month tech stack model vs. the roughly $1,500/month agents pay elsewhere Is 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 Website Apple Podcasts YouTube YouTube Music Spotify Amazon Music Facebook Twitter Instagram

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  Episode #911

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

  Sep 13, 202632 min

  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 percentage His 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 alerts The dollar-per-hour math that finally got a self-described control freak to hire an assistant and a transaction coordinator What a Denver agent is seeing right now in short sales, pre-foreclosures, and tightening landlord rules in Colorado Why 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 Website Apple Podcasts YouTube YouTube Music Spotify Amazon Music Facebook Twitter Instagram

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  Episode #910

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

  Sep 9, 202642 min

  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 wish How "team gravity" builds accountability that willpower can't Why real estate, private business, and public companies made his top-3 list after 20 years managing money The mindset shift from a caddying job that shaped how he thinks about earning Why 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 Website Apple Podcasts YouTube YouTube Music Spotify Amazon Music Facebook Twitter Instagram

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