Podcast
Real Estate Investing with RealDealCrew
Hosted by RealDealCrew / Jack Hoss · EN
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.
101episodes
Episodes
Newest firstAll episodes
The $1M Insurance Mistake Real Estate Investors Miss w/ Kristen Nunnery
5d ago00:40:34Tap to summarizeOne buried line in a certificate of insurance turned two claims into million dollar problems.Kristen Nunnery has spent sixteen years in insurance, risk management, and compliance, and she's the founder of Illumend AI, a platform built to catch hidden risk in third party insurance before it becomes a lawsuit. Most real estate investors and property managers assume that if a vendor or tenant is "licensed and insured," they're covered if something goes wrong. Kristen breaks down why that assumption is often false, walking through a real client story where two separate claims each topped a million dollars because of language buried in a certificate of insurance. She also explains why risk has historically acted as the brake pedal on real estate operations, and how AI is starting to flip that, turning a slow manual process into something that actually speeds deals up instead of stalling them. If you manage property or work with contractors, vendors, or tenants, this conversation will change how you look at the paperwork you've been treating as a formality.Key topics:Why "licensed and insured" doesn't mean what most property managers thinkThe additional insured endorsement, and how it quietly caused two million dollar claimsWhy real estate and insurance lag behind other industries on adopting new techHow AI is turning insurance compliance from a bottleneck into a competitive edgeBalancing AI automation with real accountability in a regulated industryGuest bio:Kristen Nunnery is the founder of Illumend AI, a native AI platform built to simplify insurance compliance for real estate owners, operators, and property managers. She has sixteen years of experience in insurance, risk management, and compliance.Links:Learn more about Kristen's work at illumend.aiWork With RealDealCrewIf 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 AssessmentSee how resilient your current operation actually is.→ https://assessment.realdealcrew.comBook a Fit CallIf you want to explore what a fully system-driven deal flow looks like, let’s talk.→ https://realdealcrew.com/bookLIKE • SHARE • JOIN • REVIEWWebsiteApple PodcastsYouTubeYouTube MusicSpotifyAmazon MusicFacebookTwitterInstagram
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Manufactured Housing Investing w/ Nathan Jameson of Arx Capital
1w ago00:38:34Tap to summarizeNathan Jameson explains why manufactured housing is America's most under-built asset class.Jack sits down with Nathan Jameson, founder of Arx Capital, to unpack why manufactured housing, RV parks, and self storage have become some of the most durable, under-built asset classes in real estate, even as the residents who need this housing most often get the worst financing available to them.Nathan explains how Arx buys existing mobile home communities, removes obsolete homes, brings in new ones, and repositions neglected properties for the long term. He also breaks down the operational mistakes he sees institutional buyers make again and again when they underestimate what it actually takes to fill a lot and sell a home, and why a mom and pop owner keeping rent too low can slowly bleed their own community into disrepair.Along the way, Nathan shares how adopting EOS (the Entrepreneurial Operating System) helped him step out of day to day operations, and tells the story of turning a Pittsburgh property with 35 abandoned homes into an institutional-grade community.Key topics:Why manufactured housing is one of the least subsidized, most under-built affordable housing categories in the countryHow a borrower with a 750 credit score still ends up paying 9 to 10% on a manufactured home loanThe operational mistakes institutional buyers make when they don't understand how to fill and sell manufactured homesWhy rent set too low can quietly destroy a mom and pop community over timeHow EOS helped Nathan remove himself as the bottleneck in his own businessGuest bio:Nathan Jameson is the founder of Arx Capital, where he and his team manage close to $200 million in assets across manufactured housing, RV parks, and self storage in the Northeast, Mid-Atlantic, and now the Midwest.Links:🔗 Build systems for your investing business: https://realdealcrew.comLearn more about Nathan and Arx Capital: arxventures.com#RealEstateInvesting #ManufacturedHousing #MobileHomeParks #AffordableHousing #RealDealChat #PassiveIncome #RealEstateSyndication #ValueAddRealEstate #AlternativeInvesting #RealEstateEducation #WealthBuilding #RVParks #SelfStorage #HousingCrisisWork With RealDealCrewIf 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 AssessmentSee how resilient your current operation actually is.→ https://assessment.realdealcrew.comBook a Fit CallIf you want to explore what a fully system-driven deal flow looks like, let’s talk.→ https://realdealcrew.com/bookLIKE • SHARE • JOIN • REVIEWWebsiteApple PodcastsYouTubeYouTube MusicSpotifyAmazon MusicFacebookTwitterInstagram
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Why Most Investors Stall at $5K w/ Sean Tepper (Tykr)
1w ago00:45:06Tap to summarizeTykr founder Sean Tepper on why most investor accounts stall at $5K, and the system that gets people past it.Sean Tepper is the founder of Tykr, a tool that turns stock picking into a simple green, gray, or red signal. Jack and Sean dig into why the average brokerage account sits around $5,000 while the average Tykr account is over $120,000, and why Sean is convinced the real gap is confidence, not intelligence or luck. They also cover the 4M framework for evaluating a stock, how Tykr avoided the GameStop and AMC meme stock traps, and what it actually took to turn a personal Excel spreadsheet into a real SaaS company with paying customers.Key topics:The traffic light system that removes guesswork from picking a stockThe 4M framework: math, meaning, moat, and managementWhy confidence, not returns, is the real driver of investor behaviorThe free equation you can run in Excel without any tool at allWhat broke first when a personal spreadsheet became a companyAbout Sean Tepper:Sean is the founder of Tykr, a stock analysis platform built on a simple scoring system that helps everyday investors decide when a stock is on sale, fairly priced, or overpriced. He's been investing since 2010 and built Tykr's underlying framework by testing it with his own money for years before turning it into software.Links:🔗 Learn more about Tykr: https://tykr.comWork With RealDealCrewIf 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 AssessmentSee how resilient your current operation actually is.→ https://assessment.realdealcrew.comBook a Fit CallIf you want to explore what a fully system-driven deal flow looks like, let’s talk.→ https://realdealcrew.com/bookLIKE • SHARE • JOIN • REVIEWWebsiteApple PodcastsYouTubeYouTube MusicSpotifyAmazon MusicFacebookTwitterInstagram
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Self Storage Investing at Scale w/ Ryan Gibson of Spartan Investment Group
2w ago00:30:32Tap to summarizeA storage unit rent hike turned airline pilot Ryan Gibson into a 90-property self storage operator.Ryan Gibson spent 20 years flying for the airlines before a frustrating experience as a storage unit renter sent him down a different path. Today he co-runs Spartan Investment Group, a 90-property, 7.5 million square foot self storage portfolio spread across 15 states, making it the 29th largest operator in the country. In this conversation, Ryan and Jack dig into why storage demand holds up in good times and bad, why Ryan refuses to leverage past 55% on a deal even when the market rewards more aggressive operators, and the due diligence and hiring systems that let a former pilot scale a 200-person company.Key topics:The rent hike that pushed Ryan into self storage investingThe four Ds that make storage demand recession resistantWhy he caps leverage at 50-55% instead of chasing "no money down" dealsThe 700-point due diligence checklist his team runs on every propertyHiring advice: why he'd never hire another entrepreneurUsing AI to automate investor reporting across 55+ assetsGuest bio:Ryan Gibson is a co-founder at Spartan Investment Group and host of the Passive Income Pilots podcast, where he helps fellow airline pilots learn passive real estate investing.Links:Free training and resources: spartan-investor.comWork With RealDealCrewIf 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 AssessmentSee how resilient your current operation actually is.→ https://assessment.realdealcrew.comBook a Fit CallIf you want to explore what a fully system-driven deal flow looks like, let’s talk.→ https://realdealcrew.com/bookLIKE • SHARE • JOIN • REVIEWWebsiteApple PodcastsYouTubeYouTube MusicSpotifyAmazon MusicFacebookTwitterInstagram
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How to Buy Real Estate Big Funds Won't Touch w/ Nasir Ali
2w ago00:43:33Tap to summarizeA 45-year mobile home park operator on why institutional funds won't touch his deal size, and why that's the edge.Summary:Ali Vahdat is an eighth-generation commercial real estate operator who has spent over 45 years buying, operating, and now exiting mobile home parks and manufactured housing communities, almost entirely across California. In this conversation, Ali explains the exact deal size where institutional capital stops looking and smaller operators can't scale, why the old rule that you have to start in residential before commercial doesn't hold up, and how a vertically integrated dealer arm turns vacant lots into a second profit center. He also walks through a live case study, a distressed 30-unit acquisition in Northern California, and a resident-ownership exit strategy he's testing that sells the land under the homes, not just the homes themselves.Key topics:Why big funds ignore the $5M to $25M deal range and how that becomes an advantageThe myth that you must start in residential before moving to commercialHow a vertically integrated dealer arm creates a second profit centerA live case study on a distressed 30-unit acquisition and its exit planThe "smell test" most operators skip before buyingWhy buying right, not selling right, decides 90 percent of the outcomeAbout the guest:Ali Vahdat is an eighth-generation commercial real estate operator with over 45 years of experience in mobile home parks and manufactured housing communities, currently running a fund through Rise360 Ventures.Links:🔗 Learn more about Ali's team: https://rise360ventures.com🔗 Build systems for your investing business: https://realdealcrew.comWork With RealDealCrewIf 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 AssessmentSee how resilient your current operation actually is.→ https://assessment.realdealcrew.comBook a Fit CallIf you want to explore what a fully system-driven deal flow looks like, let’s talk.→ https://realdealcrew.com/bookLIKE • SHARE • JOIN • REVIEWWebsiteApple PodcastsYouTubeYouTube MusicSpotifyAmazon MusicFacebookTwitterInstagram
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How Investors Qualify for Loans Without Tax Returns w/ Dante Royster
2w ago00:31:04Tap to summarizeA 20-year mortgage lender explains how investors can qualify for loans using rental income alone, no tax returns required.Dante Royster has spent over two decades in mortgage lending, the last several years focused specifically on real estate investors. In this episode, he breaks down what changed in lending after interest rates doubled in late 2022, why roughly one in four transactions today are investor deals, and how DSCR loans let investors qualify off rental income alone. He also shares the honest answer to what lie most investors tell themselves about having a real strategy.Key topics:How DSCR loans qualify investors off rental income, no tax returns or pay stubsWhy the Q4 2022 rate doubling permanently reshaped investor financingWhy one in four real estate transactions are now investorsHow Dante uses AI tools like Claude to move faster in his own businessThe lie most investors tell themselves about having a strategyGuest bio:Dante Royster is a mortgage lending veteran of over 20 years, now focused on real estate investor financing. He is the author of Ultimate Mortgage Guide and runs the YouTube channel Epic Spotlight.Links:🔗 Build systems for your investing business: https://realdealcrew.com📘 Ultimate Mortgage Guide, available on Amazon📺 Epic Spotlight on YouTube#RealEstateInvesting #DSCRLoan #RealEstateFinancing #MortgageLending #InvestmentProperty #RealDealChat #RealEstateInvestor #PassiveIncome #RentalProperty #RealEstateTipsWork With RealDealCrewIf 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 AssessmentSee how resilient your current operation actually is.→ https://assessment.realdealcrew.comBook a Fit CallIf you want to explore what a fully system-driven deal flow looks like, let’s talk.→ https://realdealcrew.com/bookLIKE • SHARE • JOIN • REVIEWWebsiteApple PodcastsYouTubeYouTube MusicSpotifyAmazon MusicFacebookTwitterInstagram
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The Upper Limit Problem in Real Estate Investing w/ Paul Salter
2w ago00:33:13Tap to summarizeWhy do successful investors stall right before their next level? A hypnotherapist explains the psychology.High performance hypnotherapist Paul Salter joins Jack Hoss to break down why so many driven investors hit an invisible ceiling right as they're about to reach the next level, and why it has nothing to do with strategy. Paul spent 17 years coaching Olympic athletes, weight loss clients, and now high-performing entrepreneurs and investors, using hypnosis to uncover the beliefs quietly running the show underneath ambition and hustle.They cover the upper limit problem, why tying your identity to your deal count backfires, and a simple daily practice that makes the next level of success feel safe instead of threatening. Paul also shares a real case study of an investor with a $50 million portfolio who was still deeply unhappy, and what it actually took to change that.Key topics:The upper limit problem and why your subconscious pulls you back to what's familiarWhy your self-worth gets tied to deals closed or dollars earned, and how that sabotages growthA daily practice that raises your psychological floorWhy growth sometimes costs you relationships, and how to know when to let one goA case study on the investor who had $50 million and still felt emptyAbout Paul Salter:Paul is a high performance hypnotherapist and mindset coach who works with CEOs, executives, and investors stuck in patterns of self-sabotage. He hosts The Unstuck High Performer podcast.Links:🔗 Build systems for your investing business: https://realdealcrew.com🎙️ The Unstuck High Performer podcast: available on Apple, Spotify, and all major platformsWork With RealDealCrewIf 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 AssessmentSee how resilient your current operation actually is.→ https://assessment.realdealcrew.comBook a Fit CallIf you want to explore what a fully system-driven deal flow looks like, let’s talk.→ https://realdealcrew.com/bookLIKE • SHARE • JOIN • REVIEWWebsiteApple PodcastsYouTubeYouTube MusicSpotifyAmazon MusicFacebookTwitterInstagram
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Investing In Senior Living For $10 A Share w/ David Bacon
3w ago00:27:24Tap to summarizeHalf of senior living inventory is obsolete. David Bacon shows how to invest in fixing that for $10.Jack Hoss talks with David Bacon of Worthy Wealth about a real estate niche most investors overlook, senior living. Ten thousand baby boomers turn 65 every single day, senior living centers are already sitting at 90% occupancy, and nearly half the existing inventory is functionally obsolete. David explains how Worthy Wealth buys underperforming senior living centers at a discount, modernizes them, and targets a 15% annualized return through a platform where shares start at $10 with no accreditation required. He also breaks down Worthy Wealth Housing Bonds, a second product targeting 9 to 10% yield by funding the land work behind the country's 6.5 million home starter shortage.Key topics:The senior living supply and demand crunch, and why it's not slowing downWhy banks won't finance the "dirt work" new construction needsThe buy, modernize, resell model and its 15% return targetHow the $10 share, zero fee platform compares to RobinhoodHousing Bonds and the 6.5 million home shortage they're targetingAbout David Bacon: David is with Worthy Wealth, a digital investing platform built to make alternative real estate investments, senior living and housing bonds among them, accessible to non-accredited investors starting at $10 a share.Links:🔗 Learn more about Worthy Wealth: worthywealth.comWork With RealDealCrewIf 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 AssessmentSee how resilient your current operation actually is.→ https://assessment.realdealcrew.comBook a Fit CallIf you want to explore what a fully system-driven deal flow looks like, let’s talk.→ https://realdealcrew.com/bookLIKE • SHARE • JOIN • REVIEWWebsiteApple PodcastsYouTubeYouTube MusicSpotifyAmazon MusicFacebookTwitterInstagram
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How To Build Manufactured Homes For Profit w/ Robert Howell
3w ago00:30:53Tap to summarizeRobert Howell turns $20K land deals into new manufactured homes for first-time buyers.Robert Howell runs a land home package business, buying raw land and putting brand new manufactured homes on it, structured to qualify for conventional HUD, VA, or USDA financing. He started with a $10,000 house in Memphis and no real estate background, and has grown to 50 deals last year with 100 planned this year. In this conversation, Robert breaks down how the land home model works, why he holds mobile home parks separately for long term, tax advantaged income through cost segregation, and how he thinks about profit and mission as the same goal rather than a trade-off.How land home packages generate $30K to $50K profit per dealHow mobile home parks and cost segregation build passive, tax sheltered incomeHow land pricing works in the $20K to $40K range, and what changes itThe two step process to find your first deal this weekWhy Robert believes profit and mission aren't in conflictGuest bio: Robert Howell is the founder of Howell and Sons and the Land Home League, focused on scaling affordable manufactured housing across the Carolinas, Georgia, and Tennessee.Links:Learn more about Robert's work at howellandsons.com#RealEstateInvesting #ManufacturedHousing #MobileHomeParks #AffordableHousing #LandInvesting #CostSegregation #PassiveIncome #RealDealChat #HUDFinancing #RealEstateInvestor #TaxStrategy #FirstTimeHomeownerWork With RealDealCrewIf 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 AssessmentSee how resilient your current operation actually is.→ https://assessment.realdealcrew.comBook a Fit CallIf you want to explore what a fully system-driven deal flow looks like, let’s talk.→ https://realdealcrew.com/bookLIKE • SHARE • JOIN • REVIEWWebsiteApple PodcastsYouTubeYouTube MusicSpotifyAmazon MusicFacebookTwitterInstagram
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Why Your Lender Is Competing With ChatGPT w/ Aaron Marsh
3w ago00:40:20Tap to summarizePrivate lender Aaron Marsh on why clients now bring ChatGPT quotes to the table, and why that backfires.Aaron Marsh runs a boutique private lending shop built for real estate investors that traditional banks can't or won't underwrite, from high-leverage beach properties to first-time buyers who got turned away everywhere else. In this episode, Aaron breaks down the new obstacle showing up in nearly every deal: clients running his loan terms through ChatGPT and coming back asking for the "better deal" the bot promised. He also covers the real down payment math on DSCR loans, what documents to have ready before you talk to any lender, where mortgage rates are realistically headed, and the AI tool quietly generating new leads for his team every night.Key topics:Why a 15% down DSCR pitch usually costs more than it looksThe down payment sweet spot between 20% and 25% for the best rateDocuments to have ready before approaching a lenderQuestions to ask a lender to know if they're a good fitWhere mortgage rates are realistically headed through 2027 and 2028Guest bio:Aaron Marsh is a private lender serving real estate investors across Texas, Alabama, and Florida, with commercial and investment lending in over 35 states. Learn more and grab his investor playbook at marshlending.com.Links:🔗 marshlending.com (investor playbook)Work With RealDealCrewIf 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 AssessmentSee how resilient your current operation actually is.→ https://assessment.realdealcrew.comBook a Fit CallIf you want to explore what a fully system-driven deal flow looks like, let’s talk.→ https://realdealcrew.com/bookLIKE • SHARE • JOIN • REVIEWWebsiteApple PodcastsYouTubeYouTube MusicSpotifyAmazon MusicFacebookTwitterInstagram
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