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...
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The Real Estate Loophole That Hides Deal Killers w/ Jeff Emalaba
<p>Sellers can legally hide foundation cracks and structural damage. Here's how to catch it first.</p><p>Jeff Emalaba is the founder of InvestFusion and a 20+ year real estate investor and licensed agent in North Carolina. After losing $11,175 on a duplex with hidden foundation and structural issues, he built an AI-powered platform that pulls appraisal reports, inspection history, and government data most tools can't touch, then scores any property go or no go in under 60 seconds.</p><p>In this episode, Jeff breaks down the "no representation" loophole, the legal mechanism that lets sellers withhold known defects from buyer...
Senior Housing's 500,000-Unit Shortfall w/ Jerry Vinci
<p>Senior housing is 500,000 units short of demand by 2030, and most investors don't see it coming.</p><p>Jerry Vinci has spent twenty years in senior living sales, marketing, and operations. He now runs Norden Advisory, an independent diagnostic firm that gives investors and operators a read on whether a senior housing community can actually sustain occupancy, instead of relying on the seller's own numbers.</p><p>In this episode, Jack and Jerry break down why 2026 is the real turning point for senior housing demand (it's the first year baby boomers start turning 80, the actual average move-in age, not 65), and...
Losing $4M and Rebuilding to $120M w/ Matthew Teifke
<p>Matthew Teifke lost $4 million on one bad bet, then rebuilt to a $120 million real estate portfolio.</p><p>Summary:</p><p>Matthew Teifke started buying real estate at 18, built a property management company managing 780 single family homes with his wife, and has scaled to over $120 million in assets across single family, multifamily, and commercial. On this episode, Matthew opens up about losing $4 million on a bad bet outside real estate, what that loss taught him about forcing deals into existence, and how to spot a bad business partner before you ever sign an agreement. He also breaks down renegotiating...
How Half of Real Estate Brokers Could Disappear w/ Rod Santomassimo
<p>Rod Santomassimo says half of commercial brokers could vanish in 5 years, and he's already using AI to prove it.</p><p>Rod Santomassimo is the founder of the Massimo Group and a five time bestselling author. His newest book, Selling Buildings, was co written with Bob Knakal, the most prolific commercial building broker in US history. In this conversation, Rod and Jack cover both sides of a sale: what investors are quietly leaving on the table when they sell, and how fast AI is reshaping who does the work of brokerage itself.</p><p>Rod walks through the "vanity...
Why Passive Real Estate Investing Doesn't Exist w/ John McNellis
<p>Developer John McNellis says passive real estate investing doesn't exist, and he explains why.</p><p>Summary:</p><p>John McNellis has developed close to 100 properties over more than 45 years, shifting from a corporate lawyer to a shopping center developer to, today, a specialist in small quick-serve restaurant ground leases with tenants like Chick-fil-A. In this conversation he walks through the two mistakes that wipe out most beginning developers, the deal that nearly cost him everything, and why he thinks the phrase "passive real estate investment" is one of the biggest lies in the business. He also breaks down...
Why 18 Million Americans May Never Own a Home w/ Neal Bawa
<p>The mortgage-to-rent gap just hit a level we've never seen, and it's created a permanent renter class.</p><p>Neal Bawa returns to RealDealChat for a round two conversation on where the housing market is really headed in 2026. He breaks down why the gap between the median mortgage payment and median rent has never been wider, not even during the 2006 bubble, and why that gap has split the country into two permanent housing classes: an 18-million-family renter nation and 30 million homeowners locked into mortgages they can't afford to give up. Neal also shares his 12-month home price forecast, where...
The $1M Insurance Mistake Real Estate Investors Miss w/ Kristen Nunnery
<p>One buried line in a certificate of insurance turned two claims into million dollar problems.</p><p>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...
Manufactured Housing Investing w/ Nathan Jameson of Arx Capital
<p>Nathan Jameson explains why manufactured housing is America's most under-built asset class.</p><p>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.</p><p>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...
Why Most Investors Stall at $5K w/ Sean Tepper (Tykr)
<p>Tykr founder Sean Tepper on why most investor accounts stall at $5K, and the system that gets people past it.</p><p>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...
Self Storage Investing at Scale w/ Ryan Gibson of Spartan Investment Group
<p>A storage unit rent hike turned airline pilot Ryan Gibson into a 90-property self storage operator.</p><p>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...
