Shows / Real Estate Investing with RealDealCrew
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…
Episodes
Real Estate Investing with RealDealCrewValue-Add Multifamily: Raising Rents From $575 to $915 With Almost No Rehab w/ Charles Seaman
Charles Seaman raised rents from $575 to $915 at a 48-unit value-add multifamily deal with almost no renovations. Here’s exactly how. Charles Seaman has…
Real Estate Investing with RealDealCrewAI for Real Estate Investors: How to Train ChatGPT to Work Like You w/ Lauren Lucas
Most real estate investors use AI like an upgraded Google. Lauren Lucas shows how to train it, automate lead gen, and analyze deals faster. Lauren Lucas went…
Real Estate Investing with RealDealCrew1031 Exchange Into a DST: How to Stop Being a Landlord w/ Ashley Romiti
Ashley Romiti explains how a 1031 exchange into a Delaware Statutory Trust (DST) lets landlords sell, defer the taxes, and go fully passive. Ashley underwrote…
Real Estate Investing with RealDealCrewRaising Capital for Real Estate: Why Investors Pass on Your First Deal w/ Jeffrey Fidelman
Raising capital for real estate? Jeffrey Fidelman explains why investors pass on your first deal and fund your second. Jeffrey Fidelman has spent more than 12…
Real Estate Investing with RealDealCrewLaundromat Investing: The Truth About the 95% Success Rate w/ Ken Wimberly
Is the 95% laundromat success rate real? Ken Wimberly of Laundry Luv explains why laundromats aren't passive income and what the numbers really say. Ken…
Real Estate Investing with RealDealCrewRaise Capital Before the Deal: How Ken Gee Wins Apartments Without Overpaying
Raise capital first, win the deal second. Ken Gee explains how he buys Florida apartments without being the highest bidder. Ken Gee is a former Deloitte CPA…
Real Estate Investing with RealDealCrewRaising Private Money for Real Estate: $1M From One Free Workshop w/ George Hanna
George Hanna raised $1M in his first free workshop. Here’s how real estate investors raise private money by building trust before they pitch. Most real estate…
Real Estate Investing with RealDealCrewCalifornia Landlord Law: Why Tenants Play Dirty and How to Win w/ Niv Davidovich
California landlord attorney Niv Davidovich explains how landlords win in tenant-friendly cities, from screening to rent control to finding deals. Niv…
Real Estate Investing with RealDealCrewCommercial Real Estate Lessons From Losing 200 Units in 2008 w/ Stewart Heath
Stewart Heath lost 200 units in 2008 by trusting the bank. Now he buys only boring, stabilized commercial real estate. Stewart Heath is a CPA with more than 35…
Real Estate Investing with RealDealCrewTax Lien Investing: 13-18% Secured by Real Estate w/ Stephen Morel
Banks have earned 13 to 18% on unpaid property taxes for 100 years. Here's how tax liens work. Every year, over $20 billion in property taxes goes unpaid in…
Real Estate Investing with RealDealCrewHow to Niche Down in Commercial Real Estate w/ Bob Knakal
Bob Knakal has closed $25 billion in NYC real estate by doing less. Here's how saying no built his career. After 43 years brokering New York real estate, two…
Real Estate Investing with RealDealCrewAI and Real Estate: Why Rentals Are Now a Must w/ Dustin Heiner
AI is cutting white-collar jobs fast. Dustin Heiner explains why rental cash flow is now a must. After 20 years of telling people they should invest in real…
Real Estate Investing with RealDealCrewShould You Sell Your Rentals? Why "Never Sell" Costs Investors w/ Chris Lopez
Your rental equity might be earning 2%. Chris Lopez explains when to sell, 1031, or redeploy it. Chris Lopez ran a Denver investment brokerage doing $100…
Real Estate Investing with RealDealCrewWhy Commercial Real Estate Deals Die Before Closing w/ Richard Crouch
Most commercial real estate deals don't die on the numbers. Here's what actually kills them. Richard Crouch has spent 25 years on the legal side of commercial…
Real Estate Investing with RealDealCrewAI for Small Business Owners: 20 Hours a Week of Testing w/ Brent Stewart
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…
Real Estate Investing with RealDealCrewCost 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…
Real Estate Investing with RealDealCrewWill 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…
Real Estate Investing with RealDealCrewAI 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…
Real Estate Investing with RealDealCrewWes 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…
Real Estate Investing with RealDealCrewHow 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…
Real Estate Investing with RealDealCrewSenior 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…
Real Estate Investing with RealDealCrewRetirement 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…
Real Estate Investing with RealDealCrewWhy 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…
Real Estate Investing with RealDealCrewBuilding a Business That Doesn't Cost You Your Life w/ Jason Wojo
A six-figure income didn't save his marriage, so this investor rebuilt everything from scratch. Jason Wojo cleared six figures his first year flipping houses…
Real Estate Investing with RealDealCrewScaling a $250M NYC Real Estate Team w/ Ashley Reidy Quinn
A $250M NYC broker admits her team has no CRM, and explains why psychology closes deals instead. Ashley Reidy Quinn is a partner at Asset Advisory Team in New…
Real Estate Investing with RealDealCrewNew Jersey Real Estate Development w/ Patrick Southern
A broker doing more than one deal a day on why busy isn't the same as making progress. Patrick Southern is one of the highest volume real estate brokers in New…
Real Estate Investing with RealDealCrewThe Real Estate Loophole That Hides Deal Killers w/ Jeff Emalaba
Sellers can legally hide foundation cracks and structural damage. Here's how to catch it first. Jeff Emalaba is the founder of InvestFusion and a 20+ year real…
Real Estate Investing with RealDealCrewSenior Housing's 500,000-Unit Shortfall w/ Jerry Vinci
Senior housing is 500,000 units short of demand by 2030, and most investors don't see it coming. Jerry Vinci has spent twenty years in senior living sales…
Real Estate Investing with RealDealCrewLosing $4M and Rebuilding to $120M w/ Matthew Teifke
Matthew Teifke lost $4 million on one bad bet, then rebuilt to a $120 million real estate portfolio. Summary: Matthew Teifke started buying real estate at 18…
Real Estate Investing with RealDealCrewHow Half of Real Estate Brokers Could Disappear w/ Rod Santomassimo
Rod Santomassimo says half of commercial brokers could vanish in 5 years, and he's already using AI to prove it. Rod Santomassimo is the founder of the Massimo…
Real Estate Investing with RealDealCrewWhy Passive Real Estate Investing Doesn't Exist w/ John McNellis
Developer John McNellis says passive real estate investing doesn't exist, and he explains why. Summary: John McNellis has developed close to 100 properties…
Real Estate Investing with RealDealCrewWhy 18 Million Americans May Never Own a Home w/ Neal Bawa
The mortgage-to-rent gap just hit a level we've never seen, and it's created a permanent renter class. Neal Bawa returns to RealDealChat for a round two…
Real Estate Investing with RealDealCrewThe $1M Insurance Mistake Real Estate Investors Miss w/ Kristen Nunnery
One buried line in a certificate of insurance turned two claims into million dollar problems. Kristen Nunnery has spent sixteen years in insurance, risk…
Real Estate Investing with RealDealCrewManufactured Housing Investing w/ Nathan Jameson of Arx Capital
Nathan Jameson explains why manufactured housing is America's most under-built asset class. Jack sits down with Nathan Jameson, founder of Arx Capital, to…
Real Estate Investing with RealDealCrewWhy Most Investors Stall at $5K w/ Sean Tepper (Tykr)
Tykr 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…
Real Estate Investing with RealDealCrewSelf Storage Investing at Scale w/ Ryan Gibson of Spartan Investment Group
A 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…
Real Estate Investing with RealDealCrewHow to Buy Real Estate Big Funds Won't Touch w/ Nasir Ali
A 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…
Real Estate Investing with RealDealCrewHow Investors Qualify for Loans Without Tax Returns w/ Dante Royster
A 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…
Real Estate Investing with RealDealCrewThe Upper Limit Problem in Real Estate Investing w/ Paul Salter
Why do successful investors stall right before their next level? A hypnotherapist explains the psychology. High performance hypnotherapist Paul Salter joins…
Real Estate Investing with RealDealCrewInvesting In Senior Living For $10 A Share w/ David Bacon
Half 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 Investing with RealDealCrewHow To Build Manufactured Homes For Profit w/ Robert Howell
Robert 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…
Real Estate Investing with RealDealCrewWhy Your Lender Is Competing With ChatGPT w/ Aaron Marsh
Private 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…
Real Estate Investing with RealDealCrewWhy This Builder Shut Down a $35M Company w/ Dave Rossi
Dave Rossi shut down his $35 million construction company. Here's the mindset shift that followed. Dave Rossi is the founder of CQ Construction, building…
Real Estate Investing with RealDealCrewHow AI Is Reshaping Real Estate Brokerages w/ Eric Bramlett
Eric Bramlett wired his Austin brokerage into an AI system that flags exactly where the business is losing money. Eric Bramlett runs Bramlett Partners, the…
Real Estate Investing with RealDealCrewLand Flipping Explained: Why It Beats Wholesaling w/ Sumner Healy
Land flipping returns up to $30 for every $1 in marketing, with almost none of the competition. Sumner Healy spent his first year in real estate chasing ugly…
Real Estate Investing with RealDealCrewThe Mindset Framework Behind a $2.7 Billion Real Estate Portfolio w/ Trevor McGregor
Trevor McGregor lost his parents' home on one bad bet. Then he helped a client scale to $2.7B. Trevor McGregor spent over five years coaching for Tony Robbins…
Real Estate Investing with RealDealCrewDSCR Loans Explained: Skip the Debt-to-Income Ratio w/ Eric Bernstein
Eric Bernstein of LendFriendMTG.com explains how DSCR loans skip debt-to-income entirely for investors. Real estate investors and self-employed borrowers keep…
Real Estate Investing with RealDealCrewHow a $160K Policy Loan Funded a Fourplex w/ Mark Willis
A real estate investor borrowed $160K from his life insurance and never stopped compounding. Here's how. CFP Mark Willis returns to break down the Bank On…
Real Estate Investing with RealDealCrewHow to Build Infill Housing in California w/ Jared Jones
Jared Jones went from flipping houses to a nine-figure infill development company in California. Jared Jones runs Middle Housing Partners, where he builds and…
Real Estate Investing with RealDealCrewHow Staging Adds $60K to a Home Sale w/ Alisa Sparks
Two identical townhouses, one staged, one not. The staged one sold for $60,000 more. Alisa Sparks built Lyndon Creek, a home staging franchise, on a finance…
Real Estate Investing with RealDealCrewHow Real Estate Coaches Turn CRM Data Into a Second Income Stream w/ Maeve Ferguson
Your CRM might be worth more than you think. Maeve Ferguson explains how to turn it into an asset. Summary: The knowledge economy has collapsed. AI has scraped…
Real Estate Investing with RealDealCrewCapital Gains Tax Strategies Without a 1031 Exchange w/ Mark Myers
Mark Myers reveals how real estate investors can legally slash capital gains without a 1031 exchange. Mark Myers, founder of TaxWise Partners, joins Jack to…
Real Estate Investing with RealDealCrewThe 125-Question Checklist for Vetting Fund Managers w/ Scott Kidd
Scott Kidd runs a 125-question checklist before investing a dollar as an LP with any sponsor. Scott Kidd is back on RealDealChat. He runs long-term development…
Real Estate Investing with RealDealCrew43 Touchpoints to Close an Investor w/ Jason Fishman
It can take up to 43 touchpoints before an investor actually wires money into your deal. Jason Fishman runs Digital Niche Agency and serves as vice president…
Real Estate Investing with RealDealCrewWyoming LLCs and Asset Protection Trusts for Real Estate Investors w/ Mark Pierce
Mark Pierce has 45 years in asset protection law. Here's how Wyoming LLCs and trusts protect your portfolio. Mark Pierce is a Wyoming trust attorney, former…
Real Estate Investing with RealDealCrewNon-Food Franchising: The Boring Business Playbook for Investors w/ Jon Ostenson
Most investors overlook franchising. Jon Ostenson shows how boring, unglamorous businesses can become your most reliable cash-flowing asset. Jon Ostenson is a…
Real Estate Investing with RealDealCrewWhy Most Investors Quit Too Early w/ Joshua Gould
Most investors blame bad timing or lack of capital. Joshua Gould says the real reason they fail is simpler: they quit too early. Joshua Gould bootstrapped a…
Real Estate Investing with RealDealCrewHow to Never Have a Broke Month Again w/ Dan Rochon
Dan Rochon hasn't had a broke month since 2008. He stopped selling and started teaching instead. Dan Rochon is a sales coach, author of "Teach to Sell," and…
Real Estate Investing with RealDealCrewHow Sober Living Homes Out-Cash-Flow Traditional Rentals w/ Jim Bode
One sober living home can out-cash-flow five traditional rentals. Jim Bode breaks down exactly how. Jim Bode has been a real estate investor for 25 years. When…
Real Estate Investing with RealDealCrewHow One Insurance Waiver Saved a Client $14 Million w/ Guffy Wright
Guffy Wright explains how one lender waiver saved a client $14 million in value on a multifamily portfolio. Guffy Wright has spent 18 years placing commercial…