Shows
Real Estate Investing with RealDealCrew1031 Exchange Into a DST: How to Stop Being a Landlord w/ Ashley RomitiAshley Romiti explains how a 1031 exchange into a Delaware Statutory Trust (DST) lets landlords sell, defer the taxes, and go fully passive.Ashley underwrote over $500 million in real estate as a commercial broker before moving to the DST side, and today she helps 1031 investors stop being landlords without giving up the tax deferral. We cover what a DST is, how it lets you close in days instead of fighting the 45-day identification deadline, and why some deals carry a 30% fee load. She also shares the questions to ask any DST advisor and explains why younger investors still...
2026-10-2227 min
Real Estate Investing with RealDealCrewRaising Capital for Real Estate: Why Investors Pass on Your First Deal w/ Jeffrey FidelmanRaising 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 years helping companies and real estate sponsors raise capital, and his team’s in-house fundraising CRM just launched as its own software, Fundex. He breaks down why first-time sponsors fail when they try to raise for a single SPV on a 30 to 60 day close, and why fundraising really runs three to nine months. He also shares how a real estate private equity fund raised close to $150 million in about nine months after lo...
2026-10-2035 min
Real Estate Investing with RealDealCrewLaundromat Investing: The Truth About the 95% Success Rate w/ Ken WimberlyIs 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 Wimberly is a former top Keller Williams commercial agent who got into laundromats while leasing out a shopping center in Abilene, Texas. He opened his first store right before COVID and now runs Laundry Luv, a franchise building large-format, staffed, full-service laundromats in B and C class shopping centers. Ken breaks down the most quoted stat in the industry, what it really costs to open a store, and the systems that...
2026-10-1536 min
Real Estate Investing with RealDealCrewRaise Capital Before the Deal: How Ken Gee Wins Apartments Without OverpayingRaise 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 and commercial lender who now runs KRI Partners, a multifamily company with apartments across Florida, all managed from Cleveland. He explains why he flipped the usual syndication model and raises the money before he finds the deal, which lets him win properties without paying the most. He also shares how a $500 car service got Florida brokers to take an out-of-state buyer seriously, and how running a flight school taught him...
2026-10-1335 min
Real Estate Investing with RealDealCrewRaising Private Money for Real Estate: $1M From One Free Workshop w/ George HannaGeorge 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 investors try to raise capital by meeting strangers one on one and pitching the deal. George Hanna, founder of Smart Income Lifestyle, built trust first through free weekly workshops, then raised around $1 million in his first real estate investing session and up to $5 million after that. He explains why teaching before you sell kills the deal, the 7 hour rule for turning a stranger into an investor, and why AI only sc...
2026-10-0837 min
Real Estate Investing with RealDealCrewCalifornia Landlord Law: Why Tenants Play Dirty and How to Win w/ Niv DavidovichCalifornia landlord attorney Niv Davidovich explains how landlords win in tenant-friendly cities, from screening to rent control to finding deals.Niv Davidovich runs a law firm that represents only landlords, with a litigation practice focused on Southern California. In this episode, he explains why some California cities are far tougher on landlords than the rest of the state, why tenant screening is the best way to stay out of court, and how local rent control rules can change from one side of a street to the other. He also shares where he sees opportunity in a discounted...
2026-10-0635 min
Real Estate Investing with RealDealCrewAI and Real Estate: Why Rentals Are Now a Must w/ Dustin HeinerAI 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 estate, Dustin changed his message. With AI layoffs hitting tech, bookkeeping, and customer service, he now says you must. Dustin has been "successfully unemployed" for 10 years, owns 30+ single-family rentals and roughly 1,000 apartment units, and made more money during the 2008 crash than before it. He and Jack get into why cash flow holds up when jobs and markets don't, and why most people who buy rentals are running a hobby, not...
2026-09-2552 min
Real Estate Investing with RealDealCrewWhy Commercial Real Estate Deals Die Before Closing w/ Richard CrouchMost 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 at Woods Rogers, working with first-time commercial buyers and large syndication sponsors alike. He walks through why slow turnaround erodes confidence in a deal, what off-the-shelf operating agreements leave out, and how to protect your due diligence period before you sign.In this episode:Why "time kills deals" and how a report nobody ordered can push closing 30 daysOperating agreement provisions for capital calls, dilution, and removing...
2026-09-2130 min
Real Estate Investing with RealDealCrewAI for Small Business Owners: 20 Hours a Week of Testing w/ Brent StewartBrent 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...
2026-09-1936 min
Real Estate Investing with RealDealCrewCost Segregation on Single Family Rentals w/ Joe VieryCost 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...
2026-09-1734 min
Real Estate Investing with RealDealCrewWill AI Replace Real Estate Agents? with Aprile OsborneAprile 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...
2026-09-1533 min
Real Estate Investing with RealDealCrewAI for Real Estate Agents: Juan Munoz on Automating a $100M BusinessA 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...
2026-09-1331 min
Real Estate Investing with RealDealCrewWes Rowlands: How a $630M Investor Decides Which Goals MatterWes 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...
2026-09-0941 min
Real Estate Investing with RealDealCrewHow an AI Real Estate Brokerage Landed $50M in Week One w/ Jon BerryhillA 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...
2026-09-0738 min
Real Estate Investing with RealDealCrewSenior Housing at $40K a Room with Rod KhleifRod 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...
2026-09-0534 min
Real Estate Investing with RealDealCrewWhy 100% Funded Deals Are Risky w/ Private Lender Jeff CichockiA 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...
2026-09-0144 min
Real Estate Investing with RealDealCrewBuilding a Business That Doesn't Cost You Your Life w/ Jason WojoA 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, and it still cost him his marriage. He ended up selling his house and living on an air mattress in one of his own rehabs. That collapse forced him to rethink how he ran his business entirely, and the result became his book, Business for Life. In this conversation, Jason and Jack talk through what financial freedom actually means, why hustle culture quietly wrecks the things that matter most, and the exact framework...
2026-08-3033 min
Real Estate Investing with RealDealCrewScaling a $250M NYC Real Estate Team w/ Ashley Reidy QuinnA $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 York City, where she and her business partner Nick Montalbano have closed over a quarter billion dollars across Manhattan, Brooklyn, and the Hamptons. She started in the industry at 22 with a psychology degree and no real estate background, won her firm's Deal of the Year in her first year, and has spent the twelve years since building a six person team from scratch.In this episode...
2026-08-2833 min
Real Estate Investing with RealDealCrewWhy 18 Million Americans May Never Own a Home w/ Neal BawaThe 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 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...
2026-08-1433 min
Real Estate Investing with RealDealCrewManufactured Housing Investing w/ Nathan Jameson of Arx CapitalNathan 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...
2026-08-1038 min
Real Estate Investing with RealDealCrewHow to Buy Real Estate Big Funds Won't Touch w/ Nasir AliA 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...
2026-08-0443 min
Real Estate Investing with RealDealCrewHow Investors Qualify for Loans Without Tax Returns w/ Dante RoysterA 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...
2026-08-0231 min
Real Estate Investing with RealDealCrewThe Upper Limit Problem in Real Estate Investing w/ Paul SalterWhy 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...
2026-07-3133 min
Real Estate Investing with RealDealCrewWhy This Builder Shut Down a $35M Company w/ Dave RossiDave Rossi shut down his $35 million construction company. Here's the mindset shift that followed.Dave Rossi is the founder of CQ Construction, building luxury custom homes and developments in Silicon Valley. After running a $35 to 40 million a year construction company, Dave shut it down completely rather than stay in a partnership and a life he'd come to see as wrong. In this conversation, he and Jack dig into the difference between fear-driven decisions and objective reality, why "success equals happiness" has it backwards, and the filter Dave now runs every business decision through before committing....
2026-07-2342 min
Real Estate Investing with RealDealCrewLand Flipping Explained: Why It Beats Wholesaling w/ Sumner HealyLand 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 houses to wholesale and getting nowhere. Then he mailed a stack of handwritten letters to a rural Nevada county, bought a lot for around $1,000, and flipped it two weeks later. That was the proof of concept. Since then he has closed more than 700 land deals and built Land Insights, the software that now runs his entire operation.In this episode, Sumner makes the case that land flipping is the...
2026-07-1943 min
Real Estate Investing with RealDealCrewThe Mindset Framework Behind a $2.7 Billion Real Estate Portfolio w/ Trevor McGregorTrevor 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, has invested in real estate for two decades, and has helped more than 45,000 people work through their business and their portfolios. Before any of that, he lost his family's home on a failed business bet and had to rebuild from nothing. In this episode, Trevor breaks down the mindset framework he now teaches investors, why most people jump straight to strategy and stay stuck, and how one client went...
2026-07-1726 min
Real Estate Investing with RealDealCrewDSCR Loans Explained: Skip the Debt-to-Income Ratio w/ Eric BernsteinEric Bernstein of LendFriendMTG.com explains how DSCR loans skip debt-to-income entirely for investors.Real estate investors and self-employed borrowers keep getting denied by conventional lenders, not because they can't afford the house, but because banks don't know how to read income that doesn't show up as a clean W-2. Eric Bernstein, founder of LendFriendMTG.com, joins Jack to break down non-QM and DSCR lending, the two paths built specifically for investors, freelancers, and anyone whose income looks different on paper than it does in their bank account.They cover how DSCR loans underwrite the...
2026-07-1528 min
Real Estate Investing with RealDealCrewHow Staging Adds $60K to a Home Sale w/ Alisa SparksTwo 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 background rather than a design one, and it shows in how she talks about staging. In this conversation she explains why staging works as a marketing function, not a decorating one, and walks through a real case study where two identical townhouses, same floor plan, same finishes, sold with a $60,000 gap based on staging alone.We get into why the first six seconds a buyer spends looking at a home...
2026-07-0932 min
Real Estate Investing with RealDealCrewHow Real Estate Coaches Turn CRM Data Into a Second Income Stream w/ Maeve FergusonYour 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 every expert framework and course, which means charging for knowledge alone doesn't work anymore. Maeve Ferguson, founder of Maeve Ferguson Consulting, joins Jack to explain what replaces it, proprietary first party data.Maeve helps experts and real estate brands turn their frameworks into diagnostic infrastructure that converts clients and builds a data asset that outlasts the founder. In this conversation, she breaks down why most...
2026-07-0737 min
Real Estate Investing with RealDealCrewCapital Gains Tax Strategies Without a 1031 Exchange w/ Mark MyersMark Myers reveals how real estate investors can legally slash capital gains without a 1031 exchange.Mark Myers, founder of TaxWise Partners, joins Jack to break down the tax strategies most CPAs never have time to explore. Mark's team acts as a bridge between investors and their existing CPA, vetting advanced strategies through tax attorneys and accounting partners before recommending them to clients. In this conversation, Mark and Jack cover a strategic partnership alternative to the 1031 exchange, why donating assets instead of cash can produce a bigger deduction than the gift actually costs, how an S-corp salary structure...
2026-07-0529 min
Real Estate Investing with RealDealCrewThe 125-Question Checklist for Vetting Fund Managers w/ Scott KiddScott 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 funds across medical office, multifamily, and hospitality, all while still working full time as a ship captain. He also invests as a limited partner himself, which means he vets deals from both sides of the table.In this episode, Scott walks through the 125-question checklist he built after getting burned by a deal that fell through due to an inexperienced team. He explains why the operator matters more than...
2026-07-0336 min
Real Estate Investing with RealDealCrew43 Touchpoints to Close an Investor w/ Jason FishmanIt 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 of the Crowdfunding Professional Association. He joins Jack to break down how real estate sponsors legally market Reg D, Reg CF, and Reg A+ raises to reach accredited and retail investors, and why most capital doesn't close on the first touch. They cover why Meta consistently outperforms LinkedIn for ad conversion while LinkedIn wins for direct outreach, how third party validation and social proof move skeptical investors, and why ranking on...
2026-07-0132 min
Real Estate Investing with RealDealCrewHow to Never Have a Broke Month Again w/ Dan RochonDan 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 host of the No Broke Months podcast with over 1,200 episodes. He built and sold a 150-agent real estate brokerage and has worked directly with investors on lead generation and seller acquisition. His entire system is built around one idea: the salesperson who teaches wins the trust, and the deal follows.In this episode, Dan breaks down the exact framework he uses to close 85% of his appointments before he...
2026-06-2345 min
Real Estate Investing with RealDealCrewHow Sober Living Homes Out-Cash-Flow Traditional Rentals w/ Jim BodeOne 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 COVID hit and tenants stopped paying, he discovered sober living homes and built a six-figure operation running three properties in 10 to 15 hours a week. Today he coaches investors and operators through Group Home Accelerator on how to do the same.In this episode, Jim walks through the full model from start to finish:Why renting beds instead of bedrooms changes the cash flow math entirelyThe four-bedroom minimum buy...
2026-06-2133 min
Real Estate Investing with RealDealCrewHow One Insurance Waiver Saved a Client $14 Million w/ Guffy WrightGuffy 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 real estate insurance and now leads a team approaching $150 million in annual premiums at the Mahoney Group, up from $40 million in 2019. In this conversation, he breaks down how insurance stops being a line-item expense and becomes part of an investor's equity strategy.Guffy walks through a lender waiver process that recovered $830,000 in premium savings, equal to $14 million in value at a 6% cap rate, and explains why staying with the same broker...
2026-06-1933 min
Real Estate Investing with RealDealCrewHow $300K Buys Permanent Residency in Panama w/ Steve LutherA $300,000 real estate purchase in Panama can get you permanent residency and a second passport.Steve Luther runs Cord Real Estate, a boutique firm based in Nashville that helps American investors buy property abroad. After a serious health crisis, Steve and his wife stumbled into Panama while looking for a Caribbean property with better healthcare access, and ended up buying two investment properties there themselves. In this episode, Steve breaks down why Panama has quietly become one of the strongest hedges against US market volatility for real estate investors: a currency pegged one to one with the...
2026-06-1727 min
Real Estate Investing with RealDealCrewTurn Your Insurance Bill Into a Profit Center w/ Nicolas LaresNicolas Lares explains how real estate investors can turn insurance costs into profits using captive insurance — a strategy Fortune 500 companies have used for decades.In this episode of RealDealChat, Jack Hoss sits down with Nicolas Lares, founder of InsurTech, to break down captive insurance — what it is, how it works for real estate investors, and why most investors have never heard of it until now.Nicolas built his career helping run one of Amazon's largest logistics insurance networks before founding InsurTech, where he now helps real estate investors co-own the very insurance company that covers thei...
2026-06-1335 min
Real Estate Investing with RealDealCrewYour CPA Is Costing You Money (Here's Proof) w/ Peter HoltzPeter Holtz reveals why most CPAs are compliance fillers, not tax planners — and how real estate investors can cut their tax bill by 40% or more.In this episode of RealDealChat, Jack Hoss sits down with Peter Holtz, certified tax planner and CPA, to break down the massive gap between tax compliance and real estate tax planning strategy.Peter covers:Why only 1,100 out of 1.2 million licensed tax preparers are certified tax plannersHow cost segregation works and why virtually no one uses itThe 1031 exchange and reverse 1031 you should know before every saleHow a retired real estate in...
2026-06-1131 min
Real Estate Investing with RealDealCrewStop Using AI Like Google (Do This Instead) w/ Michelle HamiltonMichelle Hamilton reveals how real estate investors are underusing AI and the exact strategies to automate intelligence, decisions, and deal flow.In this episode of RealDealChat, Jack Hoss sits down with Michelle Hamilton, global AI adoption leader at Answer Rocket, to break down what separates investors who are actually winning with AI from those just typing questions into a chat window.Michelle brings 30 years of commercial real estate experience to her current role leading enterprise AI adoption and change management. She makes the case that AI underperformance is a people problem, not a technology problem.
2026-06-0935 min
Real Estate Investing with RealDealCrewWhy High Earners Still Live Paycheck to Paycheck w/ Andrew GiancolaAndrew Giancola explains why high earners still live paycheck to paycheck and the exact steps to build wealth the right way as a real estate investor.In this episode of RealDealChat, Jack Hoss sits down with Andrew Giancola of Master Money to break down the financial mistakes even successful investors make and how to fix them before they cost you years of progress.Andrew covers:Why lifestyle inflation is the #1 wealth killer for real estate investorsThe "Big Three" spending categories that destroy financial progress (housing, transportation, food)How to find a real tax strategist...
2026-06-0735 min
Real Estate Investing with RealDealCrewWhy 90% of ISA Hires Fail Before They Start w/ Gustavo Munoz CastroGus Munoz-Castro reveals why 90% of ISA hires fail — and how real estate investors can use AI to train callers, scale lead gen, and close more deals.Full DescriptionIn this episode of RealDealChat, Jack Hoss sits down with Gustavo Munoz-Castro of Power ISA to break down how real estate investors can build high-performing calling teams, use AI the right way, and stop wasting money on lead gen strategies that don't convert.Gus has been in the ISA and virtual assistant space for over five years and shares what's actually working right now in to...
2026-06-0536 min
Real Estate Investing with RealDealCrewWhy Your CPA Is Costing You Money (And Doesn't Know It) w/ Kevin BrunnerKevin Brunner explains why your CPA may be costing you money, how to cut your effective tax rate, and what most real estate investors get wrong about wealth preservation.In this episode of RealDealChat, Jack Hoss sits down with Kevin Brunner of The Q Companies to talk about what happens to a real estate portfolio when the wrong advisors are in place, and what it looks like to actually protect the wealth you've built.Kevin breaks down:Why CPAs advise investors to "just pay the tax" and how that costs you money every yearHow...
2026-06-0343 min
Real Estate Investing with RealDealCrewStop Chasing Clients: Build a Brand That Attracts Them w/ Tara PolleyTara Polley explains how building a personal brand through media stopped the grind and started attracting clients who already trust her.In this episode of RealDealChat, Jack Hoss sits down with Tara Polley of welcomehomesonoma.com, a 25-year real estate veteran turned television host, to break down how media, storytelling, and personal brand building change the game for realtors and investors alike.Tara shares her full framework including:Why getting on camera shortens the sales cycle by building trust before the first conversationHow storytelling and authenticity outperform polished, perfect content every timeThe role AI...
2026-06-0128 min
Real Estate Investing with RealDealCrewThis $50 Billion Plan Could Rebuild Detroit w/ Rod LockwoodRod Lockwood reveals his $50 billion plan to transform Belle Isle into a tax-free, self-governing city — and what it means for Detroit real estate investors.In this episode of RealDealChat, Jack Hoss sits down with Rod Lockwood, a second-generation Detroit real estate developer and founder of the Belle Isle Freedom City project — a bold proposal to turn a 1,000-acre island in the Detroit River into a privately funded, tax-free, self-governing city of 50,000 people.Rod breaks down:Why Detroit went from the richest city in the world in 1950 to the poorest major city todayThe 99-year lease stru...
2026-05-3032 min
Real Estate Investing with RealDealCrewWhy Paying Off Your Mortgage Is Killing Your Wealth w/ Al ZdenekAl Zdenek explains why paying off your mortgage early could be destroying your long-term wealth and how to reach financial freedom faster by thinking differently.In this episode of RealDealChat, Jack Hoss sits down with Al Zdenek, CPA, wealth advisor, and author of Master Your Cash Flow, to break down the financial decisions most investors and business owners are getting completely wrong.Al went from near-bankruptcy in his 30s with tens of millions in troubled projects, to reaching financial independence at 48. Now he shares the exact framework he used with hundreds of clients to accelerate...
2026-05-2845 min
Real Estate Investing with RealDealCrewWhy Out-of-State Investors Are Quietly Building Wealth in Detroit w/ Voytek Mardula & James LloydVoytek Mardula and James Lloyd explain how out-of-state investors are building cash-flowing rental portfolios in Detroit with full turnkey support.In this episode of RealDealChat, Jack Hoss sits down with Voytek Mardula and James Lloyd of usproperties.ca, a fully turnkey real estate operation that has bought, renovated, and sold over 600 homes in the Detroit market over nine years.What started as their own search for cash flow in an expensive Canadian market turned into one of the most comprehensive turnkey operations serving out-of-state and international investors. They break down exactly how they source, renovate...
2026-05-2640 min
Real Estate Investing with RealDealCrewBuy Vacant Land and Flip Brand New Mobile Homes for $40K Profit w/ Chris GavreChris Gavre breaks down how to buy vacant land and flip brand new mobile homes for $40K per deal using FHA financing and a repeatable 4-month system.In this episode of RealDealChat, Jack Hoss sits down with Chris Gavre of The Land Sharks to unpack one of the most underrated strategies in real estate investing right now: buying raw vacant land, placing a brand new manufactured home on it, making it FHA compliant, and selling it for $40,000+ in net profit per deal.Chris and his partner Robert have done 50-60 of these in a single...
2026-05-2431 min
Real Estate Investing with RealDealCrewHow to Invest in Apartments Without Being a Landlord w/ John CasmanJohn Casmon breaks down how to invest in apartments without being a landlord — using syndication to build wealth at scale with other people's capital.In this episode of RealDealChat, Jack Hoss sits down with John Casmon of Casmon Capital to break down how everyday investors can get into multifamily real estate without managing tenants, toilets, or the day-to-day grind.John shares the framework behind apartment syndication, including:Why buying small with your own cash creates a slow, painful grindWhat apartment syndication actually is and how it lets you scale using pooled capitalHow AI is re...
2026-05-2243 min
Real Estate Investing with RealDealCrewFrom BRRRR to $2M Builds: The Full Investor Evolution w/ Adriel HsuAdriel Hsu went from BRRRR investing to building $2M luxury homes in Texas with 230 transactions under his belt. Here's how he evolved his strategy.In this episode of RealDealChat, Jack Hoss sits down with Adriel Hsu, an engineer turned real estate investor and developer out of Houston, Texas, who has completed over 230 transactions across flipping, wholesaling, novations, multifamily, self-storage, and now luxury new construction.Adriel breaks down exactly how he adapted to every market shift since 2016 and why he is now focused on building $2 million custom homes.Topics covered:Why he started...
2026-05-2036 min
Real Estate Investing with RealDealCrewStop Checkbook Managing Your Real Estate Business (Do This Instead) w/ Alex LopezStop checkbook managing your real estate business. Fractional CFO Alex Lopez breaks down the KPIs, projections, and tax strategies that scale investors.In this episode of RealDealChat, Jack Hoss sits down with Alex Lopez, fractional CFO and tax strategist at alexlopescpa.com, to unpack the financial blind spots that hold real estate investors back from scaling past seven figures.Most investors nail the CEO role but completely ignore the CFO role. Alex explains why that gap is costing investors money, deals, and growth, and how to fix it without hiring a full-time finance team.
2026-05-1835 min
Real Estate Investing with RealDealCrewDSCR Loans Explained: How Investors Buy with 15% Down w/ Philip GanzPhilip Ganz breaks down DSCR loans for real estate investors, including how to qualify with 15-20% down, LLC structure, and which states to target now.In this episode of RealDealChat, Jack Hoss sits down with Philip Ganz, president of Next Wave Mortgage, to break down exactly how debt service coverage ratio loans work and why they are one of the most powerful tools in a real estate investor's financing toolkit.Philip covers:How DSCR loans qualify based on the property's income, not your personal W-2Why 20% down is the sweet spot and when 15% makes...
2026-05-1639 min
Real Estate Investing with RealDealCrewHow Real Estate Investors Use Franchising to Build Wealth w/ Tom DuForeTom DuFore explains how real estate investors are using franchising as an investment vehicle to diversify, generate passive income, and build long-term wealth.In this episode of RealDealChat, Jack Hoss sits down with Tom DuFore, founder of Big Sky Franchise Team, to unpack how real estate investors are leveraging franchising in ways most people have never considered.Tom covers:How investors are pairing franchises with mixed-use and multifamily propertiesUsing service franchises (junk removal, carpet cleaning) as a direct lead source for distressed propertiesThe flood of private equity and venture capital into franchising and what...
2026-05-1434 min
Real Estate Investing with RealDealCrewThe 3 Silent Budget Killers Destroying Your Flip Profits w/ Kevin DairaghiKevin Dairaghi built a house flipping operation in St. Louis and reveals the 3 silent budget killers that crush real estate investors before they ever scale.In this episode of RealDealChat, Jack Hoss sits down with Kevin Dairaghi of Restore STL to talk about what really happens when you go from doing a few flips a year to running a real operation.Kevin covers:The 3 biggest silent budget killers investors overlook on every flipWhy doing 10 houses a month almost broke him mentally and financiallyHow personal development drives professional performance in real estateThe 5-step recipe for...
2026-05-1238 min
Real Estate Investing with RealDealCrewThey're Building Homes with Grass. It Actually Works. w/ Josh DorfmanJosh Dorfman explains how Planted is turning fast-growing grass into structural building panels now used by DR Horton, the largest home builder in America.In this episode of RealDealChat, Jack sits down with Josh Dorfman, CMO of Planted and founder of climate media company Supercool, to break down one of the most unusual innovations hitting the construction supply chain right now.Planted is replacing traditional lumber and oriented strand board with panels engineered from a perennial grass that grows 10x faster than trees, can be harvested one to two times per year, and locks carbon...
2026-05-1035 min
Real Estate Investing with RealDealCrewWhy Most Financial Advisors Avoid Real Estate w/ CJ DavidsonCJ Davidson explains why most financial advisors can't help real estate investors — and how Proxy Financial is built to actually bridge that gap.In this episode of RealDealChat, Jack sits down with CJ Davidson, founder of Proxy Financial, to dig into what's broken in the financial advisory industry and why real estate investors are often left without real guidance.CJ shares:Why real estate has to be at the core of every financial plan, not an afterthoughtHow most advisors avoid real estate conversations because they're not equipped to have themThe "art and science" model be...
2026-05-0840 min
Real Estate Investing with RealDealCrewWhy Billionaires Only Put 20% in the Stock Market w/ Bob FraserBob Fraser reveals why billionaires keep only 20% in public markets and how private alternatives can protect and grow wealth — without chasing returns.In this episode of RealDealChat, Jack Hoss sits down with Bob Fraser, CFO and chief macro strategist of Aspen Funds and co-author of the USA Today bestseller Invest Like a Billionaire, to break down how the ultra-wealthy structure their portfolios and why most investors are playing the wrong game entirely.Bob covers:Why billionaires keep only 20-30% of their wealth in public marketsThe difference between diversification and true mathematical uncorrelationWhy the S&P...
2026-05-0633 min
Real Estate Investing with RealDealCrewWhy 11% Beats the S&P 500 (Without the Risk) w/ Jay PatelJay Patel reveals how PropTechs delivers a consistent 11% return backed by real estate collateral — and why it outperforms the S&P 500 without the volatility.In this episode of RealDealChat, Jack sits down with Jay Patel, founder of PropTechs — a real estate investment fund built for passive investors who want consistent, collateralized returns without the headaches of active ownership.Jay breaks down:Why PropTechs is structured to pay investors their 11% before the fund makes a single dollarHow 150% collateral coverage protects capital in any market environmentThe three verticals inside the fund: short-term transactions, long-term holdings, and a 25...
2026-05-0441 min
Real Estate Investing with RealDealCrewWhy 90% of Success Has Nothing to Do With Strategy w/ Dr. Noah St. JohnDr. Noah St. John reveals why 90% of success is your inner game and how head trash is the hidden friction capping your income and business growth.In this episode of RealDealChat, Jack Hoss sits back down with Dr. Noah St. John, bestselling author, performance coach, and creator of the Afformations Method, to dig into what's actually holding investors and entrepreneurs back from their next level.Noah breaks down:Why 90% of success is your inner game, not your strategyWhat "head trash" is and how it creates a revenue ceiling you can't push throughThe difference between...
2026-05-0236 min
Real Estate Investing with RealDealCrewFrom $100K to $15M Raised: The Passive Income Blueprint w/ Bronson HillBronson Hill shares how he went from $100K raised to $15M in 18 months and why single family investing is holding most people back.In this episode of RealDealChat, Jack Hoss sits down with Bronson Hill, author of Fire Yourself and host of The Mailbox Money Show, to dig into what real passive income actually looks like and how to build it through syndication and alternative assets.Bronson covers:Why trading time for money traps even high-earning professionalsHow he went from 4 single family rentals to a 225-unit syndication dealThe difference between a property manager and...
2026-04-3032 min
Real Estate Investing with RealDealCrewWhy Security Deposits Are Costing Landlords More Than They Think w/ Andrew BowenLease insurance for rental property explained: Andrew Bowen of LeaseLock breaks down how to replace deposits and protect your assets at scale.In this episode of RealDealChat, Jack Hoss sits down with Andrew Bowen, VP at LeaseLock, to break down why the security deposit model is broken and what smart operators are replacing it with.Andrew brings 30 years across rental housing, SaaS, and InsureTech. He's seen both sides of the table and pulls no punches on what most operators are getting wrong.What lease insurance actually is and how it replaces the deposit with...
2026-04-2631 min
Real Estate Investing with RealDealCrewWhat Investors Decide in the First 10 Minutes W/ Scott KellyScott Kelly has helped companies raise over $5 billion. Here's what investors actually decide in the first 10 minutes of your pitch.In this episode of RealDealChat, Jack Hoss sits down with Scott Kelly, founder of Black Dog Venture Partners, to break down how entrepreneurs and real estate investors can raise capital the right way — without wasting time on the wrong investors.Scott has spent 30 years on both sides of the table, helped companies raise over $5 billion, completed three exits of his own, and built a network of 13,000 investors and 40,000 business partners. He brings the kind of di...
2026-04-2435 min
Real Estate Investing with RealDealCrew48 Years of Landlording — What New Investors Get Wrong w/ Joel MillerSEO-Weighted First 150 Characters (verified): Joel Miller shares 48 years of rental property investing lessons — tenant selection, cash flow systems, and building real generational wealth.In this episode of RealDealChat, Jack Hoss sits down with Joel Miller, author of Build Real Estate Wealth: Enjoy the Journey of Rental Property Investment, for a return visit packed with hard-won landlording wisdom.Joel has been investing since 1978, flipped over 100 properties, and now runs a hard money lending operation — all while mentoring the next generation of investors, including his own son, who bought his first rental property a week after high scho...
2026-04-2242 min
Real Estate Investing with RealDealCrewHe Set a Goal of 40 Units. He Ended Up with 2,700 w/ Jens NielsenJens Nielsen left a 25-year IT career and went from 40-unit goal to managing 2,700 units — here's the exact path he took to scale commercial real estate.In this episode of RealDealChat, Jack Hoss sits down with Jens Nielsen — a former IT professional turned commercial real estate investor and high-performance coach — to break down how he went from a linear 10-year plan to managing over 2,700 units across multifamily, industrial, and flex space.Jens covers:How he started with a fourplex for $115K and scaled from thereWhy he ditched single-family immediately and went straight to small multif...
2026-04-2031 min
Real Estate Investing with RealDealCrewWhy the Next 3–5 Years Are the Best Ever for Notes w/ Eddie SpeedEddie Speed has closed 50,000+ note deals in 45 years — and says the next 3–5 years may be the best window for note investing he's ever seen.In this episode of RealDealChat, Jack Hoss sits down with Eddie Speed, founder of NoteSchool, for a conversation 45 years in the making. Eddie has closed over 50,000 note deals, trained thousands of investors, and watched the real estate market cycle through every imaginable condition — and he's more fired up about notes right now than at any point in his career.Topics covered include:Why the next 3–5 years could be the greatest window f...
2026-04-1834 min
Real Estate Investing with RealDealCrewYou Don't Own Your Brand (Until You Do This) w/ Joey VitaleJoey Vitale reveals why most entrepreneurs don't legally own their brand — and the trademark strategy that protects everything you're building.In this episode of RealDealChat, Jack Hoss sits down with Joey Vitale, founder of Indie Law and Skybreaker, to break down two things most entrepreneurs ignore until it's too late: trademark protection and offshore staffing systems.Joey shares the frameworks that helped him scale a seven-figure trademark law firm, step away from daily operations, and launch a second company — all while working less, not more.Topics covered:Why you don't legally own your...
2026-04-1632 min
AI & Automation for Real Estate Investors – RealDealCastAnthropic's New AI Can Underwrite Your Deals (Opus 4.7 Breakdown)Anthropic just released Opus 4.7 — and real estate investors should pay attention. Jack breaks down what's changed and what it means for your business.In this episode of RealDealCast, Jack Hoss walks through the Anthropic Opus 4.7 announcement page and translates what the upgrade actually means for real estate investors, syndicators, operators, and property managers.Key upgrades covered:Why Opus 4.7 handles long, multi-step tasks better than any prior Claude modelEnhanced vision — now reads images up to 2,576px, meaning it can process scanned rent rolls, floor plans, dense financial tables, and old paper documentsState-of-the-art score on finance agen...
2026-04-1615 min
Real Estate Investing with RealDealCrewWhy Your Investment Property Is Probably Underinsured w/ Michael SilvermanMichael Silverman reveals why most investment properties are underinsured — and the liability gaps that could cost investors everything.In this episode of RealDealChat, Jack Hoss sits down with Michael Silverman of Silver Lining Insurance Agency (slia.agency) — third-generation insurance broker with nearly 40 years of experience — to break down the insurance blind spots most real estate investors don't know they have.Michael covers:Why liability coverage is the #1 most overlooked protection for investorsHow building replacement costs have skyrocketed — and why outdated policies leave you exposedThe water leak detection system that saves investors thousands annually in premiums...
2026-04-1430 min
Real Estate Investing with RealDealCrewTurn One House Into 28 Doors with Co-Living w/ Katrina E. RobinsonKatrina Robinson breaks down how co-living turns a single-family home into 28 doors — and how investors can 10X rental income without buying more properties.In this episode of RealDealChat, Jack Hoss sits down with Katrina E. Robinson, founder of Group Home on Autopilot and Round Table Living, to break down the co-living model that's helping real estate investors maximize income on existing properties while solving the affordable housing crisis.Katrina covers:Why renting by the bed vs. by the house can generate 10X the profit on a single propertyHow she went from 3 properties to 28 doors us...
2026-04-1233 min
Real Estate Investing with RealDealCrewFrom 50 to 270 Deals: How Virtual Assistants Did It w/ Bob-LachanceBob Lachance went from 50 deals to 270 deals a year using virtual assistants — and built one of the top VA companies in real estate. Here's exactly how.In this episode of RealDealChat, Jack Hoss sits down with Bob Lachance, former pro hockey player turned real estate investor, co-founder of Fortune Builders, and CEO of REVA Global — one of the leading virtual assistant companies serving real estate investors.Bob covers:From ice hockey to real estate: how a $32K first deal turned into a full investing businessWhy the first deal exposed everything: no systems, no marketing, runn...
2026-04-0832 minAI & Automation for Real Estate Investors – RealDealCastYou're Burning Claude Tokens — Here's How to StopStop burning Claude tokens — 18 hacks for real estate investors to maximize their Claude subscription without upgrading their plan.In this episode of RealDealCast, Jack Hoss breaks down 18 practical hacks for getting more out of your Claude subscription — whether you're on the $20 plan or the $200 plan.These are organized across three tiers:Tier 1 — Foundational habits: start fresh conversations, avoid pasting full documents, write precise prompts, use bullet points, ask for shorter outputs, and use pre-written templatesTier 2 — Smarter workflows: break big projects into phases, build a context seed file, compress deal data before pasting, use Claude for one...
2026-04-0614 min
Real Estate Investing with RealDealCrewA Contractor Stole $104K — Here's What Kirk Built After w/ Kirk WelshKirk Welsh lost $104K to a contractor, then rebuilt with systems, accountability, and personal development. Here's the framework that changed everything.In this episode of RealDealChat, Jack Hoss sits down with Kirk Welsh — licensed architect, real estate investor, flooring company owner, and personal development coach — to have the conversation most real estate content avoids: the inner game of running a business.Kirk covers:The path from licensed architect to real estate investor to flooring company owner — and why entrepreneurship exposed everythingHow being the "doormat" (not the boss) led to a contractor walking off with $104,000Why yo...
2026-04-0627 min
Real Estate Investing with RealDealCrewNearshore vs Offshore Talent: What Actually Works w/ Brian SamsonBrian Sampson breaks down nearshore vs offshore talent, critical thinking vs scripted VAs, and how Latin America teams create true ROI for real estate operators.In this episode of RealDealChat, Jack Hoss sits down with Brian Sampson, co-founder of PLUG, to unpack the real differences between offshore, nearshore, and onshore talent — and why it matters more than ever in the age of AI.If you’re a real estate investor, realtor, or operator using virtual assistants, this conversation will challenge how you think about cost savings versus business multiplication.We cover:Offshore vs n...
2026-03-0728 min
Real Estate Investing with RealDealCrewWhy Most Real Estate Investors Plateau with John DonnellyJohn Donnelly shares why most real estate investors plateau — and the mindset, systems, and accountability needed to break through.In this episode of RealDealChat, John Donnelly joins Jack to unpack a problem most investors quietly face: growth ceilings.We explore why operators often stall after early wins, how identity and self-concept cap performance, and why systems only work when they’re aligned with personal clarity.John shares insights on:Breaking through revenue plateausWhy mindset > tactics long termThe danger of chasing strategies without alignmentAccountability and peer environmentsSimplifying instead of stacking complexityWhen to double down...
2026-03-0544 min
Real Estate Investing with RealDealCrewWhy 82% of Homeowners Regret Their Purchase with Kim CostaKim Costa explains why 82% of homeowners regret their purchase — and how aligning your home with your identity changes everything.In this episode of RealDealChat, Kim Costa — author of Live in Your Wheelhouse and host on The American Dream TV — breaks down the psychology behind real estate decisions.Kim introduces her framework built around:The Four M’s (Myself, Mastery, Mission, Mates)The Wheel of Life across 8 key areasWhy most buyers move without clarityThe statistic that 82% of homeowners report regretHow real estate agents can shorten buying cyclesHow AI tools like Claude and ChatGPT help scale contentW...
2026-03-0333 min
Real Estate Investing with RealDealCrewHow to Increase Airbnb Revenue 23% (Without More Units) w/ Dan RiversDan Rivers explains how short-term rental owners can increase Airbnb revenue by 20%+ using listing optimization, pricing strategy, and revenue management.In this episode of RealDealChat, Jack Hoss sits down with Dan Rivers, founder of Synergy Stays, to break down what most Airbnb hosts get wrong about revenue management.Dan shares how his clients average a 23% revenue lift in year one, and why many operators are unknowingly leaving thousands on the table.We cover:The biggest Airbnb listing mistakesWhy professional photography still mattersHow to move from 50th to 75th percentile in your marketLeveraging...
2026-03-0136 minAI & Automation for Real Estate Investors – RealDealCastReal Estate Investing: Respond in 60 Seconds or Lose $20KSpeed to lead in real estate investing can mean the difference between closing a $20K deal or losing it in 5 minutes.In this episode of RealDealCast, Jack Hoss breaks down why speed to lead in real estate investing is the difference between winning and losing deals.Leads are 21x more likely to convert when contacted within five minutes versus thirty. You’re 100x more likely to connect in the first five minutes than waiting half an hour. And responding within 60 seconds can increase conversion by nearly 400%.If you’re in real estate investing, that...
2026-02-2504 min
Real Estate Investing with RealDealCrewShort-Term Rentals Aren’t Easy Anymore—Here’s What Still Works with Kenny BedwellKenny Bedwell explains why short-term rentals are harder today—and how data, design, and discipline still create outsized returns.In this episode of RealDealChat, Kenny Bedwell—short-term rental investor, former Citibank data analyst, and founder of STR Insights—breaks down what has actually changed in the Airbnb market over the last eight years.Kenny shares his journey from house hacking a duplex in Buffalo to owning short-term rentals across multiple states and even operating a hotel. We dive into why the “throw it on Airbnb and print money” era is over, how competition and regulation reshaped t...
2026-02-1746 min
Real Estate Investing with RealDealCrewWhy Weak Leadership Is the Real Risk to Entrepreneurs with Nicholas LawlessNicholas Lawless shares why mindset, leadership, and time discipline matter more than tactics for entrepreneurs and real estate investors.In this episode of RealDealChat, Nicholas Lawless joins Jack for a deep, wide-ranging conversation on mindset, leadership, security, and entrepreneurship—and why most success (or failure) starts long before tactics or money enter the picture.Nick shares his unconventional journey from construction and the military to national security work at the highest levels of government, including investigations tied to January 6th and other sensitive matters, before stepping away to build multiple businesses of his own. We sp...
2026-02-1546 min
Real Estate Investing with RealDealCrewWhy Grit Beats Talent in Multifamily Real Estate with Mark ShulerMark Shuler explains why real estate success isn’t about intellect or experience—it’s about grit, systems, and relentless execution.In this episode of RealDealChat, Mark Shuler—architect turned multifamily syndicator—breaks down what it really takes to scale in commercial real estate.With over $600M in assets, 5,000+ doors, and 200+ employees, Mark shares how he transitioned from being a hired architect to a general partner in large value-add syndications. We dive into deep C-class renovations, workforce housing ethics, supply-chain control, in-house labor models, and why most operators get crushed when assumptions break.Mark also...
2026-02-0339 min
Real Estate Investing with RealDealCrewInvest Like a Chess Master: Market Cycles & Predictable Returns with Mike ZlotnikMike Zlotnik breaks down real estate market cycles, why predictability matters more than hype, and how chess-level thinking applies to investing.In this episode of RealDealChat, Mike Zlotnik returns for a deep, no-nonsense conversation on market cycles, risk, and building a resilient real estate portfolio.Mike shares his journey from political refugee and chess master to tech executive and full-time real estate fund manager. We explore how chess shaped his approach to investing, why past performance is not predictive, and how investors should adapt strategies based on where we are in the market cycle.
2026-02-0141 min
Real Estate Investing with RealDealCrewFranchising, Real Estate & AI: What Investors Miss | Giuseppe GrammaticoGiuseppe Grammatico explains franchising, AI automation, and how real estate investors use franchises to build predictable cash flow and scale smarter.Full DescriptionIn this episode of RealDealChat, Jack Hoss sits down with Giuseppe Grammatico, franchise consultant and founder of GG The Franchise Guide, to break down how franchising intersects with real estate investing, cash flow, and AI-powered operations.Giuseppe shares his journey from Wall Street to entrepreneurship, why franchising is often misunderstood, and how “business-in-a-box” models help investors shortcut years of trial and error. He explains how real estate investors can leverage fran...
2025-12-2939 min
Real Estate Investing with RealDealCrewRealDealCast: Top 5 Tools to Manage Rentals Remotely (Save Hours Every Week)Jack Hoss shares the top 5 tools real estate investors use to manage rentals remotely—covering cameras, smart locks, software, and automation.In this episode of RealDealCast, Jack Hoss reveals his top 5 tech tools for managing rental properties remotely. These are the exact systems he uses daily to monitor properties, communicate with tenants, and save hours every week.From Blink cameras and smart Wi-Fi door locks to Asana, TurboTenant, and his own RealDealCrew platform, Jack explains how each tool helps him manage rentals efficiently — even in rural areas or during harsh winter months.You’ll lea...
2025-12-1007 minAI & Automation for Real Estate Investors – RealDealCastTop 5 Tools to Manage Rentals Remotely (Save Hours Every Week)In this episode of RealDealCast, Jack Hoss reveals his top 5 tech tools for managing rental properties remotely. These are the exact systems he uses daily to monitor properties, communicate with tenants, and save hours every week.From Blink cameras and smart Wi-Fi door locks to Asana, TurboTenant, and his own RealDealCrew platform, Jack explains how each tool helps him manage rentals efficiently — even in rural areas or during harsh winter months.You’ll learn:How to use Blink cameras for property oversight and securityWhy smart locks make tenant access safer and simplerHow to manage main...
2025-12-1008 min
Real Estate Investing with RealDealCrewRealDealCast: Why I’m Rebuilding My Real Estate Websites from ScratchJack Hoss reveals his new plan to rebuild his real estate websites using funnels, automation, and smarter SEO to save time and close more deals.YouTube Video at: https://youtu.be/Hco058Q4GY4In this episode of RealDealCast, Jack Hoss breaks down his complete plan to rebuild and streamline his real estate web presence for better lead generation and automation.After seeing a drop in search rankings, Jack realized that traditional SEO and cookie-cutter real estate sites no longer work. Instead, he’s shifting to a three-part strategy that focuses on authority, fu...
2025-10-2908 min
Real Estate Investing with RealDealCrew35 Years in Real Estate: Debbi DiMaggio on Mindset, Authenticity & AIDebbi DiMaggio shares her 35-year real-estate journey, mindset strategies, and how AI & authenticity help agents and investors thrive in any market.In this episode of RealDealChat, Jack Hoss sits down with Debbi DiMaggio — luxury real-estate icon, author, speaker, and coach at CoachWithDebbi.com — to unpack the habits, mindset, and authenticity that built her 35-year career.Debbi reveals how she launched a brokerage during the 2009 recession, built lasting client relationships through transparency, and now teaches agents and investors how to create freedom using systems, collaboration, and AI.You’ll learn why mindset beats the market...
2025-10-2332 minAI & Automation for Real Estate Investors – RealDealCastComparing Vibe Coding Tools: Which AI Builder Actually Works?Jack Hoss compares the top AI vibe coding tools—V0, Bolt, Replit, and Lovable—to find the fastest, easiest way to build real estate funnels.In this RealDealCast episode, Jack Hoss tests four of the most talked-about AI website-building platforms — V0, Bolt, Replit, and Lovable — to see which one actually delivers the best results.He gives each platform the same prompt and compares the output, layout, and usability when creating a simple real estate funnel page. You’ll discover which AI coding tools save time, where they fall short, and how real estate investors can leverage t...
2025-10-2208 min
Real Estate Investing with RealDealCrewRealDealCast: Comparing Vibe Coding Tools: Which AI Builder Actually Works?Jack Hoss compares the top AI vibe coding tools—V0, Bolt, Replit, and Lovable—to find the fastest, easiest way to build real estate funnels.In this RealDealCast episode, Jack Hoss tests four of the most talked-about AI website-building platforms — V0, Bolt, Replit, and Lovable — to see which one actually delivers the best results.He gives each platform the same prompt and compares the output, layout, and usability when creating a simple real estate funnel page. You’ll discover which AI coding tools save time, where they fall short, and how real estate investors can leverage t...
2025-10-2208 min
Real Estate Investing with RealDealCrewRealDealCast: Claude Sonnet 4.5: What Real Estate Investors Need to KnowClaude Sonnet 4.5 brings powerful AI agents, coding tools, and automation upgrades—here’s how real estate investors can use them to save time.In this episode of RealDealCast, Jack Hoss breaks down Anthropic’s release of Claude Sonnet 4.5 and what it means for real estate professionals.From AI agents that can run tasks for 30+ hours straight to improved coding, automation, and Chrome extensions, this update is a game-changer. Jack explains how these tools compare to ChatGPT and Gemini, and more importantly, how investors can use them to cut busy work and focus on building wealth.Y...
2025-09-2913 min
Real Estate Investing with RealDealCrewRealDealCast: How I Use Google’s Nano Banana AI to Save Hours in Real EstateDiscover time-saving AI tools and tech tips for real estate investors in this episode of RealDealCast. From enhancing thumbnails to generating professional headshots, Jack Hoss explores Google’s Nano Banana AI and other automation tools that can save investors valuable time.In this solo session, Jack shares real-world use cases—improving podcast thumbnails, designing hero banners, cleaning up headshots, and testing AI-generated graphics. You’ll see where AI shines, where it struggles, and how investors can leverage these tools to focus on growing their business instead of getting stuck in busy work.Whether you’re new to A...
2025-09-2509 min
Real Estate Investing with RealDealCrewProperty Management, Permits & Profits in Chicago | Michael RootMichael Root shares how he builds value in Chicago multifamily, streamlines property management, and uses in-house contracting to boost efficiency.In this episode of RealDealChat, Jack sits down with Michael Root, co-founder of Root Property Group (RootPG.com), to discuss property management, multifamily acquisitions, and why Chicago remains both a challenging and rewarding market.Michael shares how his team handles everything from general contracting to property management in-house, which helps reduce costs, improve communication, and streamline renovations.Key takeaways from this conversation include:Why clear communication is the #1 challenge in property managementHow...
2025-09-1818 min
Real Estate Investing with RealDealCrewInvesting Overseas & Expat Wealth Strategies | Mikkel ThorupMikkel Thorup shares how he built an 8-figure global real estate portfolio, lives in 9 countries, and helps investors create offshore wealth strategies.In this episode of RealDealChat, Jack sits down with Mikkel Thorup, host of the Expat Money Show and founder of ExpatMoney.comMikkel shares his inspiring journey from being labeled with a “learning disability” and dropping out of school at 15, to traveling to 120+ countries, living in 9, and building an 8-figure international real estate portfolio.We cover:How to invest in pre-construction projects overseas for 30–50% appreciationWhy he prefers cash-based, expat-friendly markets like P...
2025-09-1635 min
Real Estate Investing with RealDealCrewAI, Home Buying & Commission Rebates: Paul Cecil on Disrupting Real EstatePaul Cecil of ReAlpha shares how AI, commission rebates, and acquisitions are disrupting home buying—and what it means for buyers and investors.In this episode of RealDealChat, Jack sits down with Paul Cecil, President of ReAlpha (NASDAQ: AIRE), to discuss how his company is transforming real estate through AI and innovative business models.Paul explains how ReAlpha offers up to 80% of the buy-side commission back to buyers, why technology can make homes more affordable, and how acquisitions are helping them build an end-to-end home buying platform.Here’s what you’ll learn in thi...
2025-09-1128 min
Real Estate Investing with RealDealCrewMobile Home Park Investing Myths vs Reality | Brad JohnsonBrad Johnson breaks down mobile home park investing—debunking myths, sharing value-add strategies, and explaining why this asset thrives in housing crises.In this episode of RealDealChat, Jack sits down with Brad Johnson, co-founder of Vintage Funds, to discuss why mobile home parks are one of the most misunderstood—and potentially profitable—asset classes in real estate.Brad explains why one in 20 Americans lives in a mobile home, how this sector solves the affordable housing crisis, and why stigma keeps many investors out of the space. He also shares his approach to building long-term cash flow r...
2025-09-0930 min
Real Estate Investing with RealDealCrewFrom Renovations to Ground-Up: Daniel Angel on Single & Multifamily InvestingDaniel Angel of Apex Investments shares how he shifted from flips to ground-up construction, multifamily acquisitions, and a fixed-return Infinity Fund.In this episode of RealDealChat, Jack sits down with Daniel Angel, co-founder of Apex Investments, to discuss his journey from corporate finance to building a diversified real estate investment company in Atlanta.Daniel explains how Apex evolved from single-family renovations into ground-up construction, build-to-rent communities, and multifamily value-add acquisitions. He also introduces Apex’s Infinity Fund, a fixed-return investment vehicle designed for accredited investors seeking certainty and flexibility.Key takeaways from this co...
2025-09-0225 min
Real Estate Investing with RealDealCrewInfinite Banking Explained: Richard Canfield on Building Generational WealthRichard Canfield breaks down infinite banking, family wealth systems, and why mindset—not money—is the foundation of generational wealth.In this episode of RealDealChat, Jack sits down with Richard Canfield of CashFollows.com to dive deep into infinite banking, family banking meetings, and how to create true generational wealth that lasts.Richard shares insights from his latest books—including Don’t Spread the Wealth and Diapers to Dollars—and explains why legacy isn’t just about money, but the knowledge, systems, and mindset we pass down.Here’s what we cover:The infinite b...
2025-08-2835 min
Real Estate Investing with RealDealCrewFrom Dentist to Investor: How Blaine McLaughlin Escaped 3% ReturnsTired of weak 401k returns? Discover how Blaine McLaughlin pivoted from dentistry to real estate investing and created a real path to retirement.In this episode of RealDealChat, Jack sits down with Blaine McLaughlin, a practicing dentist who realized after decades of “doing everything right” that his 401k was delivering a disappointing 3% return.That gut punch forced him to rethink retirement and turn toward real estate investing as a way to build wealth and gain true financial freedom. Blaine shares:Why the traditional retirement path failed himHow he shifted into multifamily and short-term rental inve...
2025-08-2630 min
Real Estate Investing with RealDealCrewDesigning for Science: Jon Howard on Real Estate, Labs & InnovationDiscover how lab design and science-focused real estate is transforming investing, with Jon Howard of HED sharing strategies, challenges, and insights.In this episode of RealDealChat, Jack sits down with Jon Howard, architect and sector leader at HED, to explore the specialized world of designing for science-based tenants — from biopharma labs to advanced manufacturing facilities.Jon shares his career journey, why science-focused real estate is a growing asset class, and how design decisions can make or break a property’s ability to attract tenants. Topics include:Why science and lab facilities are attracting more inve...
2025-08-2431 min
Real Estate Investing with RealDealCrewWork 30 Minutes a Month & Build Massive Real Estate Wealth – Dustin HeinerWork 30 minutes a month & earn thousands in passive income! Dustin Heiner shares proven real estate investing tips for financial freedom.Stop selling your life for a paycheck. Real estate investor Dustin Heiner reveals how he works just 30 minutes a month on his rental portfolio—while generating thousands in passive income. Learn his exact strategies for finding off-market deals, building a business that runs itself, and setting a 10-year “quit your job” deadline. Dustin shares tactical tips on buy boxes, subject-to deals, and why high interest rates can actually be a good thing.Full episode highlights:The...
2025-08-1442 min
Real Estate Investing with RealDealCrewBreak Your Income Ceiling: Dr. Noah St. John’s Secrets to “Hockey Stick” GrowthStruggling to break past an income ceiling? Dr. Noah St. John reveals how to merge inner game and outer game strategies to create unstoppable momentum and “hockey stick” growth in your real estate investing or business journey.In this episode of RealDealChat, we cover:How to identify and remove the “head trash” holding you backWhy 90% of your success is mindset, not marketingThe Power Habits System that’s helped clients add over $3 BILLION in salesReal-life examples of rapid revenue breakthroughs in real estateIf you’ve been grinding without seeing the growth you want, this is the blueprint you need.
2025-08-1233 min
Real Estate Investing with RealDealCrewFrom £150 to £6.5M Portfolio – Sree Varma’s Property JourneySree Varma reveals how he raised £2.8M in private finance, scaled premium co-living projects, and built a £6.5M portfolio in just 12 months.In this episode of RealDealChat, Sree Varma shares his inspiring journey from arriving in the UK with £150 to building multiple successful businesses — including a £6.5M premium co-living property portfolio in just one year.We dive into:How Sree transitioned from sports business entrepreneur to property investorThe BRR strategy that kick-started his portfolio growthRaising £2.8M in private finance without “selling”Building a power team to scale quickly and efficientlyWhy focusing on one market can acceler...
2025-08-1032 min