Real Estate Investing with RealDealCrew

By RealDealCrew / Jack HossBusiness Entrepreneurship Investing

Real Estate Investing with RealDealCrew episodes

July 11How 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 scales micro-infill housing across California using laws most developers don't fully understand yet, ADUs, SB9, and SB1123, the Starter Home Act. He started in real estate in 2005 doing loans, moved into flipping through the crash, and then in 2020 California's zoning changes opened the door to adding units on existing lots. That shift turned into a nine-figure company with hundreds of infill units in the pipeline.
In this conversation, Jared and Jack cover how statewide zoning stripped city-by-city control over housing, why big institutional builders can't touch the small-project opportunity the way independent developers can, and the build-to-rent model that lets Jared pull nearly all his invested cash back out of a project. Jared also gets candid about the mistake that cost him early on, delegating decisions instead of learning the laws himself, and why he believes the affordability crisis is really a crisis of permission.
If you've written off California as too expensive or too regulated to invest in, this episode reframes exactly why the opposite might be true right now.
Key topics:
Micro-infill housing explained: ADUs, SB9, and SB1123
How statewide zoning changed California's housing rules
The build-to-rent model, BRRRR on steroids
Why vertical integration became necessary at scale
The delegate-don't-abdicate lesson
The goal of 10,000 units a year

Guest bio:
Jared Jones is the founder of Middle Housing Partners, a vertically integrated development company building micro-infill housing across California. He is currently finishing his first book, The Middle Housing Revolution.
Links:
Connect with Jared on LinkedIn: https://www.linkedin.com/in/jared-jones-9a3694168/
Instagram: Middle Housing Partners (middlehousingpartners.com)
Work With RealDealCrew
If you’re already closing deals but your intake, follow-up, or visibility feels inconsistent, here are two ways to go deeper:
Take the Deal Intake Assessment
See how resilient your current operation actually is.
→ https://assessment.realdealcrew.com
Book a Fit Call
If you want to explore what a fully system-driven deal flow looks like, let’s talk.
→ https://realdealcrew.com/book
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34 min
July 09How 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 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 decide whether they make an offer, the small exterior details that quietly signal deferred maintenance to a buyer's imagination, and why staged homes get walked through for 40 minutes instead of 8. Alisa also shares how her team uses AI for design renderings and finish selection, and the one renovation upgrade investors consistently underspend on.
If you flip houses, list properties, or want to understand the psychology behind what actually sells a home, this one is worth your time.
Guest bio:
Alisa Sparks is the founder of Lyndon Creek, a home staging franchise built on unit economics and operational systems, not just design sense.
Links:
🔗 realdealcrew.com
🔗 linden-creek.com
#RealEstateInvesting #HomeStaging #HouseFlipping #RealEstateAgent #FlipHouses #StagingTips #RealEstateFranchise #InvestorMindset #RealDealChat #HomeSellingTips #FixAndFlip #RealEstateBusiness
Work With RealDealCrew
If you’re already closing deals but your intake, follow-up, or visibility feels inconsistent, here are two ways to go deeper:
Take the Deal Intake Assessment
See how resilient your current operation actually is.
→ https://assessment.realdealcrew.com
Book a Fit Call
If you want to explore what a fully system-driven deal flow looks like, let’s talk.
→ https://realdealcrew.com/book
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33 min
July 07How 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 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 business owners are sitting on a dead CRM full of untapped value, how a diagnostic assessment reactivates that list and captures hundreds of new data points on every lead, and why this asset has become a genuine moat in a world where AI can copy anyone's framework overnight.
This episode is for real estate coaches, investor communities, and operators who want to build enterprise value instead of just producing more content.
Key topics:
Why the knowledge economy has collapsed and what the "AI savior trap" is
How diagnostic assessments turn a cold CRM list into a monetizable data asset
The three types of diagnostic frameworks, and which fits a real estate advisor or coach
Why you build the offer before you build the quiz, not the other way around
How proprietary data becomes a positioning play competitors can't copy

Guest bio:
Maeve Ferguson is the founder of Maeve Ferguson Consulting, where she builds custom diagnostic infrastructure for experts, coaches, and real estate brands to turn their frameworks into converting, data generating assets.
Links:
Learn more at MaeveFergusonConsulting.com
🔗 Build systems for your investing business: https://realdealcrew.com
#RealEstateInvesting #RealDealChat #DataMoat #ProprietaryData #AIStrategy #DiagnosticMarketing #RealEstateCoaching #FirstPartyData #MarketingStrategy #AITools #InvestorMindset #BusinessGrowth #DataDrivenMarketing #RealEstateBusiness
Work With RealDealCrew
If you’re already closing deals but your intake, follow-up, or visibility feels inconsistent, here are two ways to go deeper:
Take the Deal Intake Assessment
See how resilient your current operation actually is.
→ https://assessment.realdealcrew.com
Book a Fit Call
If you want to explore what a fully system-driven deal flow looks like, let’s talk.
→ https://realdealcrew.com/book
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38 min
July 05Capital 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 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 can save 15.3% on employment tax, and why buying solar panels on a commercial property can save $1.25 to $1.55 in taxes for every dollar invested. If you are a real estate investor, house flipper, or self employed business owner who wants to stop overpaying the IRS, this episode is built for you.
Key topics:
Legally avoiding capital gains tax without a 1031 exchange
Pre-sale tax planning for house flippers
Donating assets instead of cash for a larger deduction
The S-corp $60,000 salary secret
Solar tax credits versus buying a rental property

Guest bio:
Mark Myers is the founder of TaxWise Partners, where his team works alongside CPAs and financial advisors to find advanced, compliance reviewed tax strategies for real estate investors and business owners.
Links:
🔗 https://realdealcrew.com
🔗 TaxWisePartners.com for a free 20 minute consultation
🔗 Full transcript and episode page: [link to episode page]
Work With RealDealCrew
If you’re already closing deals but your intake, follow-up, or visibility feels inconsistent, here are two ways to go deeper:
Take the Deal Intake Assessment
See how resilient your current operation actually is.
→ https://assessment.realdealcrew.com
Book a Fit Call
If you want to explore what a fully system-driven deal flow looks like, let’s talk.
→ https://realdealcrew.com/book
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30 min
July 03The 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 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 the deal itself, how to spot misaligned incentives before you commit capital, and what equity multiple and yield on cost actually mean in practice. He also covers his current development pipeline, from medical office to a 250-key baseball themed hotel, and how he's using AI agents to manage his calendar and investor outreach without losing the personal relationships that actually close deals.
Key topics:
The 125-question checklist for vetting sponsors and fund managers
Why a strong team on a weak deal beats a weak team on a strong deal
How to pick partners who complement your gaps instead of mirroring your strengths
Equity multiple and yield on cost, explained simply
Using AI agents for calendar and investor relationship management

Guest bio:
Scott Kidd runs long-term real estate development funds spanning medical office, multifamily, and hospitality assets, while working full time as a ship captain. He also invests actively as a limited partner.
Links:
Learn more about Scott's funds: https://investwithscottkidd.com
🔗 Build systems for your investing business: https://realdealcrew.com
#RealEstateInvesting #LimitedPartner #RealEstateFund #TripleNetLease #PassiveIncome #AccreditedInvestor #RealDealChat #CommercialRealEstate #MultifamilyInvesting #DevelopmentFund #RealEstateSyndication
Work With RealDealCrew
If you’re already closing deals but your intake, follow-up, or visibility feels inconsistent, here are two ways to go deeper:
Take the Deal Intake Assessment
See how resilient your current operation actually is.
→ https://assessment.realdealcrew.com
Book a Fit Call
If you want to explore what a fully system-driven deal flow looks like, let’s talk.
→ https://realdealcrew.com/book
LIKE • SHARE • JOIN • REVIEW
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37 min
July 0143 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 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 AI tools like ChatGPT and Claude now matters as much as ranking on Google. Jason also lays out the difference between AI use that helps and "AI slop" that hurts response rates, and walks through exactly what each SEC exemption allows you to say and do.
Key topics:
Why it takes 7 to 43+ touchpoints before an investor actually converts
Meta vs LinkedIn for real estate capital raise marketing
Building social proof and third party validation investors trust
GEO: getting found by ChatGPT and Claude, not just Google
Reg D, Reg CF, and Reg A+, what each one actually allows

Guest bio:
Jason Fishman is the founder of Digital Niche Agency and vice president of the Crowdfunding Professional Association, where he works directly with the SEC and Congress on capital formation exemptions.
Links:
🔗 Learn more from Jason: https://digitalnicheagency.com
🔗 Build systems for your investing business: https://realdealcrew.com
#RealEstateInvesting #CapitalRaising #RegulationD #RegulationCF #RegulationAPlus #RealEstateSyndication #DigitalMarketing #InvestorRelations #RealDealChat #PropTech #AccreditedInvestors #REIT #MarketingStrategy
Work With RealDealCrew
If you’re already closing deals but your intake, follow-up, or visibility feels inconsistent, here are two ways to go deeper:
Take the Deal Intake Assessment
See how resilient your current operation actually is.
→ https://assessment.realdealcrew.com
Book a Fit Call
If you want to explore what a fully system-driven deal flow looks like, let’s talk.
→ https://realdealcrew.com/book
LIKE • SHARE • JOIN • REVIEW
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33 min
June 29Wyoming 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 bankruptcy trustee, and 45-year veteran of tax and asset protection law. He's seen every way a real estate portfolio can unravel -- from creditor judgments to family divorces -- and built the legal structures designed to stop it.
In this episode, Jack and Mark break down how Wyoming LLCs and asset protection trusts actually work for investors, why the threats inside your own family are usually more dangerous than any outside creditor, and what to do first if you have equity and no protection in place yet.
Key topics covered:
How the LLC plus trust "double envelope" shelters your cash flows from property judgments
What a charging order is and why Wyoming makes creditors want to negotiate rather than litigate
Series LLCs explained simply and why they're built for real estate investors with multiple properties
Why a properly structured asset protection trust is the most effective prenuptial agreement you'll never have to argue about in court
The two things that destroy LLC protection (commingling and bad bookkeeping) and how Wyoming handles them differently
Why proactive planning gives you every tool available and reactive planning gives you almost none

Mark Pierce: wyomingtrustattorney.com
Work With RealDealCrew
If you’re already closing deals but your intake, follow-up, or visibility feels inconsistent, here are two ways to go deeper:
Take the Deal Intake Assessment
See how resilient your current operation actually is.
→ https://assessment.realdealcrew.com
Book a Fit Call
If you want to explore what a fully system-driven deal flow looks like, let’s talk.
→ https://realdealcrew.com/book
LIKE • SHARE • JOIN • REVIEW
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29 min
June 27Non-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 multi-brand franchisee, former franchisor, and founder of FranBridge Consulting. He's placed several hundred investors into franchise businesses across the country and has spent a decade helping people find opportunities in industries most people never think to look.
In this episode, Jon breaks down why real estate investors are quietly becoming franchise owners, how to evaluate a franchise the same way you'd underwrite any other asset, and why the unglamorous, fragmented industries most people ignore are where the smart money is actually moving right now.
What you'll learn:
Why 90% of Jon's clients end up in an industry they never had on their radar
The red flags to watch for in a franchise's leadership team before you sign anything
How the executive model lets you own a franchise without operating it day to day
Franchise stacking as a portfolio-building strategy for investors
Why those top 100 franchise lists are pay-to-play and what to do instead
How to fund a franchise using SBA loans or a ROBS retirement rollover

Jon's free book, Non-Food Franchising, is available at FranBridgeConsulting.com -- enter your email and they'll send you a download link at no cost.
Work With RealDealCrew
If you’re already closing deals but your intake, follow-up, or visibility feels inconsistent, here are two ways to go deeper:
Take the Deal Intake Assessment
See how resilient your current operation actually is.
→ https://assessment.realdealcrew.com
Book a Fit Call
If you want to explore what a fully system-driven deal flow looks like, let’s talk.
→ https://realdealcrew.com/book
LIKE • SHARE • JOIN • REVIEW
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30 min
June 25Why 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 language services company from nothing, funded it by selling real estate, and scaled it to serve governments, courts, and hospitals across more than 50 countries before selling to private equity in 2021. Now he invests in commercial warehousing in Miami and applies the same frameworks to real estate that he used to build and exit a global company.
In this episode you will learn:
Why most businesses and investments fail not because the idea was bad, but because the operator quit before the roots were deep enough to hold
What opportunity cost really means and why most investors never calculate the true number
How Joshua's father's biggest regret -- selling real estate to fund the business -- shaped how he holds assets today
How to use AI to build a pro forma, stress test a deal, and pressure-check an offering document before you commit capital
Why the data never lies, but the story built around it usually does
The three types of people every investor network needs: connectors, gatekeepers, and experts
The one question to ask before investing in any fund: why aren't they going to the bank?

Joshua runs TheBigWord.com, a language services platform operating across 50+ countries. Find his mentoring content on YouTube at ExecCraft.
Work With RealDealCrew
If you’re already closing deals but your intake, follow-up, or visibility feels inconsistent, here are two ways to go deeper:
Take the Deal Intake Assessment
See how resilient your current operation actually is.
→ https://assessment.realdealcrew.com
Book a Fit Call
If you want to explore what a fully system-driven deal flow looks like, let’s talk.
→ https://realdealcrew.com/book
LIKE • SHARE • JOIN • REVIEW
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39 min
June 23How 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 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 ever asks for the deal, and how real estate investors can use the same approach with distressed homeowners.
What you'll learn:
The four pillars of consistent and predictable income
The CPI communication model: rapport, adept questions, and active listening
Why emotion drives the decision and logic only justifies it after the fact
How to handle a seller who is angry, grieving, or shutting you out
The one phone call move that makes you one-of-one versus every other investor

📘 Dan's book: teachtosellbook.com
🔗 Build systems for your investing business: https://realdealcrew.com
#RealEstateInvesting #RealEstateSales #TeachToSell #MotivatedSellers #SalesTips #DanRochon #RealDealChat #WholesalingRealEstate #SalesTraining #ConsistentIncome #InvestorMindset #RealEstateAgent
Work With RealDealCrew
If you’re already closing deals but your intake, follow-up, or visibility feels inconsistent, here are two ways to go deeper:
Take the Deal Intake Assessment
See how resilient your current operation actually is.
→ https://assessment.realdealcrew.com
Book a Fit Call
If you want to explore what a fully system-driven deal flow looks like, let’s talk.
→ https://realdealcrew.com/book
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46 min

About Real Estate Investing with RealDealCrew

From the publisher's feed

Real Estate Investing with RealDealCrew is a podcast featuring interviews with experienced real estate investors, wholesalers, flippers, landlords, and operators actively closing deals.