Real Estate Investing with RealDealCrew

By RealDealCrew / Jack HossBusiness Entrepreneurship Investing

Real Estate Investing with RealDealCrew episodes

May 04Why 11% Beats the S&P 500 (Without the Risk) w/ Jay Patel
Jay 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 dollar
How 150% collateral coverage protects capital in any market environment
The three verticals inside the fund: short-term transactions, long-term holdings, and a 25% cash reserve
Why residential assisted living centers are the best long-term hold in today's market
How the silver tsunami creates a decade-long tailwind for senior housing
Why sequence of return risk is the most overlooked danger for retirees
The Detroit apartment deal that taught Jay to never invest based on a cap rate alone
How AI is now handling deal sourcing and property shortlisting inside the fund
Why Jay built India's MLS system and is now expanding it to the Philippines

This episode is essential for:
Passive investors looking for real estate exposure without active management
Pre-retirees protecting capital while still growing it
Anyone tired of stock market volatility eating into their retirement account

🔗 Learn more about PropTechs: https://proptex.com
🔗 Build systems for your investing business: https://realdealcrew.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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42 min
May 02Why 90% of Success Has Nothing to Do With Strategy w/ Dr. Noah St. John
Dr. 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 strategy
What "head trash" is and how it creates a revenue ceiling you can't push through
The difference between inner friction and outer friction
How he helped a real estate investor go from six figures to multi-million dollar deals after one coaching engagement
The Human AI Gap and why most business owners don't even know it exists yet
How AEO (Answer Engine Optimization) is replacing traditional SEO and why you need to be cited by the LLMs
His new children's book "I Ask Better Questions" and why even adults are buying it for themselves
Why your business problems are friction problems, not money problems

This episode is for:
Real estate investors stuck at the same income level no matter how hard they push
Entrepreneurs who have tried every strategy but still feel like the brakes are on
Business owners trying to get ahead of the AI visibility curve

If you've ever wondered why your effort isn't matching your results, this conversation is going to hit.
🔗 Learn more about Dr. Noah St. John: https://noahstjohn.com 🔗 Build systems for your investing business: https://realdealcrew.com
#RealEstateInvesting #EntrepreneurMindset #InnerGame #HeadTrash #Afformations #PersonalDevelopment #RealDealChat #AIForBusiness #RevenueGrowth #SuccessMindset
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
April 30From $100K to $15M Raised: The Passive Income Blueprint w/ Bronson Hill
Bronson 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 professionals
How he went from 4 single family rentals to a 225-unit syndication deal
The difference between a property manager and true passive income
Why the effort to close a single family deal is almost identical to a multifamily deal
How one conversation on a cruise launched $15M in capital raised
The value-first networking approach that beats cold outreach every time
Prefabricated housing as a solution to the housing crisis and LA fire rebuilding
Senior care as a growing investment category
A $40M loss lesson from a 2021 Atlanta multifamily deal
Why long-term fixed debt and higher equity are now non-negotiable
How Bronson uses custom GPTs to scale content and investor communications

This conversation is essential for:
Investors stuck in the single family grind looking to scale
Passive investors exploring syndication for the first time
Operators thinking through capital raising and deal structuring
Anyone building wealth systems that don't require their daily involvement

If you're still trading your time for income, this episode will reframe everything.
🔗 Text CASHFLOW to 33777 for Bronson's top investments of 2026 🔗 Build systems for your investing business: https://realdealcrew.com
#RealEstateInvesting #PassiveIncome #Syndication #RealDealChat #MultifamilyInvesting #MailboxMoney #CapitalRaising #InvestorMindset #AlternativeInvesting #FinancialFreedom
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
April 28From Immigrant to Real Estate Mogul: Doren Levi's Journey
In this conversation, Doren Levi shares his journey from being an immigrant to becoming a successful real estate developer. He emphasizes the importance of human connection in business, the lessons learned from early ventures, and the significance of betting on oneself. Doren discusses the challenges of partnerships, the power of mindset, and the need to create meaning beyond financial success. He also shares insights into his current projects and future aspirations in the real estate market.
Takeaways
Doren Levi is a real estate investor with a unique background.
His journey from immigrant to developer was driven by necessity.
Human connection is crucial in business, especially in real estate.
Surrounding yourself with smarter people is key to success.
Partnerships can be challenging and require clear communication.
Betting on oneself is essential for achieving significant results.
Mindset plays a critical role in overcoming self-doubt.
Creating meaning in work is more fulfilling than financial gain.
Time is the most valuable asset we have.
Doren is currently focused on multifamily development and creative deal structuring.

Keywords
real estate, development, business, partnerships, mindset, success, human connection, multifamily, investment, entrepreneurship
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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34 min
April 26Why Security Deposits Are Costing Landlords More Than They Think w/ Andrew Bowen
Lease 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 a certificate worth 1–3x coverage
How $90k in claims on a 260-unit deal translated to $1.6M in preserved asset value at sale
Why 59% of Americans can't cover a $1,000 emergency, and what that means for your leasing funnel
How underwriting works at the asset level, not the individual tenant level
The zero deposit marketing advantage and why it fills buildings faster
The biggest operational gap Andrew sees across rental portfolios nationwide
The cost per lead trap that's quietly killing multifamily marketing ROI
Why most operators think they're unique, but probably aren't

This episode is for multifamily operators, property managers, and buy-and-hold investors tired of deposit disputes eating into their returns.
🔗 Learn more about LeaseLock: https://leaselock.com
🔗 Build systems for your investing business: https://realdealcrew.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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32 min
April 24What Investors Decide in the First 10 Minutes W/ Scott Kelly
Scott 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 direct, no-fluff perspective you won't get from Shark Tank.
What we cover:
Why you probably don't need venture capital (and what to do instead)
The "traction, traction, traction" framework for getting investors to say yes
The top 3 red flags that instantly kill investor interest
What the top 10% of pitches have in common — and what the worst ones say
Why 75% of companies that raise VC still fail within 2–3 years
How AI has changed what investors expect before writing a check
Why Silicon Valley doesn't have a lock on deal flow — and where to look instead
Alternative capital models: grants, debt, and non-dilutive funding most investors overlook
How to structure investor updates to build trust and get more than money from your partners
The $270,000 lunch story: how a 1-minute pitch from Salt Lake City led to hundreds of millions

This episode is essential for:
Real estate investors raising private capital or looking for equity partners
Entrepreneurs preparing for their first (or next) raise
Business owners who want to scale without giving up control

🔗 Visit Black Dog Venture Partners: https://blackdogventurepartners.com
🔗 Pitch at an upcoming VC Fast Pitch event: https://vstfastpitch.com
🔗 Build systems for your investing business: https://realdealcrew.com
#RealEstateInvesting #RaisingCapital #VentureCapital #RealDealChat #EntrepreneurMindset #InvestorRelations #StartupFunding #PrivateEquity #BusinessGrowth #PitchDeck #ScalingBusiness #AlternativeFunding #RealEstateInvestor #CapitalRaising #BlackDogVenturePartners
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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36 min
April 2248 Years of Landlording — What New Investors Get Wrong w/ Joel Miller
SEO-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 school graduation.
This conversation covers:
Why tenant selection is the single most important skill in rental property investing
The difference between riches and wealth — and why most investors chase the wrong one
How to overcome analysis paralysis and actually take action (and follow through)
The "green light" signal that tells you you're ready to make your first offer
How to build financial statements that make banks say yes
Levers to force cash flow improvement immediately after acquisition
Why real estate investing doesn't have to replace your career — it can run alongside it
What Joel's 20-year-old son is already doing that most adults won't

Whether you're still on the sidelines or have a few doors and want to tighten your operation, this episode delivers practical, no-BS frameworks from someone who has done it all — and written it down.
📖 Get the book: https://joelmillerbooks.com
🔗 Build systems for your investing business: https://realdealcrew.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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43 min
April 20He Set a Goal of 40 Units. He Ended Up with 2,700 w/ Jens Nielsen
Jens 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 there
Why he ditched single-family immediately and went straight to small multifamily
The mindset shift that unlocked syndications and other people's money
Why he pivoted from apartments to industrial and flex space when rates rose
How the EOS (Entrepreneurial Operating System) helped him manage a vertically integrated property management company
The bridge loan mistake he'll never repeat — and what he does instead
How high-performance coaching helped him earn more in his first year out of his W2 than ever before
Why he believes we'll all wish we bought more real estate in 2026

This one is for investors who are still thinking one deal at a time and need to see what happens when you stop thinking linearly.
🔗 Learn more about Jens: https://jensnielsen.us
🔗 Build systems for your investing business: https://realdealcrew.com
#CommercialRealEstate #RealEstateInvesting #MultifamilyInvesting #FlexSpace #IndustrialRealEstate #RealEstateSyndication #PassiveIncome #HighPerformanceCoaching #RealDealChat #WealthBuilding #LeavingW2 #RealEstateInvestor
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-a-fit-call
32 min
April 18Why the Next 3–5 Years Are the Best Ever for Notes w/ Eddie Speed
Eddie 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 for note investing Eddie has ever seen
How banks outperform landlords in inflationary markets — and why 2021 Facebook posts got it wrong
The difference between confidence and arrogance — and why confidence is the #1 driver of investor action
Eddie's origin story: starting in notes at age 20 in a 10x40 mobile home and scaling to 50,000+ deals
Why people aren't buying information — they're buying confidence
The note investing myth Eddie has been trying to kill for 25 years (seller financing without underwriting)
Notes on blockchain — the innovation Eddie says is the most exciting thing he's ever worked on
Why AI gets note-specific questions wrong and what to do about it
How Eddie manages severe dyslexia while running a major training business
The John Travolta story (you'll have to listen for this one)

This episode is essential for:
Investors questioning whether notes make sense in today's market
Landlords frustrated by rising expenses and compressed margins
Anyone exploring seller financing as a strategy
Entrepreneurs who want a masterclass in staying the course and reinventing when necessary

🔗 Special resources for RealDealChat listeners: https://noteschool.com/realdeal
🔗 Build systems for your investing business: https://realdealcrew.com
#RealEstateInvesting #NoteInvesting #SellerFinancing #BeTheBank #PassiveIncome #RealDealChat #NoteSchool #PrivateMoney #WealthBuilding #RealEstateInvestor #CreativeFinance #LandlordAlternative
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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35 min
April 16You Don't Own Your Brand (Until You Do This) w/ Joey Vitale
Joey 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 brand without a trademark
How over 500,000 trademark applications get filed annually — and more than half get denied
The "Blue Apron vs. Green Apron" example that shows how broadly trademarks are interpreted (Starbucks lost this one)
Why personal brand builders, coaches, and podcast hosts are the most exposed
What the Matthew McConaughey AI trademark strategy reveals about where brand law is heading
How Joey built Skybreaker — an offshore VA recruiting firm — out of necessity
The "Swiss Army Knife VA" framework for hiring your first overseas team member
Why your first VA hire should start with accountability and metric tracking, not sales
How AI is shifting (not replacing) the VA model — and what good delegation actually looks like
The entrepreneur lie: focusing on revenue instead of profitability

If you're building a business, a personal brand, or a real estate portfolio with any kind of recognizable name or system attached to it — this episode is a must-listen.
🔗 Learn more about Joey: https://indielaw.com
🔗 Build systems for your investing business: https://realdealcrew.com
#RealEstate #Trademarks #PersonalBranding #EntrepreneurMindset #VirtualAssistants #BusinessSystems #RealDealChat #BrandProtection #OffshoreStaff #ScalingYourBusiness
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
Website
Apple Podcasts
YouTube
YouTube Music
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33 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.