Richard C. Wilson reveals lessons from interviewing 100+ billionaires, building family offices, and what investors must know about wealth, mindset, and AI.

In this episode of RealDealChat, Jack sits down with Richard C. Wilson, founder of FamilyOffices.com and host of Billionaires.com, to discuss his journey building the world’s largest family office investor club, interviewing billionaires, and creating AI tools for investors.

Richard has hosted 300+ investor events, interviewed over 100 billionaires and 70 pro athletes, and built AI-powered tools that synthesize insights from 1,500+ talks. In this conversation, he shares:

• The most common mindset traits of billionaires & ultra-wealthy families
• Why mindset and mental models matter more than tactics
• The rise of family offices & centimillionaires as investment partners
• Trends in real estate investing among the ultra wealthy
• The dangers of AI fakery and why meeting in person matters more than ever
• How to stand out when raising capital from family offices
• Scaling strategies and the “Super Founder” mindset
• Daily rituals and one-page systems that keep billionaires focused
• Why reading deeply in your niche gives you an unbeatable edge

📌 Learn more at FamilyOffices.com and explore Richard’s billionaire insights at Billionaires.com.

💡 Want help scaling your real estate business with AI and automation?

Schedule your free strategy session: https://realdealcrew.com

Learn more at https://realdealcrew.com

00:00 – Intro to Richard C. Wilson & FamilyOffices.com

01:00 – How Richard got started with family offices

03:00 – Pivoting during COVID & parallels with AI

04:00 – Building AI tools for investors & billionaires.com

05:00 – Billionaires’ mindset vs tactical advice

07:00 – Managing mindset daily: one-page system

10:00 – Quotes from Sarah Blakely & Michael Jordan on mindset

11:00 – Real estate trends among ultra-wealthy investors

13:00 – Centimillionaires vs billionaires: who to target

15:00 – How to stand out when raising capital

17:00 – The 3 trust curves every investor must build

18:00 – Why character & values matter more than pitch decks

19:00 – Common traits of billionaires & super founders

21:00 – Strategic partnerships & unique deal structures

23:00 – Proximity power: who you spend time with matters

25:00 – Building a YouTube audience & sticking with it

27:00 – Mental models & AI tools from billionaire talks

30:00 – Final lessons: be a class act, add value first

31:00 – Rapid fire: lies, advice, books, tools

#Billionaires #FamilyOffices #Centimillionaires #WealthMindset #RealEstateInvesting #AIInvesting #CapitalRaising #GenerationalWealth #InvestorMindset #CashFlow #RealDealChat #RichardCWilson #BillionairesMindset #SuperFounder #FamilyOfficeClub

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We empower real estate investors by optimizing your business processes through customized automation and system integration. From lead management to deal closure, we help you build a scalable and efficient operation. Learn more at RealDealCrew.com

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Richard 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 banking concept explained in plain English
• How to set up family banking meetings that actually work
• Why most “generational wealth” disappears within 3 generations
• Real-world client examples of using infinite banking
• How to leverage dividend-paying whole life insurance as a financial tool
• Why mindset matters more than policies or advisors
• Teaching kids and teens about money early through family systems
• The Kolbe Index and how it helps real estate partners avoid conflict

If you’ve ever been curious about infinite banking—or how to truly build a legacy beyond dollars—this conversation delivers clarity, strategies, and real-world application.

📌 Grab a free copy of Richard’s book at CashFollows.com

💡 Want help scaling your real estate business with AI and automation?

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00:00 – Intro: Infinite banking & generational wealth

01:00 – Richard’s books: Don’t Spread the Wealth & Diapers to Dollars

03:00 – Teaching teens & families about money early

05:00 – Why family conversations about wealth matter

07:00 – The problem with legacy: “Rags to rags in 3 generations”

11:00 – Infinite banking explained in real estate terms

15:00 – Real-world family banking examples

17:00 – Debunking myths: it’s not about insurance, it’s about control

20:00 – How infinite banking mirrors buy & hold real estate

23:00 – The 3 magic words of IBC: Control, Control, Control

26:00 – Everyday examples: cars, phones, and family expenses

29:00 – Why mindset determines success in infinite banking

31:00 – The Kolbe Index & building stronger partnerships

33:00 – Rapid fire: lies, advice, book picks, time-saving tools

#InfiniteBanking #GenerationalWealth #FamilyBanking #RealEstateInvesting #PassiveIncome #LegacyPlanning #WealthBuilding #MindsetMatters #ControlYourMoney #CashFollows #RealDealChat #FinancialFreedom #DividendPayingLifeInsurance #RagsToRiches #RealEstateStrategy

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We empower real estate investors by optimizing your business processes through customized automation and system integration. From lead management to deal closure, we help you build a scalable and efficient operation. Learn more at RealDealCrew.com

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Tired 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 him
• How he shifted into multifamily and short-term rental investing
• The 3% mistake that opened his eyes to hidden costs in financial planning
• Lessons learned from his first deals — both wins and failures
• How to balance a full-time dental practice with real estate investing
• Why “passive income” isn’t always passive, but why it’s worth it
• The role of mentors, mindset shifts, and surrounding yourself with the right people

📌 Check out Blaine’s free tool: CanIRetireCalculator.com — a simple calculator to see where you stand in your retirement planning.

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Schedule your free strategy session today: https://realdealcrew.com

Call to Action:

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00:00 – The 3% mistake: why Blaine left the 401k route

01:00 – Introducing CanIRetireCalculator.com

02:00 – Why dentistry didn’t lead to financial freedom

03:00 – Early real estate investments & hard lessons

06:00 – Time challenges of running a practice + investing

08:00 – Mindset shift: giving up control to pursue passive income

09:00 – Active vs passive investing explained

10:00 – Books, podcasts & seminars that shaped his investing

12:00 – First multifamily deal: what went wrong & what he learned

15:00 – Why conservative underwriting is crucial

18:00 – Moving from LP to GP roles in multifamily

19:00 – Adding short-term rentals for cash flow

20:00 – Retirement outlook today & market conditions

21:00 – Advice for new investors entering multifamily

22:00 – Lessons from recent market shifts & operator performance

24:00 – Diversification & spreading risk across deals

25:00 – Identifying “distress” and value-add opportunities

26:00 – Why doing nothing may be the biggest risk

27:00 – Rapid fire Q&A: advice, lies, book picks & mentors

#RealEstateInvesting #PassiveIncome #FinancialFreedom #RetirementPlanning #MultifamilyInvesting #ShortTermRentals #SyndicationInvesting #RealEstateMentorship #ValueAddInvesting #CanIRetireCalculator #RealDealChat #RealEstateStrategy #RetireEarly #DentalInvestors #EscapeThe401k

RealDealCrew.com

We empower real estate investors by optimizing your business processes through customized automation and system integration. From lead management to deal closure, we help you build a scalable and efficient operation. Learn more at RealDealCrew.com

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Mentioned in this episode:

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Discover 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 investors post-COVID
• The challenges of converting office space into lab-ready facilities
• What investors should know before targeting science tenants
• Case studies from national labs, pharma, and materials discovery projects
• How AI is being used in architectural design and operations
• The role of sustainability and net-zero goals in lab construction
• Biggest career lessons learned and advice for new investors entering this space

Whether you’re an investor curious about pivoting into lab real estate, or just fascinated by the intersection of architecture, science, and investing, this episode offers a behind-the-scenes look at a booming niche market.

📌 Learn more about Jon’s work at HED.co

💡 Want help scaling your real estate business with AI and automation?

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00:00 – Intro to Jon Howard & HED

01:00 – Specializing in science & advanced manufacturing design

02:00 – Ground-up vs conversions in lab real estate

03:00 – What counts as “science tenants”

04:00 – Real-world case: chemical storage and zoning issues

06:00 – Amenities, location, and post-COVID tenant expectations

08:00 – Why investors are pivoting into science real estate

10:00 – Jon’s career path into science architecture

11:00 – Finding purpose in helping scientists solve big problems

13:00 – National lab & pharma projects: from tunnels to 150,000 sq ft facilities

16:00 – Pop culture labs: Marvel comparisons & real-life examples

17:00 – How HED is leveraging AI in architecture and design

20:00 – Sustainability, net-zero, and energy efficiency in labs

22:00 – Biggest career lesson: communicate early and often

25:00 – Advice for investors considering science tenants

26:00 – Rapid fire: common lies, early advice, book recommendations

29:00 – Time-saving strategies with AI in architecture

#RealEstateInvesting #LifeScienceRealEstate #LabDesign #BiotechInvesting #CommercialRealEstate #ScienceArchitecture #AIInRealEstate #SustainableDesign #RealDealChat #InnovationSpaces #BiopharmaLabs #AdvancedManufacturing #NetZeroBuildings #RealEstateNiches #HEDArchitecture

RealDealCrew.com

We empower real estate investors by optimizing your business processes through customized automation and system integration. From lead management to deal closure, we help you build a scalable and efficient operation. Learn more at RealDealCrew.com

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From engineer to real estate syndicator, Lane Kawaoka reveals how he built financial freedom through rentals, syndications, and forced appreciation.

In this episode of RealDealChat, Lane shares his journey from buying his first rental in 2009 to scaling into 11 single-family homes, then making the leap into commercial real estate and syndications. We cover the lessons learned from out-of-state investing, the challenges of scaling with rentals, and why appreciation strategies often beat pure cash flow.

📌 Timestamps:

00:00 – Lane’s journey from engineer to real estate investor

02:00 – First rental property & the spark for financial freedom

03:00 – Discovering out-of-state rental markets

04:00 – The biggest challenges with scaling rentals

05:00 – Why 11 single-family homes created more problems than freedom

06:00 – Cash flow vs appreciation investing explained

07:00 – The “Wealth Elevator” framework & net worth goals

08:00 – Market appreciation vs forced appreciation

09:00 – The real turning point: multifamily & syndications

11:00 – Mindset shift: investing outside your backyard

13:00 – Floors of wealth: from basement to penthouse levels

14:00 – How Lane underwrites commercial real estate deals

18:00 – Spotting aggressive underwriting & protecting investors

19:00 – Forced appreciation strategies in multifamily & business

23:00 – Risks like rising taxes and insurance costs

24:00 – AI & technology trends in property management

26:00 – Lane’s advice for new investors in today’s market

📚 Grab Lane’s free book The Wealth Elevator: email [email protected]

🎧 Check out his podcast at thewealthelevator.com

Call to Action: Learn more at https://realdealcrew.com

#RealEstateInvesting #MultifamilyInvesting #WealthElevator #LaneKawaoka #PassiveIncome #CashFlowInvesting #ForcedAppreciation #RealEstateSyndication #RentalProperties #OutOfStateInvesting #AccreditedInvestor #FinancialFreedom #CommercialRealEstate #RealDealChat

RealDealCrew.com

We empower real estate investors by optimizing your business processes through customized automation and system integration. From lead management to deal closure, we help you build a scalable and efficient operation. Learn more at RealDealCrew.com

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Discover why seasoned investor Rich Lennon walked away from flipping and rentals after hundreds of deals — and how he built a thriving private lending business with returns that beat traditional investing. In this conversation, Rich shares his biggest lessons learned, including why expanding outside your market can be costly, the real truth about BRRRR returns, and how “lazy money” partners fit into his lending model.

We also dive into his philosophy on wealth-building, mistakes to avoid, and even how he teaches his kids about money with the "Lennon Bank." Whether you’re new to real estate or a seasoned pro, this episode delivers powerful insights you can apply right now.

Call to Action: Learn more at https://realdealcrew.com

#RealEstateInvesting #PrivateLending #WealthBuilding #BRRRR #PassiveIncome #RealEstateLessons #FinancialFreedom #RentalProperties #HouseFlipping #RealEstateTips #MoneyMindset #RealEstateStrategy #InvestorTips #RealEstatePodcast #RichLennon

CHAPTERS:

00:00 - Intro

01:14 - Rich's Origin Story

03:04 - Rentals as Wealth Builders

04:00 - Rich's Lending Business Insights

08:49 - Expensive Lessons in Investing

09:52 - Starting Your Lending Journey

17:12 - Maximizing IRA Returns

20:24 - Teaching Kids Financial Literacy

24:31 - Key Takeaways We Missed

24:38 - Common Real Estate Myths

25:27 - Advice to My Younger Self

25:47 - Recommended Reading for Investors

25:58 - Time-Saving Strategies for Success

26:31 - Visit RichLennon.com

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• Get $10 and Reduce Your Business Costs by Shopping at AppSumo • https://bit.ly/reiappsumo
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Learn the exact baby steps to start virtual wholesaling from industry pro Chris Logan. Discover how to find buyers first, market to motivated sellers, and close deals without using your own money.

In this episode, Chris shares his proven formula for picking the right market, building a buyer list fast, and using cold calling to generate leads. We break down the 4 pillars of motivation, how to protect deals when working virtually, and why mindset is 80% of wholesaling success.

If you’re ready to start or scale your real estate investing business, this conversation is packed with actionable steps you can take today.

Learn more at https://realdealcrew.com

#RealEstateInvesting #Wholesaling #VirtualWholesaling #ColdCalling #RealEstateTips #RealEstateLeads #CreativeFinancing #FixAndFlip #BRRRR #RealEstateMindset #InvestingTips #PropertyInvesting #RealEstateBusiness #MotivatedSellers #realestatetraining

CHAPTERS:

00:00 - Intro

01:30 - Virtual Wholesaling Basics

06:15 - Finding Profitable Wholesaling Territories

09:15 - The FYBF Wholesaling Method

14:58 - Support the Show

15:06 - Identifying Motivated Sellers

19:00 - Chris's Cold Calling Script

19:40 - Setting Up for Wholesaling Success

20:55 - Opening the Call Effectively

24:34 - Locating Essential Paperwork

27:24 - Next Steps After Contracting Property

28:34 - Marketing Your Property for Sale

32:00 - Post-Sale Process for Properties

33:27 - Understanding Virtual Wholesaling

33:40 - Vetting Buyers for Wholesaling

37:04 - Key Takeaways and Missed Points

39:22 - Rapid Fire Questions

RealDealCrew.com

We empower real estate investors by optimizing your business processes through customized automation and system integration. From lead management to deal closure, we help you build a scalable and efficient operation. Learn more at RealDealCrew.com

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• Get $10 and Reduce Your Business Costs by Shopping at AppSumo • https://bit.ly/reiappsumo
• Get $10 Towards Your First Purchase at Drop • https://drop.com/?referer=3DC729

Mentioned in this episode:

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Work 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 mindset shift that turns you into a business-owning income builder
• How to find the right deals without relying on the MLS
• The simple habit that makes deals come to you
• Why focusing on people—not properties—will set you apart
• Crafting your buy box to fit your goals and risk tolerance
• Making high interest rates work for you instead of against you

Learn more at https://realdealcrew.com

#RealEstateInvesting #PassiveIncome #FinancialFreedom #RentalProperties #OffMarketDeals #RealEstateTips #WealthBuilding #BuyAndHold #Wholesaling #SubjectTo #LandlordLife #PropertyInvestment #CashFlow #RealEstateMindset #investingstrategies

CHAPTERS:

00:00 - Intro

02:26 - Importance of Goal Setting in Real Estate

07:04 - Finding Real Estate Deals

19:00 - Effective Communication with Sellers

22:00 - Assisting Sellers in Real Estate Transactions

23:24 - Persuading Sellers to Choose You

26:20 - Defining Your Real Estate Buy Box

31:50 - Understanding Interest Rates in Real Estate Investing

37:01 - Rapid Fire Questions

38:24 - Common Lies Real Estate Investors Believe

40:00 - Recommended Real Estate Books

41:00 - Time-Saving Tools and Strategies in Real Estate

RealDealCrew.com

We empower real estate investors by optimizing your business processes through customized automation and system integration. From lead management to deal closure, we help you build a scalable and efficient operation. Learn more at RealDealCrew.com

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• Get $10 and Reduce Your Business Costs by Shopping at AppSumo • https://bit.ly/reiappsumo
• Get $10 Towards Your First Purchase at Drop • https://drop.com/?referer=3DC729

Mentioned in this episode:

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Struggling 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 back
• Why 90% of your success is mindset, not marketing
• The Power Habits System that’s helped clients add over $3 BILLION in sales
• Real-life examples of rapid revenue breakthroughs in real estate
• If you’ve been grinding without seeing the growth you want, this is the blueprint you need.

Call to Action: Learn more at https://realdealcrew.com

CHAPTERS:

00:00 - Intro

01:47 - Breaking Through Income Ceiling

07:51 - Understanding Head Trash

11:23 - Origins of Head Trash

14:15 - Identifying Root Causes

16:49 - Power Habits in Real Estate

17:44 - The Missing Piece in Success

22:17 - Best Investment Strategies

24:32 - Building Generational Wealth

25:52 - Overcoming Your Past

28:12 - Getting Right with Yourself

30:20 - Lies Real Estate Investors Tell

31:26 - Recommended Books for Growth

32:00 - Impactful Business Tools

#RealEstateInvesting #MindsetMatters #PowerHabits #IncomeGrowth #RealEstateSuccess #WealthMindset #BreakYourIncomeCeiling #EntrepreneurMindset #InnerGame #OuterGame #HockeyStickGrowth #HeadTrash #RealEstatePodcast #RealDealChat #BusinessBreakthroughs

RealDealCrew.com

We empower real estate investors by optimizing your business processes through customized automation and system integration. From lead management to deal closure, we help you build a scalable and efficient operation. Learn more at RealDealCrew.com

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• Get $10 and Reduce Your Business Costs by Shopping at AppSumo • https://bit.ly/reiappsumo
• Get $10 Towards Your First Purchase at Drop • https://drop.com/?referer=3DC729

Mentioned in this episode:

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Sree 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 investor
• The BRR strategy that kick-started his portfolio growth
• Raising £2.8M in private finance without “selling”
• Building a power team to scale quickly and efficiently
• Why focusing on one market can accelerate success
• Lessons from early mistakes, including missed deals and over-spending
• The systems and delegation strategies that keep him working on the business, not in it

Sree’s story proves you don’t need huge starting capital to build a thriving property business — just the right strategy, network, and mindset.

📍 Connect with Sree on LinkedIn: https://www.linkedin.com/in/sreevarma/

Call to Action: Learn more at https://realdealcrew.com

CHAPTERS:

00:00 - Intro

01:22 - Your Background in Real Estate

07:31 - Journey into Real Estate

09:37 - Lessons from Sports to Real Estate

10:34 - Scaling Your Real Estate Business Quickly

13:38 - Building a Power Team for Success

15:36 - Importance of Market Focus in Real Estate

18:46 - Effective Property Management Strategies

23:27 - Strategies for Raising Capital

26:43 - Learning from Real Estate Mistakes

30:04 - Common Lies Real Estate Investors Believe

30:39 - Reflecting on Past Decisions in Real Estate

31:08 - Recommended Books for Investors

31:22 - Key Strategy or Tool for Real Estate Success

32:00 - Life-Changing Tools for Real Estate

32:06 - Importance of Delegation in Real Estate

32:21 - Connecting with Sree

RealDealCrew.com

We empower real estate investors by optimizing your business processes through customized automation and system integration. From lead management to deal closure, we help you build a scalable and efficient operation. Learn more at RealDealCrew.com

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• Get $10 and Reduce Your Business Costs by Shopping at AppSumo • https://bit.ly/reiappsumo
• Get $10 Towards Your First Purchase at Drop • https://drop.com/?referer=3DC729

Mentioned in this episode:

RealDealCrew.com