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62 episodes

Family Office Podcast: Billionaire & Centimillionaire Interviews & Investor Club Insights

by Richard C. Wilson, CEO of Family Office Club · English

The Family Office Podcast features interviews with billionaires, centimillionaires, family offices, industry titans and private investors, plus the strategies founders and capital raisers use to build relationships with them. New episodes every Monday, Wednesday, and Friday. Hosted by Richard C. Wilson, founder and CEO of Family Office Club and owner of Billionaires.com. Richard has helped create, formalize, and run 250+ family offices, structured over 200+ deals with clients and 44 deals off his own balance sheet, and closed 19 transactions for a publicly traded client his team sources opportunities for. Today he helps run two single family offices. Richard has also spent 3,000+ hours building hundreds of AI agents and implementation projects for centimillionaires, publicly traded clients, Family Office Club members and his own company. The 50 AI tools he built for members have been used more than 50,000 times. Our investors look at every type of deal. Episodes also feature family businesses and companies doing $10 million to $500 million in revenue, along with the owners and successors behind them. Topics include family office investing, single and multi-family office structures, private equity, venture capital, real estate, private credit, deal structuring, capital raising, family business succession, and AI for investors. Family Office Club at a glance: Operating since 2007 340+ live events hosted, often with billionaires and centimillionaires on stage $1 billion+ in transactions closed between members 17 million members across our social media communities See upcoming events and membership at FamilyOffices.com or text (305) 333-1155.

Latest episodes

All episodes

What Investors Really Think When They Read Your One-Liner

The episode is a live panel critique of investor-facing one-liners: how investors react, what makes them lean forward, and what confuses them.

13 Nov 2026 · 10m · 4 chapters

How to Raise Capital From Family Offices | Richard Wilson

How to raise capital from family offices, arguing it’s counterintuitive and won by trust, execution, and deal structure—not hype or high-pressure tactics.

12 Nov 2026 · 4m · 1 chapter

Advanced Deal Structuring: How Investors Protect Their Downside

Advanced deal structuring for investors, focused on protecting downside through optionality rather than relying solely on attorneys/CPAs.

11 Nov 2026 · 4m · 2 chapters

Meet the Investor Panel: What Makes a Pitch Fundable

Investor panel on what makes a startup pitch “fundable,” emphasizing clear, concrete, unique, high-conviction communication (one-liners/one-pagers) and live investor ratings.

11 Nov 2026 · 7m · 4 chapters

What Most Families Get Wrong About Their Family Office | Peter Moustakerski, FOX CEO

Families often build or buy family-office structures before aligning on purpose, goals, and values.

10 Nov 2026 · 34m · 12 chapters

Why Banks Would Rather Sell Your Debt Than Cut You a Deal

Why banks often prefer to sell distressed real estate debt at a discount to new buyers rather than renegotiate with the current borrower/operator, especially when large loan maturities are coming due.

9 Nov 2026 · 7m · 3 chapters

What Next-Gen Investors Want Differently From Real Estate

What next-gen investors want differently from real estate, and how to manage the transition from experienced operators/first-gen wealth creators to younger family-office capital allocators.

6 Nov 2026 · 7m · 5 chapters

The 18.6-Year Real Estate Cycle That's About to Repeat Itself

The episode argues US/UK/Australia real estate markets repeat in an 18.6-year cycle, with a downturn-to-opportunity window near the end of the current year.

4 Nov 2026 · 6m · 2 chapters

How to Rebuild Confidence in Real Estate After Getting Burned

Rebuilding investor confidence in commercial real estate after post-COVID losses, focusing on deal selection, operators, and downside protection rather than market predictions.

2 Nov 2026 · 6m · 3 chapters

Investors Are Walking Away From $100 Million in Personal Guarantees

Real estate distress and investors walking away from personal guarantees (PGs), with capital shifting from multifamily to small bay flex industrial; banks are stopping extensions and pushing to…

30 Oct 2026 · 4m · 3 chapters

The Syndication Bubble Popped: Why $1 Trillion in Debt Is Coming Due

The multifamily “syndication bubble” after 2012–2021 is popping as interest rates rise, loan-to-value tightens, and massive debt maturities (about $1T in 2026 and $1.5T in 2027) force refinancing at…

28 Oct 2026 · 8m · 4 chapters

AI Doesn't Write the Check — Humans Do.

AI safety and governance for enterprises and family offices—AI can’t “write the check,” but humans must control how AI is used to avoid data leaks, cybersecurity openings, and power/control issues.

26 Oct 2026 · 7m · 2 chapters

How to Actually Get in Front of a Family Office

How to get in front of family offices/allocators—winning attention through relationships, shared values, and persistence (often via in-person events), not “quarter-baked” pitches.

23 Oct 2026 · 8m · 5 chapters

The Most Powerful Insight for Investors: Asymmetric Risk

Asymmetric risk for investors—don’t assume risk and return are linked; seek deals where you can nearly eliminate downside while maximizing upside, and challenge traditional thinking.

21 Oct 2026 · 8m · 4 chapters

The Harshest Reality in Fundraising

“The Harshest Reality in Fundraising” panel on what founders/investors often find surprising, including failure risk, investor psychology, and how to differentiate deals.

19 Oct 2026 · 7m · 3 chapters

Silicon Valley Summit: Key Trends, Unique Strategies & Powerful Insights From Our Investors

A Silicon Valley Summit talk on family office investing amid tighter capital, higher return requirements, lower cold-email reply rates, and why investors increasingly rely on trust, domain expertise,…

17 Oct 2026 · 21m · 9 chapters

Meet the Panel: Family Offices, Angels & a $2.4B Real Estate Playbook

A panel on how family offices, angels, and investor communities source deals and target high-return opportunities, with emphasis on global impact, next-gen wealth transfer, and real estate/private…

16 Oct 2026 · 9m · 5 chapters

How to Use AI to Raise Capital, Structure Deals and Outperform 99% of Founders in 2026

Using AI tools and “skills” to improve capital raising, pitch materials, deal structuring, due diligence, and operational execution—aiming to help founders outperform most peers in 2026.

15 Oct 2026 · 1h 25m · 35 chapters

10 Proven Strategies to Scale to $100M From 1,500 Talks at Our 300 Events Over 19 Years

Family Office Club’s scaling playbook for reaching $100M+ using “hyperintelligent” AI tools (“superintelligence operating system”) plus deal-velocity strategies: build trust, unique positioning,…

15 Oct 2026 · 26m · 12 chapters

The Ex-Intel Exec Who Told His CEO: "You're Losing to Nvidia

Ujwal, an ex-Intel engineering executive, argues Intel lost the AI race to Nvidia due to company direction, not lack of funding, and says investors/family offices should focus on AI compute and…

14 Oct 2026 · 10m · 5 chapters

The #1 Reason 90% of Capital Raise Pitches Get Ignored

Why 90% of capital-raise pitches get ignored, and how a vertically integrated single family office selects investments in today’s tight capital markets.

12 Oct 2026 · 8m · 3 chapters

This Investor's Warning: There Won't Be a Middle Class Left

A warning that the “middle class” and “higher middle class” may not survive an upcoming economic/technological transition; wealth will concentrate into an ownership class versus a “peasant class.”…

9 Oct 2026 · 7m · 3 chapters

The One-Minute Rule This Investor Uses to Nail Every Pitch

A New York single-family office investor explains how they evaluate growth-stage venture deals, emphasizing a “one-minute rule” for pitches, leadership quality, and exit timeline over raw technical…

7 Oct 2026 · 7m · 3 chapters

Why This Family Office CEO Won't Invest If You're "Indifferent" on ESG

A single family office CEO in Dubai explains why they require measurable sustainability/ESG impact in every investment, rejecting any GP or fund that claims to be “indifferent” on ESG.

5 Oct 2026 · 7m · 3 chapters