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Family Office Podcast: Billionaire & Centimillionaire Interviews & Investor Club Insights: Daily Summaries Delivered
by Richard C. Wilson, CEO of Family Office Club
The Family Office Podcast features interview mandate interviews, private investor strategies, innovative investment structures, and wealth management related insights. We interview billionaires, centimillionaires, investors, and family offices to help founders, entrepreneurs and investors scale their platforms and invest more effectively. Our program provides investors with insights on setting up their own single family office, virtual family office, or selection of a multi-family office to help them manage their wealth. We cover private equity, real estate, income investments, commercial real estate, hard money lending, private loans, and innovative structures such as performance-fee only and Co-GP investment opportunities. The Family Office Club has over 7,500 registered investors and our online investor
Latest Episodes
The most recent episodes — sign up to get AI-powered summaries of each one.
- Today8 min
Ego Kills Deals — Plus 3 Secrets Nobody Talks About: PPLI, Board Seats & Cap Table Disasters | FOC
Send us Fan Mail Four insights in one episode, each from a different voice. A second-gen family office investor says ego is the single biggest destroyer of wealth — it makes you miss small details, over-rely on past success, and walk into deals you should have walked away from. An audience member introduces private placement life insurance — a custom IRS-compliant policy structure that lets your family office hold alternative assets in a tax-deferred environment. A software investor explains ...
- 2 days ago1h 46m
Monthly Live Forum Replay: AI Superintelligence System, 50 Tools for Founders and Investors
Send us Fan Mail Hi, Richard Wilson here, founder of Family Office Club. I just wrapped our Monthly Live Forum on AI, and I wanted to make sure this one actually gets used, not just watched. Here's what I walked through in this session: why context engineering matters two to three times more than prompt engineering right now, and how to actually build it into your own workflow instead of just chatting with ChatGPT or Claude like it's a search engine. I showed you the three levels of AI...
- 2 days ago7 min
Royalty Deals, LP Protection & The IP Depreciation Secret Most Family Offices Are Missing | FOC
Send us Fan Mail Three rapid-fire insights that the room had not heard before. First: gross revenue royalty deals — a family office founder who has done 17 of them explains why investors love them, almost nobody uses them, and how a dental practice scaled to $30M in revenue returned the full initial investment through monthly cash flow royalties before the exit even happened. Second: deal terms are where most investors get quietly destroyed — preference shares and waterfall structures can lea...
- 4 days ago8 min
Meet the Panel + The Office Space Thesis: Buying $160M Buildings for $18.5M | Family Office Club
Send us Fan Mail Five family office investors and operators introduce themselves — a former Air Force pilot who built the US military's innovation arm, a second-gen family office focused on drone and security tech, a distressed real estate fund manager, a first-gen family office founder who invented a sleep supplement, and a 25-year PE managing partner. The intros lead directly into a live deal breakdown on distressed office space: a 200,000 sq ft Chicago building that traded at $25M bought f...
- 1 weeks ago10 min
Hard Lessons: Pay Your Lawyers, Align Incentives & Why a $90M Exit Paid the Founder Only $2M | FOC
Send us Fan Mail The most candid segment of the panel. A private investment banker says the most expensive mistake he made was not paying for expert legal counsel — and explains why a cheap lawyer costs more on the back end than a good one does upfront. A family office CFO cites his first private investment loss to make a principle: founders must have skin in the game and LP capital must come back first, always — the Richest Man in Babylon principle applied to modern private investing. A seri...
- 1 weeks ago7 min
Warning: SPV Layers, PE Trends & Why AI Is the Biggest Arbitrage Opportunity in the World Right Now | FOC
Send us Fan Mail Three things every investor needs to hear. First: a banker flags the growing SPV-on-SPV problem in today's VC market — 24-hour close emails, unverifiable shares, unvested stock — and explains why reading the actual paperwork has never mattered more. Second: on the PE side, capital scarcity means investors are winning more board seats, tighter terms, and preferential return structures. Third — and most shareable — a serial entrepreneur delivers a direct warning: AI is a tsunam...
- 1 weeks ago7 min
How Investors Value Early Stage Companies Today — Convertible Notes, EBITDA Multiples & Buying 14 Franchises for $5K Each | FOC
Send us Fan Mail Post-2022, valuations have come back to earth — but how do you actually price an early stage or pre-revenue deal right now? This segment breaks it down: a family office CFO explains when EBITDA multiples work and when a convertible note is the smarter tool, giving investors the flexibility to clip a coupon if the deal underperforms or convert to equity if it overperforms. Then a serial entrepreneur explains how he acquired 14 franchise locations at $5,000 each — against a $25...
- 2 weeks ago5 min
What a $2B Family Office, a Private Investment Bank & an AI Entrepreneur Are Actually Investing In Right Now | FOC
Send us Fan Mail Four panelists — a private investment banker focused on growth equity and tech, the CFO underwriting deals for a $2 billion family office, a serial entrepreneur deploying AI into distressed franchise businesses, and a deep tech founder building programmable structural materials — each introduce themselves and immediately state what they are actively looking for. BTR co-GP deals, seed-stage medical devices, distressed wellness franchises, and long-horizon deep tech infrastruct...
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About Family Office Podcast: Billionaire & Centimillionaire Interviews & Investor Club Insights
The Family Office Podcast features interview mandate interviews, private investor strategies, innovative investment structures, and wealth management related insights. We interview billionaires, centimillionaires, investors, and family offices to help founders, entrepreneurs and investors scale their platforms and invest more effectively. Our program provides investors with insights on setting up their own single family office, virtual family office, or selection of a multi-family office to help them manage their wealth. We cover private equity, real estate, income investments, commercial real estate, hard money lending, private loans, and innovative structures such as performance-fee only and Co-GP investment opportunities. The Family Office Club has over 7,500 registered investors and our online investor
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