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

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

Richard C. Wilson, CEO of Family Office Club 968 Episodes Aug 22, 2026

The Family Office Podcast features interviews with billionaires, centimillionaires, and family office investors, offering insights into private equity, real estate, and wealth management. Hosted by Richard C. Wilson, CEO of the Family Office Club, the show covers strategies for setting up single or multi-family offices and innovative investment structures. The podcast aims to help founders, entrepreneurs, and investors scale their platforms and invest more effectively.

Episodes

A Billionaire Said the Tone of Your Voice Matters When Closing Huge Deals.Here's What Else He Shared
A Billionaire Said the Tone of Your Voice Matters When Closing Huge Deals.Here's What Else He Shared Aug 22, 2026 263 Send us Fan MailWe just had a billionaire keynote at our Capital Raising Bootcamp here in Dallas at the RSM offices. He has a couple of publicly traded companies and spent 40 years building his portfolio. Here are the notes I wanted to share from what he said on stage.Build a super diverse skill set. You have to be a decathlete to be successful raising capital, building a platform, and scaling som
Connecting Asian Capital to U.S. Investments: Inside a Boutique Cross-Border Family Office Advisory Firm
Connecting Asian Capital to U.S. Investments: Inside a Boutique Cross-Border Family Office Advisory Firm Aug 21, 2026 342 Send us Fan MailAfter 11 years working across two single family offices in industries spanning oil and gas, media, sports, and healthcare, this advisor launched her own boutique family office advisory firm. In under a year, she onboarded three Asian family clients and is now actively helping them allocate into U.S. markets - including a live mandate from a Hong Kong family office for positions in
How One Family Office Principal Built and Sold Over $500M Across Real Estate, Pharma, and Insurance
How One Family Office Principal Built and Sold Over $500M Across Real Estate, Pharma, and Insurance Aug 19, 2026 438 Send us Fan MailThis investor has spent decades doing one thing: buying right. From a 10,000-unit apartment portfolio sold to a major real estate buyer, to a pharmaceutical company purchased for $18M and exited at $358M, to two insurance companies flipped for significant returns - the track record is built on cash flow, not speculation. In this episode, he shares his full investment history and ex
Capital Partners, Micro Wellness Resorts & Kids Who Get Back Up: How 4 Athletes Close Out
Capital Partners, Micro Wellness Resorts & Kids Who Get Back Up: How 4 Athletes Close Out Aug 17, 2026 284 Send us Fan MailMost athletes talk about what they've done. These four are talking about what they're building next. Dan wants capital partners to scale multifamily across Dallas over the next decade. Alvin is looking for partners with intelligence, initiative, and integrity for syndications and M&A. Otis has a vision for a micro wellness resort - saunas, cold plunge, health tech, co
NFL Player Turned Lawyer Explains Why Letting Go of Control Was His Best Business Decision
NFL Player Turned Lawyer Explains Why Letting Go of Control Was His Best Business Decision Aug 14, 2026 490 Send us Fan MailFear paralyzed him on Bitcoin. A decade in prestigious law firms surrounded by smart, unhappy people showed him what success without purpose looks like. And a stranger in Home Depot delivered a message that changed the direction of his business. Otis Grigsby played 6 years in the NFL, practiced law at large firms for 6 years, and is now part-legal, part-growth, part-strategy at his
X Games Gold Medalist to Multifamily Operator: Why "Inch Wide, Mile Deep" Beats Every Strategy
X Games Gold Medalist to Multifamily Operator: Why "Inch Wide, Mile Deep" Beats Every Strategy Aug 12, 2026 369 Send us Fan Mail8% of pro athletes are broke within 3 years of retirement. Dan Breezy watched it happen to his friends and decided to do something different. After multiple X Games gold medals in urban snowboarding, he took the same "inch wide, mile deep" focus that made him one of the best in the world at one discipline - and applied it to becoming one of the best value-add multifamily
The 3 I's That Took This NFL Pro From the Field to M&A: Intelligence, Initiative, Integrity
The 3 I's That Took This NFL Pro From the Field to M&A: Intelligence, Initiative, Integrity Aug 10, 2026 364 Send us Fan MailMost people think diversification means spreading your attention. Alvin calls it focused diversity - mastering one thing per day so that by Sunday, you have a full tool belt. That framework took him from the NFL and CFL to aerospace engineering to running operations on the M&A side, taking $10 million companies to $100 million valuations, while building a ground-up 4-unit multi
7 Years in the NFL Taught Him One Thing: The Tax Bill Is Bigger Than the Contract
7 Years in the NFL Taught Him One Thing: The Tax Bill Is Bigger Than the Contract Aug 7, 2026 405 Send us Fan MailYour NFL contract is an exit. The ultra-high-net-worth understand that - and they plan for it. Bronson spent 7 years in the NFL as a W-2 employee, got crushed on taxes his first year sitting in muni bonds at 3%, and decided to spend the rest of his career learning exactly how family offices and top operators structure their wealth. Now he's the one opening those doors for othe
You Don't Need $100K — Non-Cash Currencies, Human Connection & Final Investor Wisdom | FOC
You Don't Need $100K — Non-Cash Currencies, Human Connection & Final Investor Wisdom | FOC Aug 5, 2026 287 Send us Fan MailThe closing segment of the last panel of the day — and one of the most honest. A family office investor argues that most people are walking past million-dollar opportunities every day: the car wash owner with no succession plan, the small hotel operator whose kids just want the cash. These businesses can be acquired without large amounts of capital if you bring the right non-cash c
How to Legally Rig a Deal — Government Contracts, Warrants & Where to Put $100K Right Now | FOC
How to Legally Rig a Deal — Government Contracts, Warrants & Where to Put $100K Right Now | FOC Aug 3, 2026 673 Send us Fan MailThe most tactically dense episode of the panel. A former Air Force pilot who built the US military's AFWERX innovation program explains exactly how he structures deals around government contracts — using the Electra hybrid electric aircraft as a live example: $65M pre-money valuation, with a $30M Air Force contract not factored into the price. His fund put its check in escrow,
Ego Kills Deals — Plus 3 Secrets Nobody Talks About: PPLI, Board Seats & Cap Table Disasters | FOC
Ego Kills Deals — Plus 3 Secrets Nobody Talks About: PPLI, Board Seats & Cap Table Disasters | FOC Aug 1, 2026 487 Send us Fan MailFour 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 fa
Monthly Live Forum Replay: AI Superintelligence System, 50 Tools for Founders and Investors
Monthly Live Forum Replay: AI Superintelligence System, 50 Tools for Founders and Investors Jul 30, 2026 6360 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

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