My First Million

Snapshot · My First Million

We found an app that lets you buy anything for $0

Explore episode Jun 24, 2026

Where this was said

David Rubenstein, the man

At 34:28 · chapter starts 31:14

Sam opens with Michael Lewis's 1993 article 'The Access Capitalist,' which told the story of a young David Rubenstein finding himself unemployed at 31 after Jimmy Carter's one-term presidency. Rather than panic, Rubenstein leveraged the most valuable asset he had: a thick Rolodex of Washington insiders. He heard about an obscure Native Alaskan tax loophole — a mechanism that let holders of certain tax losses sell them to willing buyers at a discount — and organized roughly $2 billion in such transactions over two to three years, netting about $20 million for himself and his partners in what was dubbed the 'Great Eskimo Tax Scam.' That capital seeded Carlyle Group, a PE firm that would eventually specialize in defense-adjacent companies where having ex-government officials on staff translated directly into deal flow. Today Carlyle manages approximately $500 billion. But what makes Rubenstein fascinating isn't the wealth — it's the parallel career he built while running one of the world's biggest PE firms. He owns one of the last privately held copies of the Magna Carta, bought for $21 million. He owns a Lincoln-signed Emancipation Proclamation. He funded the Washington Monument and Lincoln Memorial restorations. He produces Ken Burns documentaries. He writes books interviewing historians and presidents. Shaan calls it 'an epic charcuterie board career,' and notes that Rubenstein's self-deprecating humor — 'I'm not really that good an investor, I just work hard and know everyone' — is exactly what makes him so disarming and effective.

Business
David Rubenstein's Charcuterie Board Career

We found an app that lets you buy anything for $0 · Jun 24, 2026 Business

David Rubenstein turned a $20M profit from a barely-legal Native Alaskan tax loophole into Carlyle Group, one of the world's largest PE firms. On the side, he bought the Magna Carta for $21M, funded the Washington Monument restoration, and produces Ken Burns documentaries — a career so varied Shaan Puri called it 'an epic charcuterie board.'

Similar snapshots