Cornelius Vanderbilt was a force in 19th century America, playing a pivotal role in transitioning the U.S. economy from rural mercantilism to industrial corporate capitalism. Vanderbilt didn't just compete—he dominated; and didn’t just dominate one industry—he conquered three: ferries, steamships, and railroads. He understood that power lay in controlling in ... Show More
Oct 7
Hetty Green: The Witch of Wall Street [Outliers]
Hetty Green was the richest woman you've never heard of. In the late 1800s, she built a fortune worth billions today in a world designed to stop her. Women couldn't vote, couldn't own property, and weren't even allowed on the stock exchange floor. She was a force that couldn't be ... Show More
46m 53s
Sep 30
Barry Diller: Building IAC
My guest this week is Barry Diller, one of America's most successful businessmen. At 83, he chose to publish a deeply personal book and open up about his successes and failures. With surprising candor he details the rules he's lived by: trust first, confront directly, and make th ... Show More
1 h
Jun 2024
Philosophy Capital's Jacob Rubin on legacy brand names: Caesars $CZR and Gannett $GCI
Jacob Rubin, Portfolio Manager at Philosophy Capital, joins the podcast for the third time to share two theses: the first - Caesars Entertainment (NASDAQ: CZR), the second - Gannett Co., Inc. (NYSE: GCI).
For more information about Philosophy Capital, please visit: https://www.ph ... Show More
1h 11m
Mar 2025
How Tommy Mello Became a Billionaire Painting Garage Doors (And How He Shares the Wealth)
What does it take to turn a blue-collar business into a billion-dollar empire?For Tommy Mello, the answer is simple: relentless competition, strategic investing, and an unwavering commitment to winning. From painting garage doors to building A1 Garage Doors into a massive industr ... Show More
30m 47s
Jan 2024
MI Rewind: Naval w/ Eric Jorgenson
On today’s Millennial Investing Rewind Episode, Robert Leonard chats with Eric Jorgenson about who Naval Ravikant is, why he wanted to write a book about him as a guide to wealth and happiness, how his strategy of not making any money out of the book came about and why he chose t ... Show More
49m 52s