Robert Holmes à Court started as a lawyer in Perth and became Australia’s first billionaire. He built his fortune by spotting value in distressed companies, charming rivals into partnerships, and then cutting ruthlessly to create returns. This episode breaks down Holmes à Court’s rise and fall, and the lessons his playbook still offers for investors today.

Thanks to our sponsors!

Ayrin Digital: https://go.ayrin.ai/rainmakers
Collateral Partners: https://collateral.com/

Sources:

https://docs.google.com/document/d/12D9sI-cfOWmQZvImZBOunWtym3LH0TuV0o2nhi4CZr8/edit?usp=sharing

Paul McCartney Video: https://www.youtube.com/watch?v=91YLM5l614o

Henry Hillman inherited a Pittsburgh empire built on coal and steel and then dismantled it. Instead of holding on, he recycled those assets into bigger bets, backing unproven talent and writing early checks to firms like KKR and Kleiner Perkins. This episode breaks down how Hillman turned a family fortune into billions and what his playbook can teach today’s investors.

Thanks to our sponsors!

Ayrin Digital: https://go.ayrin.ai/rainmakers
Collateral Partners: https://collateral.com/

Sources:

https://docs.google.com/document/d/1XMnJwZuGOnKnfJZO5u_cExOYkxrI_DRcghgI3KYUehs/edit?usp=sharing

From selling Christmas cards in Texarkana to building EDS into a billion-dollar giant, Ross Perot turned frustration at IBM into a whole new industry.

In this episode, we break down exactly how he did it.

Thanks to our sponsors!

Ayrin Digital: https://go.ayrin.ai/rainmakers
Collateral Partners: https://collateral.com/

Sources:

https://docs.google.com/document/d/11mQ7etaWwkYLpu7eHzn27hFu__fs1h4aAWQYjMS2B20/edit?usp=sharing