PodcastIntel
Sign in Get Started Free
Talking Real Money - Investing Talk
Talking Real Money - Investing Talk

Ep. 1961: Smart Enough to Know Better

Aug 20, 2026 · 30m

About This Episode

Being great at running a company does not make anyone a market oracle. Don and Tom unpack the money regrets of successful CEOs—and the costly confidence that often follows success. They draw the line between business skill and investment skill, explain why financial literacy matters, and make the case for diversification over hindsight, stock-picking games, and concentrated bets. Then they turn to listener questions on catching up at 43, investing a church endowment, an underperforming robo...

More from Talking Real Money - Investing Talk

View all episodes →

Get AI Summaries for Every New Episode

Subscribe to Talking Real Money - Investing Talk and get AI summaries, guest tracking, and email digests delivered automatically.

Sign Up Free →