Rethinking Insurance, Savings, and the Wisdom of Investing - 03/21/2026

John Berkley explores an "uncommon cents" approach to wealth management, emphasizing that insurance is a protection product, not an investment. He details strategies for self-insuring as net worth grows and explains the optimal timing for Roth conversions during market dips. Drawing on wisdom from Charlie Munger and Warren Buffett, Berkley highlights the importance of emotional stability and learning vicariously through others. For younger listeners, he encourages developing savings patterns and finding mentors rather than obsessing solely over retirement.