20 Lessons from 2008 That Still Matter (Especially Now)

Skippy and Doogles Talk Investing

Skippy & Doogles fire up the investing time machine and revisit Seth Klarman’s 20 lessons from the 2008 financial crisis — lessons that feel alarmingly relevant in today’s overheated market. From the dangers of financial innovation to the privilege of liquidity, they break down the timeless wisdom and apply it to 2025’s investor landscape.

Plus, listener mail sparks debates on:

• The rise of working-class investors — is it a bubble signal?
• What “affordability” really means in an age of all-time high incomes and prices
• Whether it's time to build a bachelorette party GoFundMe app

Join the premium Skippy and Doogles fan club. You can also get more details about the show at skippydoogles.com, show notes on our Substack, and send comments or questions to [email protected].