Cliff Asness — co-founder, managing principal, and chief investment officer at AQR Capital Management — is one of the most influential quantitative investors of the last 30 years. He's also one of the most candid.

In this conversation, Cliff joins Infinite Loops to talk about why losses hurt more than wins, how bubbles form, why modern investing increasingly resembles gambling, and what the dot-com era can teach us about today's markets.

Important links:

Substack: https://newsletter.osv.llc/

Cliff's Perspectives: https://www.aqr.com/Insights/Perspectives

Cliff's X: https://x.com/CliffordAsness