Ball in the Air

Stocks And Jocks · Oct 20, 2026 · 1h 55m

October 20th, 2026

The Chief and Karl talk Social Security. Joel calls in to discuss AI trade. Kenny jumps on the air to talk about the tech revolution. Finally, Chief and hall discuss money supply, inflation, war and business.

Guests

Karl Denninger

Karl Denninger is an American technology businessman, finance blogger, and political activist, and is sometimes described as a founding member of the Tea Party movement.

He founded and served as CEO of MCSNet in Chicago, and ran it until 1998, when he sold the company to Winstar Communications. The Chicago Sun-Times later recognized him as one of…