Charlie Sykes On The Mob-Boss Presidency
Published: January 16, 2026
Duration: 48:16
This is a free preview of a paid episode. To hear more, visit andrewsullivan.substack.com
Charlie is a journalist and podcaster. From 1993 to 2016, he hosted a conservative talk show on WTMJ in Milwaukee. He was also the editor of Right Wisconsin, the editor-in-chief of The Bulwark, and a commentator on MSNBC. He recently went fully independent with his own substack, “To the Contrary” — subscribe! The author of many books, the latest was 2017’s How the Right Lost Its Mind.
An auto-transcript is available above (just click “Transcript” while logged into Substack). For two clips of our convo...