Name someone in Chicago’s power crowd, particularly its business elites, and chances are that Rogers has placed, advised, or mentored them—including a gal named Hobson (No. 18) and a fella named Obama. He marries well too: First wife Desiree Rogers went on to be Johnson Publishing’s CEO, and ex-wife No. 2, Sharon Fairley, was just tapped by Rahm to reform the Independent Police Review Authority.