After leaving office, the former mayor hasn't followed in the footsteps of big-city mayoral peers like Rudy Giuliani and Ed Koch, choosing to speak softly—or not at all—and build a big resume. Read more
Barack Obama owes longtime friend and fundraiser Penny Pritzker a great deal, going back to his days as an obscure state senator. 2008 wasn't the right time to include her in his cabinet, for a host of reasons, but he's got a lot more political capital in 2012, and much less to lose. Read more
Chicagoans did well for themselves in the first Obama term; two still serve in the highly sought-after assignments of London and Paris. As Obama looks to his expensive legacy projects, more look to be on the way. Read more
David Rosen of The Competence Group is a DePaul grad who's worked for Hillary Clinton, Al Gore, and the DNC... and this week, as a go-to guy for getting donors into the inauguration's best after-parties. Read more