On Wednesday, Connecticut Sen. Joe Lieberman announced he will not seek re-election in 2012 and will retire after four terms in office. From the Clinton impeachment to the health care debate and from being the Democratic vice presidential nominee to being a party pariah just six years later, Lieberman has often been at the center of the political conversation. So what is his legacy? How tough would a re-election fight be? And who might be waiting in the wings to replace him? We discuss it all with former Lieberman chief of staff Michael Lewan.