AGE: 54
OCCUPATION: CEO of Burson-Marsteller, chief strategist for Hillary Clinton's
presidential campaign
NUMBER OF TIME COVERS: 0
PREVIOUS APPEARANCES ON THE TIME 100: 0
PRO: As Hillary's go-to guru for both her current Presidential bid and successful 2000 Senate campaign, and as Bill's pollster and political adviser in his 1996 reelection, Penn, the father of "triangulation," has brought his knowledge of Democratic Party machinery and old-fashioned scorched-earth politics to keep his candidate competitive after she was no longer dominant.
CON: His pointillist, poll-driven approach has been cited as part of the reason she's no longer dominant. Reportedly almost fired after Obama's Iowa win, Penn made a comeback in New Hampshire, but is now reportedly at the fringes of the campaign. Take a peek at the delegate count to see why.