The winning democrat ticket for 2004 is, of course, Al Gore and Barbra Streisand. You've have the political savvy of Gore and the cash and star power of Babs. Of course, they'd have no chance of winning the election but look how much fun it would be.
Hillie won't do anything 'til 2008 when Bush can't run. Pelosi will keep things to the left for Hillie.