I'd support Feingold/Richardson in 08. I think Bradley just won't run.   

I'm not sure Rudy would win in NY, by the way. The marist Poll done a month ago suggests that 47% of New York voters think he should run, but that doesn't translate into votes, and it especially won't translate into votes in 2008. Black people don't much like him, nor does the left, nor do latinos, etc.

In the rest of the country, Rudy would play even worse. His first marriage was to his second cousin, and was annulled because it was incestuous according to his own religion (you need a special dispensation to marry a relative that close, and he did not get one). Then he had a tumultuous second marriage. He had a very public relationship with (current wife) Judith Nathan while he was still married to Donna Hanover, and he is known to have far more of a temper than, say, Howard Dean. So as a Presidential candidate he would not attract the kind of Christian coalition voters who can be relied upon to vote for Jeb.

Time magazine described Rudy's reputation prior to 9/11:

After two terms, his place in history seemed secure: great mayor, not-so-great guy. The first Republican to run the town in a generation, he had restored New York's spirit, cutting crime by two-thirds, moving 691,000 people off the welfare rolls, boosting property values and incomes in neighborhoods rich and poor, redeveloping great swaths of the city. But great swaths of the city were sick of him. People were tired of his Vesuvian temper and constant battles--against his political enemies, against some of his own appointees, against the media and city-funded museums, against black leaders and street vendors and jaywalkers and finally even against his own wife. His marriage to television personality Donna Hanover was a war: ugly headlines, dueling press conferences. Giuliani's girlfriend, a pharmaceutical-sales manager named Judith Nathan, had helped him get through a battle against prostate cancer, and his struggle touched off a wave of concern and appreciation for him. But most New Yorkers seemed ready for Rudy and Judi to leave the stage together and melt into the crowd.

I'm impatient for the Obama administration!