I would love to see Rudy run against Hillary. I can't stand her and I think he'd send her down in flames.
He would win 55-45% I think.
If Rudy runs there is a possibility that Hillary might not even run for re-election. Since she would probably lose, that would end her hopes for a Presidential run in 2008. So she might just not seek re-election, focus on a White House run and the Dems would have to find a replacement (Spitzer maybe? Though he's considering a run for Governor, he might be their best hope for defending the seat)
Run Rudy Run! Giuliani for Senate 2006