Let's put it in some context - George Bush Sr. appointed David Souter, who was and is squishy in the extreme. No one, no one sane anyway, is saying that his re-election in 1992 wouldn't have been better for the world than the election of Bill Clinton.
Ivan
Heck, I'll do ya one better. Ronald Reagan appointed Sandra Day O'Conner.
Giuliani considered that Clinton's re-election would be better than electing Dole in 1996. But he decided to stick with them who brung him and endorse the Republican candidate. This, despite his statement that the country would be in goods hands with either Clinton or Dole:
"most of Clinton's policies are very similar to most of mine." The Daily News quoted [Giuliani] as saying that March: "Whether you talk about President Clinton, Senator Dole.... The country would be in very good hands in the hands of any of that group."
He said this even after 4 years of Bill Clinton in the White House. He said it 3 years after Bill Clinton appointed Ruth Bader Ginsburg to the Supreme Court. So, your argument falls flat.