If establishmentarian George Will wanted to write a similar article on Rudy or Romney it would have to be a 6-parter
As I have said before, George Will has delusions that he's Tom Wolfe. He is not. He's a wannabe who wishes people thought he was urbane and yet one with "the little guy" but as you point out he's boringly lame in the Rockefeller Republican (i.e. liberal republican) tradition. He's a countryclubitarian.
I had a George Will book, it was a collection of columns or something.... terribly boring and unimpressive