Making his Palin announcement, John McCain raises an interesting weakness in his own resume: It's actually the person at the bottom of the ticket who has experience running things. When was the last time we had a Senator for Prez and a governor for Veep? Answer in the comments.
Update: Commenter Nick M gets the cigar:
The 1920 winners Senator Warren G. Harding & Governor Calvin Coolidge;
and the 1860 losers Senator Stephen A. Douglas & Former Governor Herschel Vespasian Johnson.
Nick actually pwned the challenge Friday. Sorry for the tardy update. He(?) is the fastest wiki in the west.