In the comments, Blake reminds me of Spiro Agnew in 1968. Interestingly, Agnew and Palin form part of a pattern. Republican presidential nominees don't do particularly well with their VP selections on a strange twenty year cycle.
In 1908, William Howard Taft selected James S. Sherman. He became the last VP to die in office. Not good.
In 1928, Herbert Hoover has Charles Curtis--the best of this bad lot. On the one hand, he was the last President or VP to have a beard or mustache while in office. Good. He was the first Senate sponsor of the ERA. But, even with his Kaw Indian nation roots, he believed in assimilation and worked ferociously to break up Indian nations and assimilate individuals. Not a good guy but, believe it or not, the best of this group.
In 1948, Thomas Dewey selected Senator John Bricker, who was a right wing, isolationist nut, famous later for the Bricker amendment, which sought to cripple the President's treaty making power. Ike hated Bricker with the white hot heat of a thousand suns. 'Nough said.
In 1968, Richard Nixon selected Spiro Agnew, Governor of Maryland and famous felon. Agnew accepted envelopes of cash from road contractors in the vice-president's office. Most famous for the saying, "Nattering nabobs of negativism" about the press corps. Forced to resign his office one step ahead of the posse.
In 1988, George H. W. Bush selected Dan Quayle. He was no Jack Kennedy.
And, drum roll please, in 2008, John McCain selects Sarah Palin. She (and her husband, apparently) named their children: Track, Bristol, Willow, Piper, and Trig. Neither one of them appears also to be married to Gwyneth Paltrow, which makes these choices yet more confusing. I mean, really. I know she wanted a job at ESPN, but Bristol?!
So, there you go. Sherman (not that one), Curtis, Bricker, Agnew, Quayle, and Palin. This is a Flying Circus. Just not the fun sort.