What the Yankees have done in the past shouldn't affect his decision that much. It's clear a White Sox team with Randy Johnson could take the Central division. The Yankees have to contend with the reigning World Series champions. I know they're losing Pedro, but they'll probably be adding Pavano. If the Yanks don't win the East, don't be so sure they'll lock up the Wild Card considering the talent in the West. I think his easiest route to guaranteed postseason would be with the White Sox, taking into account the weakness of our division.