Name me one team that made the Playoffs in the last 5 years that had a bad defensive SS.
How about 2008?
Boston - Julio Lugo
Mets - Jose Reyes
Yankees - Derek Jeter
Lugo was removed as the starting SS midseason and replaced with Jed Lowrie. He was replaced because Red Sox management concluded that they could not win with Lugo as their starting SS. However, they did win with him in 2007, so I will give you that one. I will also give you Jeter, not so sure about Reyes.
Still, you named teams that have payrolls over $150M, which basically allows them to have weakness in some crucial areas because they can blow away the competition in every other one. And still that only amounts to 5 out of the 40 teams that made the playoffs over the last 5 years. So it can be done, but only with a ton of money, and even then it is unlikely.