The playoffs being a crap shoot is one of the biggest reasons why I'm so against the 'win now at any cost' philosophy. I have never tossed that idea out the window. Going all out to win guarantees nothing, and because of that, I don't think an approach like Dombrowski's is justified or worth it at the expense of the long term.
If it turns out that we win a World Series (or 3), then in hindsight, the moves will have been justified.