Being a BAD team helps, as far as being able to bounce back. The worst thing you can do is be mediocre. Middling draft pick that won't pan out, expensive retread FA pickups, get one decent player at a time, but lose them to FA because you can't compete with just them alone. You really need to SUCK for a little while, restock, and then make some smart pickups.
I don't think you can make that same argument for baseball as you can for basketball or a franchise QB in football. Baseball has layers upon layers of minors, and it takes years for even top picks to make it to the bigs, assuming they don't flame out first. The MLB draft is a much bigger crapshoot.