What's worse is that I tend to believe that there are a number of approaches to any given situation that may all have merit. Trying to balance between competing solutions can be challenging, because they will all have strong points and weak points and most situations aren't so clear cut that you can point and say "This! This is the one right way to do this."
Well, sometimes it is, and sometimes it isn't. I remember writing an article back before Chicon 2000 discussing organizational structures for Worldcons. If all things were equal, you would prefer structure A to structure B, because structure B produces a certain set of dysfunctional behaviors.
Of course, that's only true if all things are equal. Circumstances can alter cases and the ordinarily dysfunctional structure B may be the best choice in a particular case. If you're stuck with Plan B, the best you can do is recognize how it's going to promote those dysfunctional behaviors and try to figure out how to suppress them.
Sooner or later, you have to make a decision.
But trying to make it based on the data in the particular case that you're looking at is always helpful. :)