Matt,
It makes sense, although I try to be an "enabler" whenever possible, but the land and wind don't usually line up 100% of the time, so I follow the land, thus becoming a "contrarian."
I have given this a lot of thought over the years, and generally, I don't know why a gca would purposely go out of his way to set up a shot that most likely would be nearly impossible to play, for the wrong reasons. If I get into a situtation where the shot signals conflict, I generally give a bigger target, whereas I can make a "proper" shot more diffcult if the signals align, and thus make the target a bit smaller, if I feel there should be more difficulty.
Examples include a hook favoring green with a pond or OB on the right, which is very uncomfortable to play. Of course, wind is never predictable, so things happen. However, I disagree with those that say "you can't predict wind" and as a result, ignore it in design in favor of other factors.
Just MHO.