Personally IMO if you know where the deer will be coming from it's best to hunt them on their travel routes. If you get busted of the deers final destination(food plot) you likely cause them to become noctournal and spoil the hunting but if you get busted on a travel routed they'll simply change which route they use to get to the plot.
Should the wind be blowing out into the field where I plan on shooting? Or across in front of me so that every deer that enters the field downwind knows I'm there? Or should it be blowing in my face and in the direction from which the deer will be coming?
If you can avoid both of these it's best. I'll place stands where I feel the wind will give me the best advantage. Knowing where your scent is going is key. If you're checking the wind and know that it's carring your scent across the field at a certain point you can be prepard to shoot at a deer before it reaches the point where you scent will be.
Deer and wind are both unpredictable. All you can do is try your best to keep it in you favor. In the sinero you mentioned above I'd rather my scent be out in the field as opposed to back in the woods where I can't see it.