The day napoleon was defeated, europe was filled with generals who knew it better and would have won. We know much more in hindsight - and every game is easier with perfect information.

We have send people to space in space-suits, which when under pressure would extend there arms and were no longer able to fold them back in. We know better now, but back then we didn't know. So the art to prepare for such "adventures" is very different to what we imagine. No endless information gathering, instead you select a person that can improvise on the spot with the spotty information you have. You give them tools to improvise: Knifes to cut the spacesuit open, duct-tape and rubber-tourniquets to keep the helmet pressurized. Not great, not terrible. Oh, and in hindsight, do the first spacewalk unmanned?