The maths behind probability may not be that complex, but it is probably the most misunderstood phenomenon ever. People constantly misinterpret, or plain refuse to believe, what the maths tells them. The game show where you pick a door and then the host removes one and asks if you want to change your choice is an obvious example (sorry, can't remember the name). No matter how much the answer is explained, many people simply cannot grasp that the "obvious" answer is wrong, evern though the simple maths shows this. The same is true for many, if not most, probablistic things.
Going back to the military question, how many last stands and suicidal attacks have there been, succesful and failiures? I would say probability has always been applied to strategy and then ignored.