A(nother) question about Range and cover + one about armour

It’s correct and intentional. Remember that when changing distances, the winner of the maneuver always moves one category of their weapon (see Winning the Maneuver, page 407). So if a crossbow and a hunting bow are both at optimal range, and the crossbow wielder wins a withdrawing maneuver, the crossbow will retreat out to extreme and the hunting bow will be placed out of range. If the Crossbow then successfully closes again, it will move from extreme range to optimal range and the Hunting bow will be at extreme range.

Ties lead to both sides getting shot opportunities. And losing the maneuver is definitely bad, as your opponent will have the opportunity to shoot and you won’t. When you get right down to it, the crossbow is an extremely effective weapon of war. The hunting bow is quite good if your opponents only have thrown weapons or melee weapons, but you definitely don’t want to put yourself in a position where you’re using hunting bows and your opponents have crossbows (or worse, heavy crossbows).