Yes, quite often. In a side A vs. B game we will often play at least twice with both sides’ players taking on the roles of the opposite sides of of the last game. This is done quite regularly in Biblical, Ancients and Dark Age/Medieval games. We will also play the same game over with or without switching sides but switching rule sets in order to compare rule mechanics and their effects on the outcomes of the games, sometimes using randomly generated sheets of numbers to minimise luck’s impact in such comparisons. The last WWII battle I played with my buddies was actually three repeats of the same game using Battleground WWII, Bolt Action and Chain of Command rules to mediate the same game.