Trickster's games have tricks to them usually, right? And Judges follow certain rules, right? Couldn't one of Trickster's rules be that there has to be one way to have the least amount of damage done?
The war room games, for example. The first one was that as long as you picked your partner teams, you would be safe. But that was when you guys first became partners so a lot of people didn't catch on, right?
I don't know about the dance game he interrupted, though. When he jumps into games likes that... I don't know--it's technically not his game, is it? So does he follow his rules then? Or the rules of the one running the game? Or does he just have free reign?