Do you know what strikes me as particularly interesting about this post?
If the ruler of el-Elfbaum is Charlie, then history appears to be repeating itself. In the story, Oz was a large, powerful and oppressive kingdom, but ruled from only one place, the Emerald City. "Elfbaum". It was, for a while, the most powerful city in the world. It was also described as being "very powerful in magic". This makes me think that the ruler of Elfbaum already had the Arkendish. It was conquered by a Side that rules through Hippymancy. Judy let him go, and believes she is being punished by Olive for that.
Flash forward to the present. Charlie knows he got beat last time, and only got away by the skin of his teeth, so he got sneaky this time around. He doesn't rule outright, he rules from the background. Harder to dethrone when you're ruling from outside the system. The Hippiemancers know this. In the past, direct conflict failed (as Olive nee Judy let Charlie get away), so they're getting sneaky too. This time, they put together a plot to take down Charlie. Sure, there are others involved, but I think the Hippymancers and the Predictamancers were the once that smoothed the way for everything. They let the Thinkamancers believe it was their idea and got them on board. Instead of trying to beat Charlie directly, they bring in a ringer. Someone who can beat Charlie at his own game. Someone who can outthink Charlie. Someone who, most importantly, has his own motivations for breaking the system.
That's what I take away from this. Where Judy is from will come out in the wash. History repeating itself? That applies to the future as well.
"All warfare is based on deception" - Sun Tzu, Chapter 1, Line 18, The Art of War
"The principle of strategy is to know ten thousand things by having one thing." - Miyamoto Musashi, The Book of Earth, Go Rin No Sho