I liked the idea you went with here; as I'm writing this I'm thirteen stories into the jam (fourteen counting mine) and I've yet to see anyone use the Elven Jester faction. Well done there.
It's always tricky using a journal - especially one that's supposed to be an official military log - as a framing device. I felt that some of the action felt rushed and under-described, but at the same time you don't want to fall into the trap of people writing multi-chapter epics while under fire.
You did a solid job of capturing what the horror of fighting the Jesters would have been like, with a great evocation of some of the most iconic wargear in the game setting.