I like that idea that I can see forming here and showing someone's experiences fighting against the Elven Jesters has a lot of potential for atmosphere. I do feel like this story could have benefited from a couple of additional drafts or rereads to truly embrace the idea however. The journal nature of it is a fantastic framing device but would benefit from a bit of finetuning to get across what it is you are aiming for.
Either way though, as an idea and a framing, I love it.