You mean that's not what you did last year? O: You're quite good at mental multitasking, if I may say.
I love lists when it comes to particularly large endeavors. :3
If I may make suggestions for planning simply for the sake of making them, could we not have a few people running one big photoshoot? We could split the cosplayers into groups by region, and put a person in charge of each group. Lists could be handed out beforehand to group leaders, so that things could run smoothly in a sequenced fashion. Also, if I may, why not have the photoshoot earlier that Saturday? Everyone could run around in their Hetalia cosplay for the majority of that day instead of having to change or wear too many days in a row. I would be perfectly fine orchestrating a plan for the whole shenanigan, as to keep that small bit of stress off of our darling boss. She shall run the panel, whilst Cassiopeia, I, and whoever else volunteers run the photoshoot. I'll write it out on paper later tonight and see how well I can get it to work.