For the acorn cookies - each cookie takes about 2 tablespoons of dough, and bakes for 20 minutes. Remember that the mold doesn't contain equal numbers of right-handed and left-handed cookies.
For the boar's head:
Next year, try building the ears separately and baking them onto bamboo skewers, then inserting them on site. I could build the inner shape out of foil, draping the crust over them, and then I would just have to lift the finished piece off. Note - insert bamboo skewers into the main head during baking in order to form a hole for the ear skewers. vynehorn tells me that she suggested this to me last year and I said it didn't work, but I honestly have no recollection of it. I'm sure she did, but I just don't remember.
There was something else, but I've forgotten.
EDIT: I remember! I mentioned to jofglastingburi that maybe next year someone else will do the boar's head. She just laughed at me...