I am also a teacher - We are not allowed to take off 10 days prior to school opening or ten days at the end of the year. We also cannot take days before any holiday. None of my family vacations interfered with my job days, without honest consultation with my principal over one teachers-only day...
I have had a ton of problems with the app as well...lists the resort we're staying at, but won't link any of our ADRs no matter what I've tried. The nicest Disney Rep. online suggested they "might not have needed to roll this out until the kinks had been worked out!"
She stated that the resort...
You'll be fine - when I think too much about anything safety-wise, it ruins my fun...just concentrate on the fun you'll have at Disney! Walk yourself through your best mental images!