The last year I taught JH before I took over the program(2 person job at the time) the HD was in a similar situation-lots of days to use up and the person knew it was their last year before retirement. This person never worked a whole week the entire year. The kids had a terrible year because of it, and I had a terrible year trying cover all of their classes as well as mine. I swore to myself then that when it was time for me to retire, I wouldn't screw over the kids or anyone who was working with me. You want to take days off? Turn in your resignation effective at Christmas. If your mindset is how many days can I take off, the kids are better off without you.