17 months? I don't feel like it's really fun anymore to be a teacher in that school. I get it Fluttershy is the best waifu, but if It was me I would just refused to take the award after 6 months or so.
Somepony could probably helped her if she couldn't climb that high.
The teacher of the month feels more like Fluttershy fan club at this point to me, and not that something like any pony could actually get if they tried it.