Board Thread:General Discussion/@comment-71.1.235.131-20171022191243/@comment-26397825-20171023224045

Glynda is also a teacher, so the majority of her time is spent teaching classes and marking grades - even a practical class needs reports and grades to be assigned so students know how well someone is doing. The same goes for the other teachers.

Then add in the fact that they're all HUntsmen and at times disappear to take the kids on missions like Oobleck did with RWBY to Mountain Glen. That severely lessens the amount of people he can delegate to. Plus some things you can't delegate - he has to be the one to do the paperwork simply because the others do not have the authority to sign off on it.