I have a new principal this year. He's not great. Our school was going in a great direction under the old principal (he was amazing) and now it's going downhill...not necessarily the fault of the new guy, but he's doing nothing to stem the tide. People are overwhelmed, overworked, feeling unappreciated, doing way too much (our assistant principal/dean is teaching 3 classes...she usually teaches one...on top of all of her admin duties), we're all teaching extra classes for no compensation, new schedule, lots of kid issues. It's not good.
Anyway, he likes me. A lot. He's a former history teacher (like me) and has given me great evaluations and told me numerous times that he loves the way I run my classroom. He asks my opinions a lot on things and I'm usually pretty honest with him.
We all have a mid-year check-in with him. Mine is next week. He gave us a list of questions to think about:
-Things that have gone particularly well in the MS this year?
-What could be better?
-What has helped you grow this year as a faculty member? What might help even more?
-Comment on the strengths/weaknesses of the following: student culture, faculty culture, faculty meetings/suggestions?
-How is MS administration (R,R,R) supportive of your work? Ways we could do more?
I would love to tell him some of the issues (I think he's completely overwhelmed by the job and unaware of the issues) but I don't want to be seen as negative and complaining. How would you go about bringing up some of the issues (he's fairly sensitive/defensive)?