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You are correct, all of the courts decisions to date have found for the student.

The crux of this issue is the the Principal is held PERSONALLY liable for her overreaching and illegal conduct. This is why the local district (with help) is pushing along the case..... As a result of this series of court battles, the family was harassed out of town and now work in China teaching English to locals there. Juneau may be the State capital, it still has that classic (in a bad way) small town mindset when it comes to folks upsetting the applecart. YMMV

The crux of this issue is the the Principal is held PERSONALLY liable for her overreaching and illegal conduct. This is why the local district (with help) is pushing along the case.....

I wonder how many people actually realize that? This is the only reason the school is appealing and why some people in the government are supporting the appeal. The court has said that as principal, she should have known her actions were unconstitutional, and is thus liable. If that stands, who gets held liable next under the same theory? I don't think many policy makers, regardless of the letter next to their name, want court precedent that they can be held personally liable for clear constitutional violations.