I too am a little worried about the type of administrators I am going to be working for once I become a teacher. But then again who isn't scared of their boss? On the one hand, I think it would be great to have an administrator who enforces strict rules in order to ensure that all of the teachers are meeting the necessary requirements in their lesson plans.
However, I also think that it is important to work with an administrator that you can express your opinions openly with. Although the principal and administrators are the ones that run the school, teachers are in the classrooms with students everyday and therefore are the ones that know more than anybody what is best for their students. If you can't voice opinions to your administrator when you feel that changes need to be enforced in your school, then that administrator does not deserve you working for them. But that is just my opinion