I followed all the rules for applying through the school district for a teaching position and then worked as a substitute for a year. I finally got fed up after subbing for a brand new, fresh out of college teacher hired from out of state! I walked straight to the principal (against the "rules" of applying through the district), introduced myself, and told him I wanted to teach at his school. I was hired two weeks later after he and the principal of another high school fought over who could have me! They both wanted me. This was a year after trying to get a job the "proper" way. I got my teaching position in the next state I lived in the same way. After a year of nothing, I introduced myself to the assistant principal of a prestigious high school at a school event (my husband was a Marine recruiter there). I was hired for the next school year. So, yes, be bold.