While many of us have learned to recognize the signs/behaviors in personal relationships, abuse in professional workplace relationships has gone largely unexamined. The relationship between the principal, as the boss, and the teacher, as the employee, is an under-researched component of the school workplace community that is important for identifying the behaviors that exist within the “dark side of organizational life” in schools. How do we better prepare teachers for this dark side of the micro-politics of school life? This quantitative study is best described as a survey research study that attempts to examine the relationships between teachers and principals in K-12 public schools. The focus is to examine school teachers’ perceptions of the major sources of the experience of mistreatment by a principal both past and present, how often mistreatment occurs, the intensity of the mistreatment, the effects of mistreatment, the identification of teachers’ coping skills of such mistreatment, and the determination if perceptions of mistreatment vary by demographic variables in a randomly selected sample. The principal whose interactions with staff undermine these all-important relationships by creating dissociation between teachers’ self-confidence and their professional self-image is like the captain drilling a hole in his or her boat. No matter how hard you bail, it is always sinking.