This report describes a practicum project that developed an evaluation program for an elementary school principal and then attempted to assess the effectiveness of that program. In developing the evaluation program, it was necessary to satisfy the guidelines established by the state of Connecticut, as well as the needs of the local board of education and administration; this task was complicated by the lack of a job description for the principal in question. Separate sections of the report review the research literature on administrator evaluation and supervision, describe the development of the evaluation program, and assess the success of the program in improving the principal's performance. Included in the appendix are the text of Connecticut's evaluation law and guidelines, sample job descriptions from educational and business organizations, and the principal's self-evaluation checklist. (Author/JG)