This guide book contains a model portfolio that is designed for use by school boards in evaluating school superintendents. It can also be adapted to evaluate central-office administrators, principals, and other school-level administrators. The portfolio provides for both formative and summative evaluation. The assessment is keyed to the superintendent's defined role and to 11 generic duties of the superintendency. The evaluation process is based on the CIPP framework of Context, Input, Process, and Product: (1) evaluate the district context; (2) seek out alternative improvement strategies; (3) monitor and assess implementation of the plan; and (4) gather and assess the evidence on outcomes. Data are to be collected from multiple sources--the superintendent, the board, teachers, staff, parents, and peer administrators. The guide book includes model forms for collecting and recording information. (LMI)