This study describes and assesses the basic problems of black males who enter educational administration as a career, showing the relationship between their cultural background and their aspirations in the field of administration of a large city school system. The role taken by the researcher is that of participant-observer. The collection of field data entailed the following: (1) a written survey (questionnaire); (2) interviews and tape recordings, if and where possible; (3) an inspection and/or review of the "Job Analysis Division" as a description of each administrative position and requirements for these positions; and, (4) a search of personnel records in order to show career achievement and professional growth patterns. The data source was the total population of Black Male School Administrators working in a large urban school system. All the black administrators were surveyed and interviewed. A search of personnel records was made to determine career achievement and professional growth patterns from educational beginning in the system to present. There were a total of 40 individuals in the study. Some of the problems uncovered by this study included that of identifying racial prejudice as opposed to normal job competition. Blacks compete among themselves for good jobs, as well as against whites, and whites, too, must compete against each other as well as blacks. (Author/JM)