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Although some studies examined both school districts’ and principals’ influences on school decisions, few studies examined district-principal’s decision making power relationship. This proposal tried to examine district-principal’s power relationship from three aspects: (a) Is it a win-win situation or a zero-sum game? (b) Does it depend on specific decision-making domains? And (c) Does it differ by the district size? By applying multivariate HLM methods to national School and Staffing Survey 2007-08 data, we found that the four technical core or related areas (standards, curriculum, PD program, and discipline) were more likely to be characterized as win-win situations, while the personnel areas (hiring and evaluating teachers) presented a zero-sum relationship. No significant association was identified in the area of school budgeting.