Through the perspectives of a grant director and external evaluator, this chapter explores processes used and lessons learned to design and conduct ongoing evaluation of a multisite university-based principalship program supported in part by a US Department of Education grant. Using frameworks developed by Guskey (2000) and Kirkpatrick (1998), the authors highlight the conceptual context of program evaluation and describe the process used to develop a comprehensive evaluation plan aligned to program goals. The chapter appendix includes a summary of Developing Evaluation Evidence (Orr, Young, & Rorrer, 2010), a free program evaluation planning resource available at ucea.org.

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