This study reports on findings from a survey of Massachusetts' school principals that examined their perceptions of the nature and quality of certification programs. Results indicate that "when" participants were certified (pre or post NCLB) and "where" they were certified (public, private, alternative programs) has a significant influence on the perceived content and quality of their preparation. These findings reveal that accountability measures may have led to changes in the content and structure of principal preparation programs over time and suggest a need for state standards that influence the development, delivery, and evaluation of principal preparation programs to reflect the requisite skills principals need and want in the 21st century. (Contains 2 tables and 6 figures.)