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This work discusses the results of a pilot project performed in 2013–14 within the framework of the Asian Leadership Project international comparative study, which continues research of school leadership in Europe and America since years 2006–2008. Alongside with Russia, the pilot project also included Australia, Hong Kong, Indonesia, Malaysia, and Singapore. After analyzing statistical reports on the Russian Federation as a whole, as well as on Moscow and Krasnoyarsk Krai in particular, we created a profile of an average school principal and identified their specific features across regions (age, sex, years of experience, competencies, etc.). Upon investigation of decision-making styles (A. Rowe's Decision Style Inventory) applied by school principals in Moscow and Krasnoiarsk and by award winners in the School Principal professional competition, we found that contextual factors and personal and professional attitudes of school principals have considerable effects on school leadership style. This paper also discusses changes in school leadership styles over recent decades, managerial methods used by Russian school principals, and similarities and differences between school leadership practices in Russia and Canada. The report describes the concept and design of a future large-scale study of these issues. [ABSTRACT FROM PUBLISHER]