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This chapter features three personal reflections written by practicing teacher leaders from Florida, Ohio, and Maryland. The first reflection describes a collegial partnership between a practicing special education teacher and an undergraduate intern which has been sustained for many years. The second recounts a teacher leader’s serendipitous experience in cultivating new teacher leaders through collegiality, collaboration, and leading by example. The third describes how a college instructor’s participation in Project Teacher Leadership provided new leadership opportunities and inspired educational and professional growth. The chapter concludes with five questions for discussion and reflection.