This report documents the Rochester (New York) City School District's efforts to develop and implement a school-to-work transition system featuring the following elements: activities at the elementary, secondary, and postsecondary levels; combined formal schooling and structured on-the-job training based on nationally recognized standards; curriculum focused on qualifications required for entry-level work in rewarding careers; job experiences permitting exploration of diverse careers under guidance of skilled mentors; and classwork providing the experience/credits needed to pursue a college education. The report covers the following topics: development of Rochester's school-to-work model and its components; designing and piloting models/successful programs; preliminary results and costs; steps to creating successful models; challenges faced by Rochester in moving from pilot to full-scale implementation; and step-by-step recommendations for implementing school-to-work transition systems. Appendixes contain the following: list of organizations serving on Rochester's school-to-work transition task force; Rochester's school-to-work transition policy and strategic framework; matrix of Rochester's school-to-work activities and definitions; sample model school-to-work programs and activities; overview of the Rochester Business Education Alliance; roles/responsibilities of school-to-work director and organizational infrastructure chart; and lists of Rochester's school-to-work transition advisory board members and 29 products/publications from the National Center on Education and Economy and Rochester City School District. (MN)