This workbook is designed to help Florida students in the juvenile justice system plan for their desired postschool outcomes. It includes activities to help students make good decisions that will affect their entry into adult life. "Dare to Know" boxes are found throughout the workbook and provide important information to students to assist them in planning, and "Dare to Think" and "Dare to Do" boxes provide activities to help with the planning. The workbook addresses the following areas: (1) the transition requirements in the Individualized Education Program (IEP), under the Individuals with Disabilities Education Act; (2) positive path behaviors; (3) identifying dreams; (4) getting support for dreams; (5) the transition IEP team; (6) planning for a dream; (7) deciding on where to live; (8) transportation options; (9) planning for a job by identifying interests, aptitudes, and skills; (10) identifying education and training needs; (11) leisure activities; (12) social activities; (13) getting involved in the community; (14) identifying desired postschool outcomes; (15) personal skills; (16) personal learning styles; (17) graduation requirements; and (18) identifying annual goals and short-term objectives. (CR)