Presented here are four case studies of urban collaborative educational programs: (1) the Dallas Independent School District - Magnet Arts High School; (2) the Los Angeles Unified School District Regional Occupational Centers Program/Skilled Training Education Program; (3) the Detroit Public Schools - Community High School; and (4) Philadephia's Parkway Program. Collaborative programs are defined as involving one or more of the following non-school agencies: business, industry, labor, institutions of higher education, community groups, local government, and service agencies. Each case study attempts to examine the costs associated with projects, determine the impact of collaborative programs on students in both academic and occupational domains, and describe the educational processes and characteristics necessary for success. Case studies also identify those school and business practices which best facilitate student transition from school to the labor market. The organizational structure and operational technique of each program are discussed and effective curricular models and positive student and community outcomes are highlighted. (Author/APM)