This training manual presents "Connecting to Success" (CTS), a program designed to expand through technology the mentoring, career development, and improved academic achievement opportunities for youth with disabilities. The manual begins by defining electronic mentoring as a way to connect adult employees with students through the Internet. It discusses the barriers to leading productive lives that youth with disabilities face and the benefits of e-mentoring. Following sections discuss: (1) e-mentoring program development; (2) youth development and the core skills and competencies that youth development programs should promote at different ages; (3) specific challenges faced by students with learning disabilities, mental health disorders, and mental retardation; (4) the roles and responsibilities of the program coordinator/community liaison; (5) the roles and responsibilities of the employer-liaison; (6) the roles and responsibilities of the teacher; (7) the roles and responsibilities of the mentor; (8) the roles and responsibilities of those being mentored; (9) launching a CTS program site; and (10) program evaluation to assess the process of implementing the CTS e-mentoring project and to determine the program's impact on students with disabilities. The manual closes by describing the pilot project partners. Worksheets and model forms are also included along with a list of resources. (Contains 24 references.) (CR)