The Businesses as On-Site Schools (BOSS) program was established as a dropout prevention effort combined with employability training for at-risk high school students. The setting was a vocational/educational alternative center in Florida. Businesses were contacted, and verbal intent to provide on-the-job training and an onsite mentor was established. Fifteen students interested in job openings completed the application requirements and interviewed with the business partner. Once matched with a business partner, the student, researcher, and mentor began to look at possible job training skills exclusive to the job site and the development of employability skills. These three participants also coordinated academics and work-related experiences. Students were required to attend academic classes in the morning to participate in on-the-job training in the afternoon. A formative evaluation was completed 2 weeks after program implementation. The summative evaluation involved calculating students' grade point averages prior to BOSS enrollment and determining entry-level employability skills. Results indicated an improved level of employability skills, significant level of promotion to the next grade level, improved grade point average, awareness of school-to-work relationship, and a self-evaluation of educational achievement and career opportunities. (Appendixes include 26 references, evaluation instruments, position and job description, anecdotal records, and training agreement.) (YLB)