This paper analyzed learning experiences that vocational high school students encounter during OJT in training companies. The main findings are as follows. First, students responded positively to the "work and work environment in training companies". But the nature of the work has conflicting characteristics. It has 'expansive work environment with learning potential', but the 'complexity of work' is slightly low. Second, 60.8 percent of students practiced "work performance as a learning activity" during OJT period. Whereas 48.9 percent of designated trainers agreed to the same question. Third, the students generally reacted positively to "what I have learned in OJT". In addition to occupational knowledge and skills, students answered that they acquired personal and social competencies. Fourth, for the question "what needs to be equipped for an apprenticeship", many students chose 'technical terminology' as most important. While numbers of designated trainers chose 'the meaning and responsibility of being a worker'. Based on these results, researchers explained its meaning and inferred some implications.