The purpose of this study is to explore the factors that facilitate and inhibit the linkage between the operation of the Free-semester program and the next semester. In order to do this, I conducted in-depth interviews with the teachers of four schools that are well linked with the Free-semester and normal-semester. As a result of the study, the linkage between Free-semester and normal-semester was generally progressing well in terms of teachinglearning improvement in four schools, but it was difficult to link in career experience. As for the specific linkage patterns, there were 'close linkage of curriculum and teaching methods', 'process-based evaluation expansion rather than results', 'linking with curriculum of curriculum education', and 'external experiential activities linked with creative experience activities'. The factors that facilitate this linkage were 'the culture of sharing and communicating with each other', 'the diffusion of self - innovation capability', 'leadership of leading teachers who wait and encourage', and 'linkage of teacher's grade '. On the other hand, factors that impeded the linkage between Free and general semesters were 'residual traditional evaluation system', 'lack of experience infrastructure and lack of effective programs', 'disconnection of budget support and uncertainty'. Based on these results, it is suggested that constructing a teacher culture for forming co-workers of teachers, establishing a career experience infrastructure connected with local community, and assuring the stability of budget support are needed.