Vocational high school emphasizes on the preparation of students into employment and the development of their professional attitude. This study focused on(1) the role of paired school-industrial cooperation under the dual system program and its influence to construct vocational student's work adaptability, (2) influence of student's individual characteristic on student's work adaptability. This research used the survey method with the quantitative analysis approach, with Structural Equation Modeling (SEM) analy sis. The sample of this research was 202 vocational high school students in Greater Malang. The findings show that (1) the role of paired industrial influence positively and significantly on the dual education system is 0.544, (2) the role of paired industrial, dual education system and individual characteristic of vocational high student influence on the work adaptability of vocational high school students positively and significantly with the loading factor of 0.202; 0.318 and 0.333 respectively. It is recommended that (1) theoretically, the formulation of government's policy on the practice in industry of the district autonomy era, should be based on the education policy reform, decentralization and good governance reviewed based on the act and regulation of education ministry. (2) Practically, there should be an increase between the industry and senior vocational school about communication, evaluation, link & match, regulation and quality control on doing student practice in industry. Besides, there is a need to develop a further related research with a qualitative approach about the role of industrial paired and evaluation strategy toward dual system education implementationin order to develop the program effectively and efficiently in the future.