This research is aimed to identify: 1) what the school does to improve his students work-readiness; 2) what constraints that pursue what the school efforts to improving students work-readiness; 3) what the school does to solve the constrains of students work-readiness improvement efforts. This study used a qualitative approach with descriptive method and case study technique. The source data consists of informants, places, documents and archives. The researcher used interviews, observation, documents analysis and questionnaire to collect data. Sampling technique has used were purposive and snowball sampling. Triangulation of sources and methods have used to ensure the data validities. The data have analysed using data analysis technique which consist of data reduction, data display and conclusion drawing. The results of this study show that: 1) Teaching and learning process in school, on the job training, production unit activities optimalizing, industry visit, motivation and carrier development are used to improve students work-readiness in SMK Negeri 1 Karanganyar, 2) There are some constraints from school, students and other sides which related to student work-readiness improvement efforts in SMK Negeri 1 Karanganyar. SMK Negeri 1 Karanganyar has some problems with his fund, time sceduling, curricullum and program evaluations. The students of SMK Negeri 1 Karanganyar also have problem with their motivation. Beside of that, there are some problem from others likes some companies which have partnered with school in on the job training program. 3) SMK Negeri 1 Karanganyar have solved some of the problems with production unit optimalizing, time manajemen program, teacher discussing forum USAge, motivation development improving and finding good companies for on the job training program.