As the social demands for the role of universities have changed, the need for universities to break away from the traditional undergraduate system and promote the flexibility of the undergraduate system has been raised. In particular, despite the importance of reorganizing the adult-friendly academic system at participating universities in the LIFE project that operates degree programs exclusively for adult learners, participating universities are having difficulty in promoting the system reform in a short period of time. The purpose of this study was to examine the current situation and problems in the process of promotion by studying the cases of the flexibilization of the undergraduate system of LIFE policy participating universities, and to analyze this focusing on the differences in understanding among the participants in the policy. Result of the study showed each university was generally in agreement with the necessity of flexibilization of the undergraduate system, however both active and passive attitudes towards the actual implementation of the process was seen. It has been found that perceptions of flexibilization of the academic system from different learners attributed to this result. Among the common difficulties found while promoting the process, balanced acceptance of learners’ needs, consultation with stakeholders, improvement of online classes, and development of teaching methods tailored to adult learners were suggested. In addition, per analysis of the results, differences in understanding were seen from several parties; between the university and learners, University departments dedicated to internal businesses, and other departments, and the university and the Ministry of Education/National Institute for Lifelong Education. Based on the discussion of these results, several policy improvement proposals were suggested.