The purpose of this study is to investigate the change of middle-aged adult learners through transformative learning and the success factors of re-employment. Eight adult learners aged 40~60 years were selected and applied qualitative case study method. As a result, middle-aged adult learners experienced a change in personal and social level through the transformative learning. On the personal level, they experienced 1) change of perspective, 2) psychological and emotional change, and 3) social improvement. On the social level, they experienced 1) mutual growth with people around, and 2) positive role performance in the community. The transformative learning experiences related to the success of re-employment of adult learners were confidence recovery, self - reflection, broad view of the world, humility about the world, energetic life, and pioneering their own lives. As a result of analyzing the success experiences of re-employment through the transformative learning, it was found four themes that ‘constantly ruminating and looking around with me’, ‘turning from the success to the path of completion’, ‘staying backward: moving forward’, and ‘pioneering another world that I am leading as a hero’. The experience of re-employment was ‘to live with the world while doing the work that I chose to lead through the rumination of my life.’ Based on the above results, policy and practical suggestions were made.