This study examines the experience structure and success theme in the business experience of successful young entrepreneurs in the fashion field. The study was conducted as a qualitative case study. The participants were three CEOs with more than 10 years fashion businesses experience with small and medium enterprises. Data were collected from July 2016 to June 2017 through in-depth interviews in Seoul and Gwangju as well as literature collected from other journals, newspaper articles, and books. Collected data were first summarized in 284 meaning units and then reduced to 53 common meanings through description, analysis, and interpretation processes that produced 16 sub-themes. Finally, six successful themes were extracted. The study results are as follows. First, the experience structure for successful entrepreneurs is formed by the qualitative difference of experience according to time order. Second, there are six successful themes found in the fashion start-up process. 1. Developing talent as entrepreneurs with a sense of fashion and enthusiasm 2. Passing on trial and error as a chance to communicate with customers 3. Challenge the fashion retail market with global online start-up opportunities 4. Building a system that responds to market environment changes 5. Leading and distinguishing with expertise from entrepreneurs 6. Evolve into the coexistence of members.