This study attempts to search the cultural trait of entrepreneurship in theme-based and project-based teaching for English Teachers and the history, personal characteristics, business strategy, Corporate Social Responsibility(CSR), and or Corporate Philanthropy (CP)of successful Indonesian entrepreneurs. This study is qualitative by using the method of life story documents of Indonesian entrepreneurs taken from electronic notes and questionnaires for the Junior English Teachers(JT), Senior High School English Teachers (ST), and College English Teachers (CT). The result of this study showed that JT, ST and CT implemented theme-based and project-based teaching. The obstacles were the lack of cooperation with subject specialists, unavailability of entrepreneurship projects and absence of school's cooperation partner. Of the ten Indonesian entrepreneurs, they all started from a small business. They had personal, powerful, and tough characteristics with innovative business strategies. All of them contributed in the CSR and/or CP. English teachers could benefit from the role model values of entrepreneurs in teaching by practicing collaboration between and among courses in and out of the classroom. The researcher recommends to have more research on the collaboration of teachers from different courses with the successful entrepreneurs that become the role model of the students in relation with the impacts on students' achievement.