This study aimed to explore female entrepreneur’s personal characteristics, life style, and psychological factors in food service industry. The purpose of this study is to investigate the motivators and barriers of entrepreneurship, as well as potential influence by societal changes and education on women’s leadership. A judgment-sampling paradigm with questionnaire survey was adopted in this research. A total of 115 valid samples were collected. The reliability of Cronbach’s alpha was 0.70, and validity coefficient was 0.82. Statistical analyzing techniques including descriptive statistics, factor analysis, t-test, one-way ANOVA, and regression analysis were utilized in this study. The major findings of this research were as follows. (1) The main motivator of female entrepreneurs is seeking for social achievement. (2) The barriers of entrepreneurship are short of funding, lack of market sense, and physical/psychological overload. The features of women’s leadership can be characterized as emotion management, adaptation to change, professional skill, and motivating ability. Entrepreneurs with higher educational level exhibit better qualities on these management functions.