Science, technology, engineering, and mathematics play an important role in shaping the economies of countries. It is now well documented that females are underrepresented in these fields. This study examines whether gender differences exist in Lebanon with regard to the career choices of boys and girls at the secondary school level. Three hundred and ninety-nine surveys were collected from three private schools. The surveys asked the students to indicate their potential interest in a set of 22 occupational roles that are categorized into the following five categories: Creative, Medical, Child Mentoring-Rehabilitative, Clerical-Sales, and Technological. The results of a confirmatory factor analysis indicate that gender differences exist in the model parameters in all categories. With regard to the mean of the constructs, the results show that there are highly significant differences in the mean of Technology between males and females, with an effect size of more than 0.8. Finally, structural equation modeling was used to investigate whether the age of the respondents was related to any of the occupational constructs. The results show that age was significant in all models. Specifically, older boys were significantly less interested in the Child Mentoring-Rehabilitative occupational category, while older females were significantly less interested in the Technological occupational category.