This study aims to analyze the employment situation, job satisfaction, and employability of the alumni graduating from the department of Transportation Technology and Management, National Chiao Tung University (NCTU) through a survey. A questionnaire survey was used to collect information concerning these graduates’ career development. In total, 850 questionnaires were distributed to those graduating from 1978 to 2003, in which 218 responses’ data were valid for analysis. Results show that the employment distribution of these graduates from transportation industry to high technology industry and financial industry. 35% of the participants, who are in transportation-related fields, hope their study could be applied at work; 65% of the participants, whose jobs are not transportation-related fields concern more about work challenge. In Job Description Index, most participants are satisfied with their interpersonal relationship in the company. Those who are unrelated to transportation are more satisfied with promotion and salary in transportation fields. In Job Characteristics Model, task autonomy is the most satisfied item; while task feedback is the least satisfied one. Furthermore, we find that alumni employed in academia have the highest satisfaction in their work. Most graduates are highly satisfied with the courses provided in the department and they consider work attitude and communication skills the most important employability.