Women entrepreneurs in Thoothukudi, Tamil Nadu, significantly contribute to socio-economic development across various sectors. However, they encounter unique challenges that impact their job satisfaction and business success. This study, "A Study on Job Satisfaction and Business Success: Insights from Women Entrepreneurs in Thoothukudi", aims to explore factors influencing job satisfaction, identify success indicators, and analyze socio-economic and cultural impacts on their entrepreneurial experiences. Using descriptive research, primary data was collected from 35 women entrepreneurs via structured questionnaires. Findings indicated a strong relationship between job satisfaction factors such as autonomy, decision-making freedom, personal growth, and flexibility and entrepreneurial experience. Marital status, however, did not significantly affect business success factors like market adaptability and customer loyalty. The Chi-Square test revealed that personal and social factors, including cultural background and community support, significantly influence women’s entrepreneurial journeys, emphasizing the need for targeted policy interventions to support their growth.