Career breaks due to family responsibilities, childcare, and care giving often interrupts women's professional trajectories, leading to skill gaps, reduced confidence, and limited opportunities for workforce reintegration. Career is a strong term in today’s times as it is the identity and the activity through which women earn recognition and value for work that they put in. In today’s rapidly evolving job market, reskilling and up skilling play a critical role in empowering women to reclaim their careers and contribute to sustainable economic growth. This study explores the challenges women face after career breaks, including technological advancements, changing industry demands, and workplace biases. It highlights the importance of reskilling and up skilling programs, such as digital literacy, leadership training, and sustainability-focused skills, in bridging these gaps. Additionally, this research examines the role of women and societal pressure that she faces. With the progress of research one thing that becomes valid that women probably your sister, wife or mother somewhere has taken break and this issue needs to be recognized and solved. By analyzing industry trends and women’s perspective, the study identifies key areas where corporate policies, government initiatives and educational instituitions can collaborate to support women’s career comeback. The findings aim to find barriers that a women faces not only in the external environment but also psychologically. There are times when women realize that leaving a job was a sudden decision but coming back needs a lot of efforts because till the time they are back a lot of hierarchy and designations are changed. This research specifically understands the need and importance of continuous learning and its application for an overall development that a women can sense specially after up-skilling and re-skilling