Women remain underrepresented in senior software engineering roles, despite increasing diversity initiatives. This study investigates the structural, cultural, and organizational factors influencing women’s career trajectories in the software industry. Using a mixed-methods approach, we analyze data from 72 detailed surveys across various career stages. Our findings reveal a critical “mid-career cliff,” where representation, advancement prospects, and organizational support sharply decline. Quantitative data highlights role segregation and persistent challenges in work–life balance, while qualitative responses emphasize recognition gaps and limited leadership pathways. The study concludes with targeted recommendations—ranging from internal sponsorship programs to transparent promotion criteria—designed to improve retention and equity beyond entry-level hiring. The questionnaire used to conduct this survey can be found here .