Despite growing participation in STEM education and government-led initiatives, women remain underrepresented in the Gulf Cooperation Council (GCC) tech entrepreneurship ecosystem. This study investigates the barriers and enablers affecting the scalability of women-led startups through a convergent mixed-methods approach. Drawing on a newly curated regional dataset (2020–2025), we use advanced regression models and propensity score matching (PSM) to assess the impact of support programs such as accelerators and public grants. Complementing this, 30 in-depth interviews and five scale-up case studies are thematically analyzed to examine gender bias, mentorship dynamics, and founder strategies in navigating the venture landscape. Our findings suggest that mentorship networks outperform traditional funding mechanisms in predicting long-term startup viability, particularly when embedded within sector-specific accelerators. We further identify critical intervention points where gendered perceptions disproportionately affect funding outcomes, regardless of venture quality. The study offers a novel framework for designing inclusive entrepreneurship ecosystems, integrating economic, sociocultural, and institutional lenses. Policy implications are contextualized for GCC nations, with tailored recommendations for Bahrain, including a reallocation matrix for funding programs, VC debiasing toolkits, and scalable mentorship models. The paper concludes with theoretical and applied contributions to entrepreneurship literature, gender studies, and regional development strategy.