This study focuses on redesigning a pathway for female students in technological institutions in Southwest Nigeria with the aim of promoting gender diversity and entrepreneurship in science, technology, engineering and mathematics (STEM) fields. The research identifies the challenges faced by female students in pursuing technological education and entrepreneurship, explores successful models from other regions, and proposes innovative strategies to enhance female participation and success. The objectives include designing interventions, assessing impact, creating a roadmap for implementation, and advocating for policy changes. By addressing gender disparities and creating a supportive environment, this project seeks to empower female students to excel in technology-related disciplines and contribute to the advancement of the entrepreneurial ecosystem in southwest Nigeria. This cross-sectional study was conducted from July 2023 to February 2024 among students from various technological higher institutions, using a convenience sampling technique. The calculated total sample size was 312. A pretested self-administered questionnaire was used for the data collection. Analysis was done using percentage, binary logistic regression and multinomial logistic regression. 67.2% of the respondent experienced challenges in inclusion and supportive environment for Technological related program and not willing to continue with their career. Also 33 % of the respondent inclined to ascent to such career. Among them 32%, 31% and 37% were science, management and engineering students, respectively. There was a statistically significant association between entrepreneurship skills and building career on Technological education program