The Indian Women Pilots’ Association (IWPA) was a non-governmental organization founded in 1967 by trailblazing women in Indian aviation. The association, sustained through membership dues, sponsorships, and donations, provided interest-free loan scholarships to help women pursue advanced training. It also organized seminars, educational programs, and international collaborations to promote aviation awareness and training. IWPA had been instrumental in promoting women’s participation in the aviation sector in India, but despite its early successes and government support, IWPA was facing significant challenges in 2017. The association was grappling with stagnant membership growth, financial constraints, and a shortage of volunteers. IWPA's president, Dr. Harpreet De Singh, was tasked with revitalizing the organization. Could she help IWPA overcome these obstacles and continue its mission effectively? She and the founding members had to strategize to determine how to manage the association more efficiently, attract new members, and secure the necessary resources to sustain and grow IWPA.