The purpose of this study was to describe, explain, and recommend how women’s professional soccer players and clubs could prepare for second career transitions in a way that minimizes psychosocial crises upon retirement. The Japan Women’s Empowerment Professional Football League (called the WE league) was founded with a mission to contribute towards building a sustainable society through promoting female social participation and enhancing diversity and choice. This study suggested training strategies that could foster second career development in the WE league. These strategies are (a) including theoretical frameworks in second career pathways, (b) the necessity of dual education pathways for Japanese women’s professional athletes, (c) promoting virtual internship experiences for Japanese women’s professional athletes, and (d) recommendations of second career training workshops for professional athletes in the WE League. The WE League and teams should allow professional athletes to improve meaningful skills and knowledge development, multiple experiential learning opportunities, and applicable training on second career development. Due to the paucity of research in this area, it is essential for scholars to further explore potential education and internships opportunities to ease transitions to second careers upon retirement.