Despite increasing undergraduate enrollment, Asian Americans remain disproportionately underrepresented in leadership positions across professional fields. This highlights the importance for higher education institutions to critically examine their role in preparing students for both personal growth and navigating career pathways beyond the college experience. In addition, self-efficacy for Asian Americans specifically can be influenced by how they navigate societal perceptions and expectations. This study investigates how Asian American alumni make sense of their identity and past student involvement to cultivate career readiness skills and self-efficacy. Research Questions focused on: What college experiences do Asian American alumni perceive prepared them to demonstrate relevant skills for employers? How do Asian American alumni describe their student leader experiences as preparation for career readiness and development as a leader? How does racial/ethnic identity inform Asian American alumni's ideas of leadership? Semi-structured interviews were conducted with 11 recent alumni of New York University who identify as Asian American and were involved in at least one student leader experience during their time as an undergraduate student. Research revealed key themes: 1) Impactful Student Affairs Experience: Alumni highlighted impactful lessons learned from student leadership experiences, fostering personal and professional development; 2) Perceptions of Leader Efficacy and Leadership Values: Alumni described growth in their confidence as leaders, emphasizing the importance of shared decision-making and advocacy; 3) Skill Development for Career Readiness: Student leadership roles provided opportunities to hone transferable skills including being able to work with different stakeholders, now valuable in their professional careers; 4) Asian American Identity Development: Alumni navigated their own Asian American identity development such as being a child of immigrants and seeking to maintain their own sense of self within the context of both their family's cultural values and perceived expectations from society; 5) Navigating Identity Stereotypes and Challenges: Alumni processed stereotypes like the "model minority myth" and "bamboo ceiling," recognizing their potential impact on career mobility while avoiding perpetuating them. Insights offer guidance for higher education institutions to develop effective leadership development practices for Asian Americans, empowering them to navigate complex identities and cultivate career readiness skills. [The dissertation citations contained here are published with the permission of ProQuest LLC. Further reproduction is prohibited without permission. Copies of dissertations may be obtained by Telephone (800) 1-800-521-0600. Web page: http://bibliotheek.ehb.be:2222/en-US/products/dissertations/individuals.shtml.]