Using interviews with 74 Korean undergraduate students at ten elite U.S. colleges, I explore how intersections of gender and class decide who pursues transnational mobility and cosmopolitan life more successfully. Men from highly-transnational families tried to exert 'agency for becoming' while mapping out their 'choice biographies', aspiring and expected to be high-achieving and influential worldwide, often thanks to their U.S. citizenship or permanent residency. By contrast, women across class and legal statuses tended to accommodate 'normal biographies', prioritising their (future) responsibilities as mothers, wives, and daughters. Regarding class limitations, both women and men from less-transnational families tended to expect to return to Korea upon graduation, feeling culturally and legally limited to utilising their degrees across national borders. Yet, across class lines, men were more ambitious and career-oriented than women, implying gender-based constraints among the skilled diaspora. These findings shed light on multiple forms of inequalities among high-achieving Asian student migrants.