Youth with disabilities face difficulties resulting from attitudinal, environmental, and organizational barriers not only in initially accessing and entering school (World Health Organization [WHO], 2011), but also as they transition from school age youth to working adults. With a focus on facilitating a better understanding of the issues, challenges, and solutions associated with the design and implementation of career development services for youth with disabilities, this article describes the status quo for students with disabilities in South Korea and then discusses career development services that potentially reduce variation, help facilitate optimal career development, and promote future employment opportunities. To accomplish this task, we explore the intersection of culture, theory, and policy in the Korean transition service delivery system.