Career assessment and planning services that enable students with disabilities to make successful transitions from higher education to careers are an important component often missing in the postsecondary educational experience. Comprehensive services in this regard involve students in considering how to incorporate their preferences, assets, and disability-related limitations in career and accommodation planning. In this article, one such technique for doing so is demonstrated in four case studies with both undergraduate and graduate students. The career assessment and planning approach includes reliable and valid measures of vocational interests, barriers to productivity, strengths, and disability-related limitations, culminating in an accommodation plan that specifies the technology and/or modifications students need to perform essential functions of desired jobs. Important outcomes of the career planning experience are also discussed.