Introduction: Transition-age youths with visual impairments have higher rates of unemployment than their peers without impairment, and factors associated with success after graduation have been examined; however, it is unknown whether these factors remain influential across the first decade after exiting high school. Methods: Five waves of the 10-year National Longitudinal Transition Study-2 data were used for this analysis. The following factors--number of years since leaving high school, specific year exiting high school, paid work experience during high school, and high school completion--were examined for their longitudinal relationship with successful outcomes using generalized estimating equations. Results: Specific year exiting high school, paid work experience during high school, and high school completion were shown to be predictive of successful outcomes (as measured by post-high school employment or enrollment in post-secondary school or both). Youths with visual impairments who left high school in 2000-2002 were 2.2 times more likely to be successful when compared to those who left in 2006-2008 (p <x 0.05). Youths who worked for pay during high school were 3.6 times more likely to be successful compared to those who did not work for pay (p < 0.01), while those who completed high school were 3.3 times more likely to be successful when compared to those who aged out or dropped out of high school (p < 0.001). The amount of time spent away from high school was not significantly associated with post-high school success. Discussion: Completion of high school and paid work experience during high school are critical to long-term success for up to eight years post-high school. Taking into account specific years can be important in longitudinal studies. In this research, the recession appears to have significantly lowered success across all post-high school groups. Implications for practitioners: Professionals and families should encourage and support students with visual impairments to complete high school and to seek paid employment opportunities during high school.