Poor social skills is a leading factor why individuals with intellectual and developmental disabilities (IDD) lose their jobs. Fortunately, the use of technology has made learning and teaching social skills more seamless and integrated in employment contexts. We conducted a multiple-probe-across-participants single-case experimental design study to evaluate the effects of video-based instruction on the employment-related social behaviors of three college students with IDD enrolled in a comprehensive transition program at a large public university. Results indicated small to moderate effect sizes for all three students. Participants found the intervention to be helpful in improving their employment readiness skills. We discuss implications for research and practical ways technology can be used to support college students with IDD to strengthen their employment-related social behaviors.