This study documented the experiences of agricultural workers with disabilities currently using assistive technologies (ATs) through one state’s AgrAbility Project. Comparisons between work life before and after their use of ATs were made. Moreover, this study explored motivational factors for continuing agricultural work using the Job Characteristics Model as a conceptual framework. The study used a qualitative approach with a purposive sampling method to ensure participants met specific criteria (born with or acquired a disability, diversity of disabilities, and use of AT for at least one year). Seven participants (two females and five males) completed a questionnaire and were interviewed by telephone. Data were analyzed based on thematic analysis using a deductive approach. The results showed that ATs had a mostly positive influence on disabled agricultural workers’ work life and work motivation. The implications of the study for future research and recommendations for practical application were provided.