Policies that encourage the aspirations of disabled people for mainstream employment might be an effective way to increase their workforce participation rate. This study aims to determine which people in sheltered employment aspire to a job beyond their current sheltered employment job. We asked 64 people with sheltered employment jobs about their workplace and job fit, their intentions to stay in their current job and their future job aspirations. The key finding is that perceptions of fit indirectly and adversely affect aspirations via intention to stay. Participants who felt they fitted planned to keep working at their sheltered workplace, but a stronger intention to stay made it less likely that they could identify an alternative to sheltered employment. These results were not influenced by age or the time spent in sheltered employment. Policy should therefore support people in sheltered employment to develop realistic job aspirations. Helping disabled people to identify opportunities beyond sheltered employment can avoid complacency and free up sheltered job opportunities for other disabled people. But policy changes are required to leverage sheltered employment as a first step for disabled people to develop mainstream job aspirations and facilitate transitioning beyond sheltered employment job options.