Social constraints posed by work schedules influence sleep duration and timing. Everyday light exposure can help (or hinder) sleep outcomes. This study investigated the differences in the relationship between light exposure and sleep outcomes on days with and without social constraints using ambulatory assessment for 4?6?weeks for 15 office employees. The effects of light on sleep were investigated for both clock time and wake time (related to individual sleep times). Participants were exposed to more light during the morning and afternoon on workdays, and sleep times were later on days without social constraints. The relationship between light exposure and sleep was more pronounced, or sometimes even only present, for days without social constraints. In addition, no differences were found between clock time and wake time, which underlines the complexity of the relationship between everyday light exposure and sleep. Despite increased light exposure during workdays, the effects of light on sleep were more pronounced on days without social constraints. It may signal that office workers need a more substantial circadian stimulus (i.e. higher light exposure) for light to influence sleep outcomes on days with social constraints.