Socially prescribed perfectionism (SPP) but not self-oriented perfectionism (SOP) makes individuals vulnerable for impaired sleep quality. However, the mechanisms that link multidimensional perfectionism to varying sleep remain unclear, especially in applied settings, such as the workplace. Integrating the cognitive–affective personality system theory and the stressor–detachment model (SDM), we proposed time pressure and detachment as relevant mechanisms. We expected SPP to have a negative indirect effect on daily sleep quality through detachment and a serial mediation of time pressure and detachment. Further, we expected SOP to show ambivalent effects, displaying a negative indirect effect on daily sleep quality through detachment, but also a positive indirect effect through serial mediation. We tested our hypotheses with data from 70 employees that participated in a diary study over 5 consecutive days (day level N = 233). Results from multilevel path analyses provided support for the expected serial mediation linking SPP to impaired sleep quality. Additional exploratory analyses confirmed this serial mediation for all four components of sleep quality. Further, a direct positive effect of SOP on sleep quality was found. Our findings highlight the conjoint role of mechanisms in the work and nonwork area, that is, time pressure and subsequent detachment, for the association between SPP and sleep quality. Thus, the results suggest an active role of individuals in contributing to job stressors. We discuss personality as an additional predictor in the SDM and how organizations may include individual and organizational sources of stress in comprehensive intervention approaches.