As locally flexible work arrangements become increasingly popular, the effects of working from home (WHF) on employee behavior and the underlying explanatory mechanisms have gained research relevance. This study examines the influence of the Big Five personality traits on remote work productivity, cyberslacking, and counterproductive work behavior (CWB) while working from home (WFH), compared with working in the office. A sample of N = 106 employees with experience in WFH took part in an online survey regarding their Big Five personality traits, the proportion of WFH per week, and specified dependent variables. The results revealed significant positive correlations of conscientiousness and the proportion of WFH with remote work productivity and negative correlations of conscientiousness with cyberslacking and CWB, with no indication that the proportion of WFH is moderated by conscientiousness. Results imply that personality traits indeed have an influence on work behavior, but depending on personality traits to examine differences between various places of work might be overestimated.