The current study addresses the potentially dynamic relationship between employees’ personality and their working conditions. A six-year full-panel longitudinal study of employed individuals was used to test whether (I) task-related, (II) social and (III) organizational work factors contribute to change Big-Five personality traits over time and whether personalities change working conditions. Bivariate latent change score analyses were conducted on repeated-measures data (four waves) from 2356 Norwegian employees. The results showed that specific work factors pertaining to task-related and social characteristics (i.e. leadership) were associated with personality trait changes. Contrary to our expectations, none of the work factors predicted change in neuroticism and extraversion, and we offer several possible explanations for these findings. The results also showed that all personality traits may play an active role in shaping specific attributes of the work environment over time and thereby shed light on how employees’ working conditions emerge.