This study examined the association between characteristics of the workplace and overtime. A sample of 117 women and 126 men were assessed over 24 hours of a working day by means of a computerized diary and ambulant monitoring of blood pressure. Of the total sample, 178 participants had a contractual weekly working time of 40 hours. Of these, 106 participants worked overtime (OT) and 72 worked regular time (RT). Contrary to expectations, a significant association was found between the amount of OT and the quality of task design (e.g., high decision latitude, high level of freedom). Men and women working OT had less leisure time, and men also reported less obligatory time (e.g., time for household, childcare etc.) than those working RT. Women, but not men, working OT had a higher systolic and diastolic blood pressure during work than those working RT. Significantly more participants in the group of men and women working OT were found to have a disturbed ability to recover and to display clinically relevant sleep disturbances than in the group working regular hours. Furthermore, working OT was associated with less positive affect after work (obligatory and leisure time) in men, and with more negative affect during work and before going to bed in men and women. The results imply the need for jobs that can be finished within regular working hours and that give employees opportunities for job control. Such jobs enable a balance to be found between work load and recovery and represent a prerequisite for occupational health and well-being.