Previously unpublished data from over 600 office buildings in the Center for the Built Environment (CBE) Occupant Survey database are used to perform a systematic analysis of dissatisfaction in contemporary workspaces. A total of 81% of respondents expressed dissatisfaction with at least one aspect of their workspace, and 67% with more than one. Acoustics were the most common source of dissatisfaction, particularly related to people talking, speech privacy, and phones. Other challenges included a perceived lack of control over the temperature and insufficient space, along with other associated problems of densely populated offices. The analysis shows that context matters when understanding occupant dissatisfaction. Occupants of open-plan offices with low or no partitions were almost twice as likely to complain about their workspace than someone in a private, enclosed office. Being near a window decreased the likelihood of dissatisfaction compared with those who were not near a window. There was a clear relationship between self-perceived performance and satisfaction with the indoor environment. Dissatisfaction profiles found that acoustics, space, and privacy-related items co-occur for many occupants dissatisfied with more than one workspace aspect.