A method and system of comparing data sets related to personality traits to identify various comparison results are disclosed. The method and system include determining, by a processing device, a plurality of data sets. The data sets include information related to a self-evaluation report for a first user based upon the first user's answers to a set of questions. The data sets also include information related to anonymous, aggregated data received from other users. The first user may select a context for performing a comparison of two or more of the data sets, including a self-evaluation report, an aggregated public perception of the first user, or an aggregated public perception of another user. The system performs the comparison to produce comparison results. The comparison results provide the first user with information related to their individual personality and/or information related to an existing or potential relationship between the first user and another user.