Abstract:Users in Online Social Networks (OSN) leaves traces that reflect their personality characteristics. The study of these traces is important for a number of fields, such as a social science, psychology, OSN, marketing, and others. Despite a marked increase on research in personality prediction on based on online behavior the focus has been heavily on individual personality traits largely neglecting relational facets of personality. This study aims to address this gap by providing a prediction model for a holistic personality profiling in OSNs that included socio-relational traits (attachment orientations) in combination with standard personality traits. Specifically, we first designed a feature engineering methodology that extracts a wide range of features (accounting for behavior, language, and emotions) from OSN accounts of users. Then, we designed a machine learning model that predicts scores for the psychological traits of the users based on the extracted features. The proposed model architecture is inspired by characteristics embedded in psychological theory, i.e, utilizing interrelations among personality facets, and leads to increased accuracy in comparison with the state of the art approaches. To demonstrate the usefulness of this approach, we applied our model to two datasets, one of random OSN users and one of organizational leaders, and compared their psychological profiles. Our findings demonstrate that the two groups can be clearly separated by only using their psychological profiles, which opens a promising direction for future research on OSN user characterization and classification.