This research focused on the role of group cohesion as moderating the psychological manifestations of attachment and caregiving in performing organizational citizenship behaviors (OCBs). Data were collected from 147 employees, who took part in a 9-week training course. Participants completed questionnaires assessing their attachment and caregiving dimensions as well as group cohesion. Participant OCB levels were assessed by their trainers at the end of the course. Anxious individuals tended to express higher levels of OCB-individual under high levels of group cohesion. However, compulsive caregivers tended to perform OCBI under low levels of group cohesion. The results highlight the contribution of Bowlby's relational perspective in work settings and the importance of contextual factors in predicting OCB.