The role of sport psychology practitioners in contributing to the drafting process of athletes in teams, by providing their input on athletes’ psychological makeup, has become a common practice. Similar to traditional sport, esport organizations also engage in drafting periods to identify the next talents. Yet, a paucity of literature exists examining practitioners’ experiences of operating during such trial periods in the esport context. In this case study, we outline our process of being involved as sport and exercise psychologists in training during a professional National Overwatch team draft period for the 2023 Overwatch World Cup. As a supplementary resource to help staff during the selection process, we created player psychological profiles by assessing their psychological qualities through formal observation. Following the trials, we established an after-care service to support released players to monitor their well-being. We discuss the various hurdles we experienced during the trial period as sport and exercise psychologists in training by sharing a series of reflections.