In recent years, the number of detainees confined for terrorism-related offenses has increased worldwide and across Europe. To understand the factors related to terrorism and its underlying motives, this study provides insights into violent extremism by assessing risk- and protective factors based on the Violent Extremism Risk Assessment-2R (VERA-2R) in 121 male jihadist residents in Dutch terrorism wings. Retrospective analyses of primary source data showed that one-third of the target group is strongly connected to ideologies justifying violence. The social context of the study sample was also related to violent extremism, whereas support from family members emerged as the most often observed protective factor. The current findings suggest that including meaningful risk and protective factors of detained male jihadists may benefit risk management strategies in prevention, intervention, and policy practices related to violent extremism.