Men are socialized by commonly understood masculine norms that characterize and define masculinity by strength, dominance, power, control, aggression, athleticism, emotional stoicism, financial provision, and familial protection. These messages are so prevalent in our society they have been normalized and seen as a kind of standard. Sources of this socialization abound, from families, media, religious institutions, schools, and peer networks. Despite the benefits, the narrow definitions that structure what we understand to be manhood today leave little room for vulnerability, fear, or anything that might be misconstrued as weakness. These socially constructed norms make up what we define as traditional and hegemonic masculinity. The prevalence of these norms often prevents men from examining the costs associated with these definitions. Traditional male socialization has consequences far and wide for all genders. When men adhere to rigid and limited notions of manhood, they are more likely to experience relationship problems, mental health symptoms, substance abuse issues, and much more. The stress men experience to fulfill these gendered obligations has been operationalized as gender role conflict (GRC). It is a psychological state where gender roles have negative consequences or impacts on a person or others and occurs when rigid, sexist, or restrictive gender roles result in personal restriction, devaluation, or violation of others. Part of male socialization is the message that women and sexual minorities are of less value leading to discrimination, domestic violence, sexual assault, homophobia, and bullying. Transforming masculine gender norms are of the utmost importance in producing a safer and healthier society. This dissertation explores how a particular Gender Transformative Intervention (GTI) attempts to reconfigure gender roles in the direction of more gender equitable relationships. The present study seeks to understand the effectiveness of a brief, 2-hour, group-based intervention at decreasing adherence to traditional masculine norms. A sample of predominantly college age men from East-coast universities participated in a gender transformative intervention called “the manbox”. Scores of nine masculine subscales were compared from both pre and post-tests of the conformity to masculine norms inventory (CMNI-46) to determine the effectiveness of the intervention. Of the nine masculine subscales measured, 4 demonstrated statistical significance in winning, emotional control, power-over-women, and self-reliance. It was hypothesized that non-athletes, non-fraternity members, middle income participants, participants with low levels of religious involvement, and those identifying as anything other than straight would see greater decreases in masculine norms across multiple domains. Tests found that all moderating identity variables had no significant impact on any of the masculine subscales. Much work remains to be done before a full understanding can be established regarding the impact the interventions has on masculine norms, gender role conflict, and violence against women. This study was limited by a homogenous sample, atypical facilitator expertise, and partial missing data. Future researchers should be encouraged to expand the findings by integrating gender role conflict scales, help-seeking intention scales, and integrating a long-term follow-up survey along with a control group. Taken together, this dissertation contributes to social work knowledge base by assessing the usefulness and value of brief interventions to shift problematic gender norms, support anti-violence initiatives, and improve intervention design.