This thesis is an investigation of how Indigenous males view masculinity after being involved in a gang and/or the criminal system. The documentation of Indigenous men being over-represented within criminal system has been well-documented, but the men’s experiences of being a man within the criminal system are not. As part of a larger study (Biidwewidam Indigenous Masculinities) that are looking at various forms of Indigenous masculinity, this study was completed through individual and focus group interviews with men who identified as Indigenous and had been involved in a gang and/or the criminal system. Through these discussions, it became clear how the impacts of colonization have affected these men and how men are (re)creating masculine identities within a social and contemporary world.