Youth health promotion activities should reflect the concerns and interests of the youth being served. A quantitative exploration of youth concern related to health risk behaviour (HRB) engagement was conducted among youth in Winnipeg, MB. This study involved descriptive and inferential analysis of HRB engagement and attitude data from a cross-sectional survey of 250 youth (14–24 years). Chi-squared tests, Fisher’s exact tests, logistic regression and cluster analyses were employed to explore relationships between sociodemographic traits, HRB engagement, and HRB-specific concern. Findings demonstrated that A) youth in Winnipeg, regardless of their sociodemographic characteristics, do express concern about HRBs that they engage in; B) the likelihood of concern varies depending on what HRB one is examining; and C) while youth display similar trends in their concern about HRBs, different groups of youth, characterized by different patterns of engagement and sociodemographic traits vary in their likelihood of being concerned about particular HRBs. / October 2016