This study examined social support landscapes of People living with HIV/AIDS (PLWHA) in Winnipeg, Manitoba through secondary analysis of the Positive Prevention Study (PPS) data. Descriptive, univariate, and multivariate analyses were utilized to investigate prospective associations between demographics, measures of positively/negatively perceived social support, sexual and substance use related transmission behaviours. The PPS (2009), a cross sectional study, interviewed 135 Manitoban PLWHA about their experiences. The majority reported at least some positively perceived social support. Ongoing transmission behaviours were reported regardless of time since diagnosis. Several key demographic variables and measures of social support were found to be associated with risk behaviours in simple and multivariate analyses. Recommendations: strengthen capacity of health care providers to continue risk prevention education beyond time of diagnosis, bolster peer led knowledge transferring prevention programs, focus upon those most at risk of continued transmission behaviour, and ensure continued existence of successful support programming.