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This paper argues that union attitudes and behaviour are important but neglected features of the schoolwork transition process. Using longitudinal panel data from a study of high school and university graduates in three Canadian cities, we examine how young peoples previous union membership, attitudes and educational, labour market and workplace experiences shape their willingness to join unions. This paper establishes that views about unions are emergent during youth, solidifying with age and experience. The implications of these findings for industrial relations, schoolwork transitions research and labour movement organizing are discussed.