It is well established that a successful transition to the labour market has long-term social and economic implications for both individuals and society. However, the journey from school to the world of work is not straightforward and needs to be better understood. Based on data from the 2006 cohort of the Longitudinal Surveys of Australian Youth (LSAY Y06), this research explores the school-to-work transitions of Australian youth aged 16 to 25 years. The study uses sequence analysis in combination with cluster analysis to summarise complex longitudinal data in a meaningful way and to investigate transitions in their entirety as 'pathways'. This study captures the richness of the transition experience, both visually and analytically. Identifying the five key types of pathways taken by young people on their journey from school to work, this research describes these pathways and the implications of their evolution for labour market destinations over the 10 years from 2006 to 2016, when the cohort was aged 25 years. The study has two objectives: (1) identifying the different types of pathways followed by young people in their journey from school to work, with the aim of developing a topology of transitions; and (2) using this information to obtain a better understanding of the characteristics of young people in different pathways. [Funding for this report was provided through the Australian Government Department of Employment, Skills and Family Business.]