This paper focuses on proposed system transformation in Ontario Works, and explores the possibilities and limitations associated with the proposed changes in 2018. First, it looks at the broader context within which the government’s social assistance reforms are taking place. Second, it provides an overview of what is known about some of the structural changes in social assistance to date, as well as an overview of experiences in other jurisdictions that have undertaken similar reforms. In conclusion, the paper outlines some key considerations and unresolved questions that the government will need to address before it can move forward with a plan for reform.