A single employable adult relying on social assistance in Ontario receives approximately $7,500 annually on which to live. Yet, in spite of this very low amount, singles make up Ontario's fastest growing household group on social assistance. In 2012, a review of the province's social assistance system recommended an immediate $100 increase in monthly benefit levels for singles. All of this raises three key questions: 1) How did Ontario's social assistance system develop into its current form?2) What do social assistance recipients do with increased monthly benefits?3) To what extent might increased benefit levels lead to higher caseloads?The present dissertation comprises three essays-each one looking to answer one of the above questions, and each with a different methodological approach. Each essay also has a different geographical focus: the first looks exclusively at Ontario; the second looks at Ontario's welfare system while interviewing a sample of Toronto-based recipients; and the third looks at six provinces, including Ontario.