Under the Bloomberg administration, New York City built a system for moving chronically homeless individuals off the streets and into permanent housing by restructuring the contracts for homeless street outreach, developing alternatives to shelter for the chronically homeless, and, in partnership with New York State, creating thousands of supportive housing units for people experiencing or at risk of homelessness. Additional progress relies on continued focus on permanent housing placements among street outreach providers and increased investment in supportive housing. This brief is one in a series examining selected social service initiatives undertaken during the Bloomberg administration.