The following report documents the evolution and accomplishments of the New York City Discharge Planning Collaboration. In particular, it provides an account of how this Collaboration of nearly 40 organizations came into existence, and what it has done to sustain itself in its efforts, over the past five years, to fundamentally transform the re-entry process-from one dependent on jails and shelters to one in which education, drug treatment, housing and employment become the pathways of choice. Along the way, lessons of value to policymakers, both within New York City and beyond, are highlighted.