The Safer Return demonstration, implemented in the high-density prisoner reentry neighborhood of Chicago, Garfield Park, was designed to promote successful reentry by addressing key individual needs, introducing system reforms, and improving local conditions. Funded by the MacArthur Foundation, the demonstration was implemented by the Safer Foundation and evaluated by Urban. This report describes the demonstration’s implementation successes and challenges and concludes with lessons learned and recommendations for future reentry initiatives. From 2008-2013, Safer Return served more 727 individuals. While implementation was strong in the delivery of employment services, implementation challenges were experienced around overall management and service delivery coordination.