This chapter begins the task of defining collaborative capitalism. It does so by exploring a case study that exemplifies collaborative capitalism in action in the Bronx and in Philadelphia. In those two urban cores, an extraordinary network of businesses has taken root. Cooperative Home Care Associates (CHCA) in the Bronx is the largest worker-owned cooperative in the United States with more than 2,000 employees. CHCA works in close collaboration with two affiliated organizations in New York City, including a nonprofit managed care provider and a second nonprofit that focuses on training for direct care workers, consulting services, research and policy development. These organizations have an affiliate, Home Care Associates in Philadelphia, which is also a worker-owned cooperative with over 200 employees. This network has the dual function of providing home care and other long-term health services (often to low-income individuals) while also providing long-term and livable jobs to local, low-income residents. The network has found a way to share (and thereby reduce) some of the costs of doing business that so burden many start-up businesses in the United States. The purpose of this chapter is to understand how this whole network of businesses has succeeded for so long.