This article examines selected aspects of one agency's conversion from a sheltered workshop facility to one providing community-based services for individuals with intellectual and developmental disabilities. Established in 1967 by parents as an alternative to institutionalization, this agency had remained entrenched in the sheltered workshop model for 35 years. A qualitative case study research design including semi-structured interviews, participant observation, and archival review was used to explore the families' perspectives and how they navigated the conversion process. Participants included a subgroup with a long history of sheltered work and a subgroup with no history of sheltered work. Conflicting issues emerged as families had different histories, culture, values, philosophies, and expectations of their children and their inclusion in community. While the initial transition was difficult, most families and participants were satisfied with the conversion process as long as they could maintain previous social networks and find acceptable employment in the community.