Session presenters, referred to here as CWR and SJS, have navigated change together across diverse community development contexts. The presentation will focus on their interactions in creating and sustaining the Community Development Network of Maryland (CDN), a statewide network of rural and urban organizations advocating for thriving communities and secure housing. CWR and SJS brought different lived experiences as well as engagement with neighborhood-based, city-wide, and state-wide nonprofits, the Maryland Department of Housing and Community Development, and a University of Maryland branch to their pivotal roles at CDN -- as founder, board chair, staff person, consultant, researcher, and executive director.