Completed as a series of manuscripts, this dissertation reflects four aspects of my research into the intersections of conservation and sustainable development as practiced by conservation land trusts and community landcare groups, as well as by faculty and staff at land grant universities. The first paper included in this dissertation explores "Conservation 2.0" strategies being developed and employed by land trust across the US to integrate social and economic development goals into their conservation missions. The second paper explores one of these Conservation 2.0 strategies in greater detail, in particular the support of ecological entrepreneurship by land trusts and partners they involve in "ecological entrepreneurship support networks". The third piece emerged out of five years of engaged research with Catawba Landcare as one community landcare group in the region. As a means to capture the development path and history of the organization as well as to facilitate its path forward, I developed a dynamic content management system (CMS) based website for the group, which is explained in Chapter 4. The fourth and final piece of this dissertation is a collaboratively written piece that examines the relationship between Catawba Landcare and Virginia Tech using four theoretical lenses for community capacity building, ultimately proposing one engagement strategy for land grant universities to build and strengthen social infrastructure in their neighboring communities. In total, this collection of works chronicles a larger endeavor to explore place-based sustainability and the role of institutions and civil society in constructing a more sustainable future. Ph. D.