Many believe that success at the city level is the ultimate proving ground for the potential of social entrepreneurship. This chapter from the 2008 Gathering report briefly references experiments underway seek to dramatically alter the course of education, workforce development, and other issues in a city. Highlighted speakers include Louisiana's Lieutenant Governor Mitch Landrieu, former Miami Herald Published David Lawrence Jr., who leads the Early Childhood Initiative Foundation, and Blair Taylor of the Los Angeles Urban League, among others.