Since 2014, Oakland Unified School District (OUSD) has partnered with the Gardner Center for Youth and Their Communities at Stanford University (Gardner Center) to support OUSD's efforts to assess, enhance, and scale their community schools work. They began by working with the district to develop a System Strategy Map to articulate the district's goals, desired outcomes, and key elements of the community school initiative. Their first year of research tested this theory of action by identifying key programmatic and organizational elements of community schools at mature sites, as well as initial trends in student outcomes. This report presents findings from the second year of their research collaboration (SY2015-16) which focused on three primary areas: (1) the role of the district in supporting community school implementation; (2) the experience of newer community school sites, as well as district staff, to better understand the process by which schools become community schools; and (3) understanding the expanding reach of community school implementation in OUSD as well as the relationship between community school participation and student outcomes through analysis of available administrative data. Three appendices are included: (1) System Strategy Map; (2) Research Methods; and (3) Additional Analysis of Student Trends.