While a good amount is known in education research about approaches to individualized learning (e.g. differentiated instruction, personalized learning plans), little is known about the scope and scale of efforts to individualize learning in the Bush Foundation's region of focus. To support its learning and future investments, the Bush Foundation commissioned Social Policy Research Associates to conduct a regional scan in 2018 to learn about the current conditions, practices, and challenges to implementing individualized learning strategies within the region. The scan involved telephone interviews with 41 school or district leaders, funders, and intermediary organizations; and a survey of 158 school leaders representing 303 schools across the region. This article draws considerably from that scan to highlight key practices and challenges facing educators as they seek to transform learning environments.