The Online Learning Consortium (OLC) analysis of Digital Learning Innovation Awards (DLIAward) submissions captures the current state of digital courseware implementations across undergraduate institutions of higher education. Each submission addressed the IMS Global Consortium’s eight high impact areas. The findings indicate an array of actionable goals in trying to facilitate students’ overcoming of various financial and academic barriers. Discussion related to the nine themes that emerged as solution options to those barriers are central to understanding the current courseware landscape across higher education. Of significance, a variety of institution types submitted for the award providing a complex yet comprehensive state of the field view from over 100 institutions.