While more students than ever are completing high school with a diploma, the American education system has a long way to go until each and every student is prepared for what comes after graduation. Unless significant advancements are made in closing existing gaps in educational attainment, America's current employment gaps will worsen as the student population becomes more diverse. Introduced in 2015, Delaware's College Success Report (CSR) enables advancements by connecting high school course outcomes in math and English to college remediation rates in these same subjects. Staff at the Center for American Progress met with current and former staff of the Delaware Department of Education (DDOE) to chronicle the state's process in developing the CSR and to detail their lessons learned so that more states can follow their example. This report first provides an overview of the Delaware CSR, including its inception, findings, and enacted solutions. It then discusses how DDOE staff use the CSR to connect multiple types of data. The report concludes with recommendations that would allow other states to benefit from similar analyses.