This paper examines the long-term impact of the 1993 Massachusetts Education Reform Act (MERA) and the Massachusetts Comprehensive Assessment System (MCAS) on postsecondary education outcomes, with a focus on historically underserved students. MERA aimed to improve educational standards and close achievement gaps through the introduction of MCAS, a statewide assessment system, and the high school Competency Determination (CD) requirement for graduation. More than two decades later, questions remain about how these reforms have influenced students' readiness for and success in postsecondary education. This analysis addresses three key areas: (1) Changes in 10th-grade MCAS performance over time; (2) Student participation and success in key college readiness benchmarks such as advanced coursework, SAT, and high school graduation; and (3) Postsecondary enrollment and degree completion rates.