This policy brief is the first in a series exploring state and local level approaches to generating transformative transit-oriented development (TTOD) in Gateway Cities. Here, we examine strategies to maximize the benefits of the new federal Opportunity Zone Program. The analysis centers on Massachusetts’ census tracts designated as Opportunity Zones. Our findings show that the vast majority of underdeveloped properties near Gateway City commuter rail stations fall within designated Opportunity Zones, and thus are poised for TOD investment.