In the face of financial, political, and capacity constraints, leaders within the Baltimore City Public School System and Chicago Public Schools are making progress toward closing post-pandemic gaps in student learning. The executive leadership teams serving Baltimore City Public School System and Chicago Public Schools are using several strategies to help their systems build back after the pandemic including: (1) standardizing key elements of instructional cores and adding instructional staff across their systems, while maintaining some school-level flexibility; (2) supporting existing staff to become teachers and "building the bench" of new principals, while also promoting school leaders and administrators from within; (3) spending federal pandemic-relief money Elementary and Secondary School Emergency Relief Fund (ESSER) and other supplements, while hoping to avoid cutting into funding for instruction; (4) insulating schools as much as possible by taking the political hits themselves and making concessions to demanding stakeholders; and (5) confronting continued enrollment declines, limited central office capacity, constrained teacher labor markets, changes in school boards, shifting local interests, and uncertain state-level financial support. The strong leadership modeled in both districts remains at the heart of moving forward, despite the fact they are straining against their capacities. While there may be nuanced differences, all leaders in maxed-out districts will have to search for new options and forge alliances with new partners within school boards, unions, and state-level governments. This project is part of the American School District Panel (ASDP), a research partnership between the RAND Corporation and the Center on Reinventing Public Education (CRPE) at Arizona State University's Mary Lou Fulton Teachers College.