To better understand how parent choice and program leadership foster socioeconomic diversity within community early learning programs, this in-depth case study examines two high-quality, socioeconomically diverse community early education program sites operating in Baltimore City. Key findings of this study include: (1) Despite their shared belief in its value and benefit, parents across the income continuum did not explicitly seek out enrollment in socioeconomically diverse early care and learning programs; (2) Within the two selected program sites, program recruitment and engagement approaches were neither explicit nor refined enough to appeal universally to parents across varying economic backgrounds; and (3) Both parents and leaders may struggle against their own class-based social identities and internalized value systems in enacting either the choice of program or leadership practices that drive the development of socioeconomically diverse settings.