This article explains how Jim Crow's teachers--former teachers of legally segregated schools for blacks--prepared and motivated disadvantaged students in spite of funding and resource deprivation. According to the author, black teachers fashioned situated pedagogies for the acquisition of educational capital that could be used in exchange for jobs, rights, and social power. Findings reveal three strategies of opportunity which provide some clues to how urban teachers today can educate poor children of color in under-resourced schools, such as generating materials and supplies, situating curriculum and instruction, and mobilizing human resources. The analysis draws upon 44 oral history interviews with former teachers in the coastal plains of North Carolina, as well as secondary historical sources.