Historians, journalists, and sociologists have documented how 20th century bankers, insurance agents, and city officials discriminated against Black Americans through a system known as redlining. This practice segregated Black residents into certain neighborhoods and reduced the value of their property, making it far more difficult to pass down generational wealth. A similar but less obvious phenomenon occurred in rural areas on Maryland’s Eastern Shore. After the Civil War, Black residents typically found themselves able to buy only the lowest land with the poorest soil. That, too, set up a cascade of events that imperiled Black Marylanders’ ability to pass down generational wealth.

This thesis shows how laws, policies, and customs caused an Eastern Shore community to disappear, with a new generation unable to share in its ancestors’ investments. Those factors include the difficulty majority-Black towns had incorporating, which made it harder to receive funds for rebuilding and harder to maintain control of what goes on within their borders; a lack of investment in historic Black properties, in part because state agencies prefer to work with established non-profit historic societies, most of which are white; poor ditch management in lower lands; and an inability to attract state open-space funds to help preserve their lands.

For the most part, journalists have not been covering this, because the story is happening slowly and without a major “news hook” to lure in traditional editors. This thesis uses Riley Roberts Road as a case study to examine the broader issue of Black towns, how we’ve lost them, why that history is crucial, and what we can do to make sure we don’t forget the ones that are still with us.