The Town of Roseboro experiences frequent flooding during moderate rain events along an alleyway between businesses and down West Roseboro Street. The town-managed alleyway serves as a one-way street that provides back entrances to buildings. The alleyway does not have any existing stormwater infrastructure. In addition, both sides of West Roseboro Street experience heavy sidewalk flooding due to undersized infrastructure and V-shaped sidewalks that pool large amounts of water in front of businesses. Because West Roseboro Street sits higher than the floor of the businesses, sidewalk stormwater infrastructure is necessary to reduce flooding of businesses. Golden LEAF flood mitigation grant funds will be used to complete preliminary design of improvements in the alleyway and both sides of West Roseboro Street sidewalks. The creation of new stormwater infrastructure along the alleyway and sidewalks will increase the safety of residents that frequently access the businesses.