James Jefferson "Jeff" Webster III (born 1966) is an American competitive checkers player and Democratic official.

In January 2024, Webster was appointed as Chair of the Democratic Party of Rockingham County, North Carolina.

[10][11] Webster began playing checkers at his grandfather's general store when he was 14 years old, being taught largely by his uncle.

[15][17] Webster served as a member of the 2019–2020 Advisory Grassroots Panel for the Rockingham County Arts Council.

[9] On March 20, 1998, Webster was working at the Rockingham County Post Office in Stoneville when the 1998 Gainesville–Stoneville tornado outbreak hit.