DeMoss, a 6'2" 175-lb righthanded hitter and a smart, aggressive fielder, was considered the best second baseman of his day in Negro League baseball.
He began as a shortstop in 1905 with the Topeka Giants, the first full-time black semi-pro team in the Midwest. After hurting his arm while pitching in an emergency, he moved to second base.
DeMoss spent his prime years with the Chicago American Giants, and as a player-manager for the Indianapolis ABC's and Detroit Stars. From 1920 through 1930, he batted .247, including highs of .314 for the 1929 Detroit Stars and .292 for the 1920 Chicago American Giants.