Page, Countess of Ulster (1357)
Soldier, English Army (1359-1360, 1369-1370)
Valet, King Edward III (1367-c. 1400) (Chaucer was on the royal payroll in some capacity for the rest of his life)
Comptroller of Customs, Port of London (1374-1386)
Justice of the Peace, Kent (1385-1389)
Member of Parliament, Kent (1386-?)
Clerk of the King's Works (1389-1391)
Deputy Forester, Royal Forest of North Petherton (1391-?)