Medelond’s parentage is obscure, but he was probably related to the William Medelond, son and heir of Geoffrey Medelond and his wife Englisia, who in early 1423 claimed to be tenant of property in the parish of Inwardleigh, and who in the 1430s served as one of the wardens of the fraternity of the Virgin at Hatherleigh.
Although Medelond was generally styled a mere yeoman, he was clearly no hempen homespun: in 1423 he was granted the custody of the royal silver mines at Bere Ferrers, jointly with Robert Heth, another local yeoman, in spite of their ostensibly low standing. The former MP for Barnstaple, Richard Wood I* acted as one of their mainpernors.
The remainder of Medelond’s documented career was a troubled one. In the spring of 1432 he quarreled violently with one John Mayer at Hatherleigh, forcing the constable of the hundred of Black Torrington to intervene. Resultant litigation dragged on for some time.
