Few details of the career of the man who represented Plymouth in Parliament in 1447 and 1453 have been discovered, but he was evidently a local man, for he is encountered in early 1451 in association with John Page, a former mayor of Plymouth, in a suit for debt against Robert Hilling* and a Plympton baker.
Tailor’s origins are less certain, but – although no definite evidence of interference by the earls of Devon in the borough’s elections in the reign of Henry VI has been discovered – it is possible that he was descended from a family of Courtenay clients of the same name who lived at Topsham on the Exe estuary.
