Hugh Conway was an early supporter of
Henry Tudor, Earl of Richmond (later Henry VII). In 1483 he was sent by Henry's mother,
Margaret Beaufort, to Henry in exile in France, with a large sum of money and encouragement to invade England through Wales and seize the crown from
Richard III. Henry did so in 1485 and Richard was killed at the
Battle of Bosworth, where Hugh was present. Conway was appointed
Keeper of the Great Wardrobe by Henry VII on 21 September 1485, and was knighted in January 1486 at the coronation of Queen
Elizabeth of York, daughter of
King Edward IV. He joined Henry's army at
Nottingham during the king's journey to
York to put down the
Northern Rising of 1489. He was created
Lord Treasurer of Ireland in
1494 by Henry VII, replacing Sir
James Ormond. He was appointed
Sheriff of Buckinghamshire and Bedfordshire in 1500. In June
1504 he was appointed
Treasurer of Calais by Henry VII, by which time he had been created a
knight of the body.
Calais During Conway's time in Calais, there was apparently deep and widespread anxiety about the increasingly frail king's health, with fears that he might die soon. The succession to the throne was not certain, with
Edward Stafford, 3rd Duke of Buckingham and
Edmund de la Pole, 3rd Duke of Suffolk being touted as possible claimants to the crown. The
Lieutenant of Calais, Sir
Nicholas Vaux and Sir
Anthony Browne, the Lieutenant of
Guines castle had told Conway that they were ready to support the Duke of Suffolk's claim; and there were fears that
Lady Lucy Neville, Browne's wife, was ready to secretly allow the Duke of Suffolk (who was her cousin) and his followers into Calais castle through the
postern gate in the event of Henry's death. Conway related all this to a certain
John Flamank (brother of
Thomas Flamank), as well as his own fears that Lord
Giles Daubeney, 1st Baron Daubeney was packing the
Yeomen of the Guard with his own household servants; and that the majority of men in Calais were of "my lord Daubeney's preferment." Flamanck put all this information from Conway in a very long and detailed letter to the king, written after June 1504, and received by late 1506. Although Daubeney was not specifically charged with any treasonable activity, at the end of 1506 he was accused of embezzlement at Calais: in December he was fined £1,200, and surrendered his French pension of 2,000
crowns. ==Personal life==