By the age of about 20 he had been knighted, and in October 1405 he was granted safe conduct by Henry IV of England to attend a tournament in London.
[1] Possibly in recognition of his role as hostage on his behalf, he was granted the Barony of Hawick by his cousin Archibald, 4th Earl of Douglas, in 1407.
In 1412 he was back in Henry IV's Court to negotiate the release of James I of Scotland, who had been captured by the English when a boy 10 years earlier.
[11] Sir William Douglas of Drumlanrig has a small role to play in the historical novel 'Lion Let Loose' (1967) by Nigel Tranter.
His role to negotiate the release of the captured James I of Scotland is noted, whilst he eventually speaks to the King when fighting on opposing sides in France in 1420.