Background
He was the eldest son and heir of Cuthbert Cunningham, 3rd Earl of Glencairn by his spouse Lady Marjory, eldest daughter of Archibald Douglas, 5th Earl of Angus.
He was the eldest son and heir of Cuthbert Cunningham, 3rd Earl of Glencairn by his spouse Lady Marjory, eldest daughter of Archibald Douglas, 5th Earl of Angus.
While still Lord Kilmaurs, this nobleman was one of the principal adherents of the English Court in Scotland, and accepted a pension from King Henry VIII. He was one of the party which joined the force of the Earls of Arran and Lennox on November 23, 1524, when they took possession of Edinburgh, and endeavoured to withdraw the young king James V from the Queen Mother. He was appointed Lord High Treasurer of Scotland on June 26, 1526, but held the office only until October 29 the same year. In 1538 he accompanied David Bethune, Bishop of Mirepoix, afterwards a celebrated cardinal, to France to conclude a treaty for James V"s marriage with Mary of Guise.
In 1542 the earl was taken prisoner by the English at the Battle of Solway Moss and committed to the custody of the Duke of Norfolk, but was released on payment of a ransom of a thousand pounds and subscribing by his own hand to support Henry VIII"s project of a marriage between the young Prince Edward and the Scottish Queen.
In March 1543 he met with the English ambassador Ralph Sadler and the Earl of Angus at the Blackfriar"s Monastery in Edinburgh. Sadler interrogated the Scottish earls on the progress they had made on Henry VIII"s projects.
Glencairn said he had little silver, but would willingly fight France with 5000 men for Henry. Later on the same day, Glencairn offered to put his promises in writing, and at night he brought them to Sadler.
Glencairn added that if he was appointed a keeper of Mary, Queen of Scots, Henry would be sure to have her in his hands one way or another.
In November Glencairn, now pardoned by the Regent, was with the latter"s army that laid siege to Coldingham, then held by the English, but which was dispersed by an English force from Berwick. Glencairn died in March 1548, and was then receiving a French pension for loyalty to the Auld Alliance. He was twice married, firstly to Catherine, second daughter of William Borthwick, 3rd Lord Borthwick, without issue.