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1356: Although Edward Balliol has been in possession of large parts of the south of Scotland since Neville's Cross, he realises his lack of general support and sells the Balliol claim to the Scottish throne to Edward II of England for a pension.
October 1357: David II is released in return for a ransom of £65,000. He returns to a country heavily under the influence of Robert Stewart, who has been acting as "King's Lieutenant" for eleven years.
23 February 1371: David II dies at Edinburgh Castle. He is succeeded by his nephew, Robert Stewart who becomes King Robert II, and the founder of the Stewart dynasty that is to rule Scotland for most of the next three hundred years. Robert II is the grandson of Robert the Bruce by his daughter Marjory.
November 1384: An ailing Robert II is sidelined in favour of his own eldest son and heir, John, Earl of Carrick, who becomes Guardian of the Kingdom.
1385: Archibald Douglas, 3rd Earl of Douglas captures Lochmaben Castle from the English, held by them since 1333.
June 1385: The Scots under the Earl of Carrick, supported by a French army, invade northern England but are pushed back as far as Edinburgh, which is destroyed in retaliation by the English.
1387: Donald of Islay becomes the 2nd Lord of the Isles following the death of John of Islay.
August 1388: The Earl of Carrick leads the Scots into Cumberland and Northumberland. This culminates with the Battle of Otterburn, a victory for the Scots but with the loss of their battlefield commander James, Earl of Douglas, the Earl of Carrick's most powerful ally in southern Scotland.
December 1388: John, Earl of Carrick, who has been injured while riding, is replaced as Guardian of the Kingdom by his younger brother Robert, Earl of Fife.
April 1390: Robert II dies, and is succeeded by his eldest son John, Earl of Carrick. He becomes, confusingly, King Robert III because the Scots feel John is an unlucky name for a King: and because for him to become John II would acknowledge John Balliol as John I, and so revive a claim to the throne that had been sold to Edward III of England in 1356.
17 June 1390: Alexander Stewart, youngest son of Robert II and younger brother of John, Earl of Carrick (now Robert III) and Robert, Earl of Fife destroys Elgin Cathedral. He is better remembered as the "Wolf of Badenoch".
24 July 1394 : Alexander Stewart, 1st Earl of Buchan, the Wolf of Badenoch dies, according to legend after playing chess with the devil at Ruthven Castle.
September 1396: In an effort to halt one of the many clan feuds dividing the Highlands, Robert III arranged a fight to the death between 30 warriors from each of the Clans Kay and Chattan on the edge of Perth in front of spectators. 11 Clan Chattan emerge alive and one man of Clan Kay escapes by swimming the River Tay. This is later called the Battle of the Inch.
1398: Robert III's eldest son, David, is created 1st Duke of Rothesay and Robert III's younger brother, Robert, Earl of Fife, is created Duke of Albany.
1398: Henry Sinclair, 1st Earl of Orkney is believed to made his voyage of discovery to North America.
1399: The General Council takes power from Robert III, now in poor health, and gives it instead to David Stewart, 1st Duke of Rothesay, who they make the King's Lieutenant.