Archibald Douglas ( d . 1333 ) Sir Archibald Douglas ( before 1298 – 19 July 1333 ) was a Scottish noble , Guardian of Scotland and military leader . He is sometimes given the epithet " Tyneman " ( Old Scots : Loser ) , but this may be a reference to his great - nephew Archibald Douglas , 4th Earl of Douglas . Early life . The younger son of Sir William " le Hardi " Douglas , the Governor of the castle at Berwick - upon - Tweed , and his wife , Eleanor de Lovaine . Douglas was also half - brother of " the Good " Sir James Douglas , King Robert the Bruce ' s deputy . Douglas is first heard of in 1320 when he received a charter of land at Morebattle in Roxburghshire and Kirkandrews in Dumfriesshire from King Robert . In 1324 , he was recorded as being granted the lands of Rattray and Crimond in Buchan and the lands of Conveth , Kincardineshire , already being possession of Cavers in Roxburghshire , Drumlanrig and Terregles in Dumfriesshire , and the lands of West Calder in Midlothian . By the time of his death , he was also in possession of Liddesdale . History then keeps quiet about Douglas except whilst serving under his older brother , James , in the 1327 campaign in Weardale , where his foragers " " auoint curry apoi tot levesche de Doresme " " - overran nearly all the Bishopric of Durham . " ( Scalacronica ) " Second War of Independence . Following the death of King Robert I and his brother ' s crusade with the dead king ' s heart , Douglas once again becomes of note . He was made guardian of the kingdom since he was " the principal adviser in . . . the confounding of the king " as much as he was heir to his brothers influence after Murray ' s capture . Archibald ' s success in local raids though , did not prepare him for full scale conflict . During the Second War of Scottish Independence , Edward Baliol , son of King John of Scotland , had invaded Scotland with the backing of Edward III of England , inflicting a defeat on the Scots at the Battle of Dupplin Moor . Douglas served under the dubious leadership of Patrick V , Earl of Dunbar leader of the second army that aimed to crush the smaller Balliol force . Following the rout of the Earl of Mar ' s force Dunbar did not engage the disinherited but retreated allowing Edward Balliol to be crowned at Scone . Following this battle , and as a sweetener to the English , Edward Baliol agreed to cede the county , town and castle of Berwick to England in perpetuity . However Douglas led a Bruce loyalist defeat on Balliol at the Battle of Annan , forcing him to flee back to England . Battle of Halidon Hill . Edward III himself came north to command his army , and laid siege to Berwick . However , a temporary truce was declared with the stipulation that if not relieved within a set time , Sir Alexander Seton , the governor , would deliver the castle to the English . Douglas raised an army to relieve the beleaguered defenders of Berwick . As a feint to draw the English away he invaded Northumberland , but was forced to return to Berwick when the English refused to be lured . On 19 July , Edward ' s army took positions at the summit of Halidon Hill , a summit some mile and a half north of the town with commanding views of the surrounding country . Douglas ' numerically superior force was compelled to attack up the slope and were slaughtered by the English archer s , a prelude , perhaps , to the battles of Crécy and Agincourt . The English won the field with little loss of life , however by the close of the fight , countless Scots common soldiery , five Scots Earls and the Guardian Douglas lay dead . The following day Berwick capitulated . Archibald was succeeded by his son , William Douglas , 1st Earl of Douglas . Marriage and issue . Sir Archibald Douglas married Beatrice Lindsay , daughter of Sir Alexander Lindsay of Crawford , an ancestor of the Earls of Crawford . They had three children .