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He appears as a witness in various documents dating to the 1290s and relating to lordships in south-western Scotland. He appears in the ''Newbattle Registrum'' of around 1293, where he is called the son of "Gylascop Kambel" ("Gilleasbaig Caimbeul"), obtaining from Sir Robert Lindsay the estate of Symington; the document, which has [[James Stewart, 5th High Steward of Scotland]], Lord of [[Kyle, Ayrshire|Kyle]], as one of Cailean's pledgers, guarantees continued payment of rent to [[Newbattle Abbey]]. In 1295, Cailean appears as a witness in a charter of James Stewart granted to [[Paisley Abbey]], and in 1296 appears again in the ''Paisley Registrum'' attesting the marriage of James to the sister of [[Richard Og de Burgh, 2nd Earl of Ulster|Richard de Burgh]], [[Earl of Ulster]]. Cailean also witnessed a charter of [[Maol Choluim I, Earl of Lennox|Maol Choluim]], the contemporary [[Mormaer of Lennox|Mormaer]] or [[Earl of Lennox]], and in another Lennox charter in which he is granted lands in [[Cowal]] by John Lamont, one of Maol Chaluim's vassals.<ref>for all this, see Boardman, ''op. cit.'', pp. 17-8, with p. 31, notes 47-50,</ref>
By 1296, and perhaps by 1293, Cailean held the position of "Ballie" of [[Loch Awe]] and [[Ardscotnish]], a position he was granted either by King [[John of Scotland|John Balliol]] or Edward I of England. It was this position that made him the enemy of Iain of Lorn, the [[Clan MacDougall|MacDougall]] Lord of [[Lorne, Scotland|Lorne]]. Sometime after September 1296, Cailean was killed by the MacDougalls at the "Red Ford" on the borders of Loch Awe and Lorne at a place known as the String of Lorne.<ref>Boardman, ''op. cit.'', pp. 21, 37, 335.</ref> A [[cairn]] called Carn Chailein, located within 2 km of [[
==Marriage and issue==
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