When the Tudor Dynasty was drawing to an end he hired himself to quest for the King of Scots on perilous errands to and fro between the Three Kingdoms. Finally he took pay from both Crowns, and after Elizabeth’s death the favour of James was his rich endowment. A subtle devisor of pretexts to bring about a lapse in the Patents of others, he often succeeded in persuading the King that the forfeits should fall to “discoverers” like himself. Such rewards cost his Majesty little, and the Ayrshireman’s influence and wealth grew apace. Upon the Stuart Accession, Hamilton was entrusted with the task of pleading at Court the claim of the heirs of Sir Thomas Smith (Elizabeth’s Latin Secretary) to the lands of Claneboy. The Queen’s Charter of 1571 offered a large slice of East Ulster to Smith and his bastard son to encourage a warlike expedition against the eastern branch of the O’Neills. In pushing the raid, Smith’s son was killed, and this brought the adventure and the Charter to an end. When Ireland was subdued in 1603 the Smith family petitioned (in view of their sacrifices thirty years earlier) that the lapsed Charter should be revived in their favour, and Hamilton was hired to press their suit on the King. His retainer proved unprosperous: the Smiths got nothing, but their advocate managed to acquire the bulk of the property for himself. At this result cries of “treachery” arose from the disappointed Smiths, yet no one wasted a thought on the fate of the real owners, the O’Neills of Claneboy. From Tudor times this branch of the O’Neills had been loyal to the Crown, but were afterwards found to be rather in the way. Holding choice spots of strength, they saw their possessions raided by those whom they had served. After James I. came to the throne, Chichester seized whatever part of their lands he chose to think fell within Sir Ralph Lane’s “custodium.” He had, as already mentioned, imprisoned Sir Con O’Neill; and the rage he felt when that chief escaped from his clutches was intensified on Hamilton’s arrival with the news of his pardon and King’s Letters for a Patent of his property. The O’Neills had dwelt a thousand years in Claneboy; but the Deputy was indignant that a rival should forestall him in spoliation, and avail of his own procedure to work it out.