James Dokeray was a merchant, at Drogheda, in 1463.
His dates of birth and death are unknown, his family too is unknown but, he had got probably a cousin with a same name like him. This James Dokeray was an esquire to Carrickfergus Castle (Co. Antrim, Northern Ireland).
in 1463, soon after Desmond’s appointment as lord deputy, James Dokeray went to London to complain that coyne and livery were being levied on the king’s subjects in Meath.
An opposition to the deputy began to emerge, led by the English-born bishop of Meath, William Sherwood , and the king’s attention was drawn to the incipient conflict when both the earl and the bishop came to England to put their respective cases to him. Not all the Anglo-Irish were opposed to the earl, and ‘letters in commendation of Desmond were ordered by the Parliament of the Colony to be transmitted to the King, his Council, the Chancellor and the Treasurer.
On this occasion, Edward IV was apparently satisfied with Desmond’s account of affairs, and rewarded him with the grant of manors, after which ‘the earl returned to Ireland as Deputy Governor with many tokens of royal favour’.