Gale’s origins and early life are obscure,
Gale’s attachment to the de Vere household brought him into the circle of Thomas Courtenay, earl of Devon, and it was undoubtedly this connexion to which he owed his return to Parliament for the comital borough of Plympton Erle in 1455, while his master, Sir Robert, was at the same time returned for the county of Devon. It may have been his absence at Westminster that allowed Gale to avoid being drawn into the earl’s quarrel with his old adversary William, Lord Bonville*, which erupted into open violence in the course of that same year. Indeed, while the Commons were in recess during the summer of 1455, Gale took up a first government appointment as searcher in the ports of Exeter and Dartmouth. Further offices followed within a few months of the dissolution when he was included in a commission to inquire into an act of piracy committed by a group of south-Devon shipmen headed by his Dartmouth neighbour, Thomas Gille I*.
There can be little doubt that the periodic loans that Gale provided to the as yet insecure Yorkist dynasty played a part in ingratiating him with the new rulers, but the regular rewards paid to him throughout his term of office provide tangible evidence of the regard in which he was held. Thus, in December 1461 he and his colleague John Hay received £20 for their ‘assiduous labours and diligence’, and similar payments were made in subsequent years.
By the mid 1460s Gale was undeniably one of the leading townsmen of Dartmouth. He was regularly called upon to witness local deeds,
Now, however, events on the national stage once again gathered pace. Soon after the Commons were dismissed in June 1468 the growing tensions between the King, his brother the duke of Clarence, and the earl of Warwick escalated into a full-blown crisis. After the failure of Warwick’s attempt to rule through the captive King in the summer of 1469, and the defeat in March 1470 of a rebel army surreptitiously raised with his connivance, the earl and the duke were forced to flee for France. On 3 Apr. they reached Exeter (where the King’s commissioners, John, Lord Dynham, and Fulk, Lord Fitzwaryn, were under siege from Sir Hugh Courtenay* of Boconnoc, brother-in-law of Gale’s old patron, de Vere), and then continued on to Dartmouth, from where they set sail six days later. While it is not clear that Gale, the deputy butler in the port, played any active part in facilitating their flight, he can hardly have been ignorant of events as they unfolded. It is possible that, like a number of other leading south-westerners, Gale had forged a connexion with the volatile duke of Clarence, for not only was he confirmed in his offices after Warwick invaded England and restored Henry VI to the throne at the end of September, but he was allowed to retain his post as customer after Edward IV, newly reconciled with his brother, returned to power in the spring of 1471. That summer, moreover, while surrendering the deputy butlership after John Stafford, earl of Wiltshire, had taken the place of the dead Wenlock, he was given new and sweeping powers of oversight over all royal officials in the customs districts of Devon and Cornwall.
Gale was a natural choice to represent his Dartmouth neighbours in the fresh Parliament summoned in the autumn of 1472, when he was also once again elected mayor of his town. In the event, Parliament was to continue intermittently until the early summer of 1475, and Gale’s expertise in naval matters undoubtedly came to the fore in the preparations for Edward IV’s projected invasion of France. Indeed, he equipped two ships at his own expense and from 10 Feb. to 10 July 1475 he was on active service at sea. For the expenses he incurred in the process the grateful King granted him licence to export and import goods without paying customs and subsidies until he should have recouped what was owing to him, and two years later he formally exempted Gale from the prohibition on trading that normally applied to customs collectors. The King’s letters soon proved their worth, for the promise to the informant of half of the goods forfeited by any customs official caught trading in spite of his office, prompted one Thomas Williams to complain in 1479 that Gale’s ship the Mary Gale had been active in the overseas trade and to claim his share of her cargo.
Having represented Dartmouth in the brief, if dramatic Parliament of 1478, Gale was once more chosen as mayor later that year. He was now so heavily occupied with his various offices that he was forced to discharge his responsibilities at the guildhall by a lieutenant, one William Harry.
Such disputes aside, Gale continued to be respected among his fellow burgesses, and was frequently called upon to witness their property settlements or to act as a feoffee.
Following a fourth mayoralty of Dartmouth in 1481-2, Gale retired from his office of customs collector. Although he sued out two general pardons in early 1482, these specifically excluded his conduct of his offices, but there is no suggestion that he had to surrender his post on account of malpractice.
Gale was thus not only well placed to be a useful contact for anyone plotting to dislodge Henry VII by means of a maritime invasion, but also had reason to feel disaffected with the new regime. Such considerations may have been on the mind of his old acquaintance, the Exeter clothier John Taylor, who, if the later parliamentary indictment can be believed, sought him out at Dartmouth in 1491 to seek his support for the conspiracy intended to place the Flemish pretender Perkin Warbeck on the throne in the guise of Edward IV’s younger son, Richard of Shrewsbury, duke of York. Nevertheless, it is not clear whether Gale ever took an active part in the plotting, and there is no evidence to suggest that he was subject to reprisals by King Henry.
