First elected to Parliament while still a young man, Debenham was the son and namesake of one of the most ruffianly gentry of fifteenth-century East Anglia. While frequently involved in his father’s wrongdoings he was never quite as lawless as the long-lived elder Gilbert, possibly because his career in the Yorkist household provided a useful outlet for his energies while he waited to succeed to his inheritance. In spite of serving Richard III as well as Edward IV, he was admitted to the household of Henry VII but ended his days in disgrace after becoming involved in the Perkin Warbeck conspiracy.
The earliest known evidence relating to Debenham is the return recording his election to the Parliament of 1455 as an MP for Ipswich. Although not a typical burgess, he had relatives in that town where he and his father enjoyed considerable (and sometimes a malign) influence and where he himself acquired a house.
In spite of sitting in the Commons, Debenham did not begin his career in local government until several years after leaving Parliament. He is next heard of in 1458 when John de Vere, 12th earl of Oxford, sued him and his father in the court of King’s bench for assaulting and wounding one of the tenants of his manor at East Bergholt, a parish neighbouring Little Wenham.
In August 1461 Debenham was returned to Edward’s first Parliament as a knight of the shire for Suffolk alongside another esquire with Mowbray connexions, Thomas Wingfield†. The election was well attended but there is no evidence of a contest as occurred in neighbouring Norfolk, where the sheriff, (Sir) John Howard*, opposed the candidacy of John Paston* and John Berney†. A first, abortive attempt by his under sheriff, William Prys, to hold an election there in June 1461 ended in disarray and there were further altercations in subsequent shire courts. In June, according to an extremely partisan account that Howard afterwards submitted to the Crown, Paston, Berney and a mob of their supporters had so threatened Prys that he had fled the shire-house with the assistance of Debenham, Wingfield and Richard Southwell*.
Soon a trusted servant of Edward IV, Debenham was a knight by the summer of 1463 and served at the coronation banquet of Elizabeth Wydeville two years later.
During the summer of 1462 Debenham and his father were among those in East Anglia who helped to raise a fleet for Edward IV. He himself captained a ship named the Gylys of Hulle and he also received a commission to procure The Barge of Yarmouth for the King’s service. This brought him into conflict with Sir John Paston†, who was competing for the same commission. On one occasion he and Sir John encountered each other in London and exchanged ‘wordes’: it was afterwards said that he would have struck Paston had not Sir John Howard, who was also present, intervened.
In the mid 1460s Debenham and his father were sent to the Marshalsea in London but it is not clear whether their imprisonment was connected with their quarrel with the Pastons or other, unrelated misdemeanours.
In the end, neither the Debenhams nor Pastons could make good their claims to Cotton or Fritton: in October 1468 Yelverton and a number of Sir John Fastolf’s executors sold Fritton and other parts of his estate to the duke of Norfolk, and early in the following year another group of the knight’s executors and feoffees conveyed Cotton to John de la Pole, duke of Suffolk. Mowbray did not retain his acquisitions for long, since in 1470 he surrendered them to the bishop of Winchester, William Waynflete, who by then had assumed the role of sole executor of Fastolf’s will, but de la Pole succeeded in keeping Cotton.
The loss of Cotton to the de la Poles was undoubtedly a blow to Debenham, still waiting to come into his own, although he did acquire certain holdings in Middlesex in his father’s lifetime. In terms of real property, his marriage promised much since his wife, Katherine, had extensive landed interests. The widow of William, Lord Zouche, she probably became his wife in the early spring of 1469, since they were pardoned for marrying without licence on 24 March.
No doubt the grant was a grateful King’s reward to the Debenhams for their support during the Readeption. In the autumn of 1470 Debenham had gone into exile in the Low Countries with Edward IV, and the 13th earl of Oxford, a leading supporter of the Lancastrian King, had imprisoned his father.
Within a year of returning home, Debenham was indicted for numerous offences he had allegedly committed in Suffolk, and in the same period he incurred the ill will of Alice de la Pole and her son John, duke of Suffolk, both of whom sued him for trespass in King’s bench.
During the first half of the 1470s Tattingstone was the subject of another quarrel, this time between the Debenhams and Sir Gilbert’s erstwhile associate in Parliament, Thomas Wingfield. The two men were already at odds with each other, whether over that manor or another matter, since the King had taken a bond for £1,000 from Wingfield in September 1470, as a security that he would keep the peace towards the MP.
The involvement of Debenham in Ireland arose from requests for military assistance that Edward IV had received from his loyal subjects there, to which the King responded by sending Sir Gilbert to the lordship as his personal envoy. While important in itself, the mission probably had a dual purpose, in so far as it gave an unruly royal retainer gainful employment away from home and his quarrels there. Debenham travelled to Ireland in late 1473 or early 1474, and when he returned home, probably in the spring of 1474, it was at the head of a delegation conveying the Irish parliament’s proposals for a general re-conquest of the lordship. To encourage the King to accept such an ambitious plan, the proposals emphasized Ireland’s potential as a source as wealth, but Edward was prepared only to meet the immediate military emergency.
Upon his return home, Debenham obtained a pardon for the outlawry he had incurred for failing to answer lawsuits in King’s bench.
The action taken in Chancery by Clerk came late in the life of the elder Debenham who died in May 1481. Inquisitions post mortem for him were held in Norfolk and Suffolk in the following October and Sir Gilbert was finally permitted to enter his inheritance in early 1482. Apart from Tattingstone and the Debenham holdings at Little Wenham, it consisted of manors at Alburgh, Earsham and Flixton on the Norfolk-Suffolk boundary, another at Ipswich and three others situated in several parishes lying a few miles to the north of that town.
Within a couple of years of losing his father, Debenham also lost his royal patron. After Edward IV’s death in April 1483 he and other Household knights played a leading role in the funeral ceremonies which followed. Bearing a banner of St. Edward, he walked beside the royal bier as it was carried into Westminster Abbey and he was one of those who watched over the King’s body the night before its burial at Windsor.
Nothing is known about Debenham’s activities or whereabouts at the end of Richard III’s reign. His responsibilities at Harwich may have allowed him to avoid the battle of Bosworth, in which his stepson, John, Lord Zouche, fought for Richard. Unlike Zouche, he was not attainted after Henry VII took the throne but he was dropped from the commission of the peace following the accession of the first Tudor king.
In due course Debenham won sufficient trust to gain admission to Henry VII’s household. He had become a knight of the body by February 1491,
Debenham’s time in Ireland, Perkin Warbeck landed at Cork. The pretender arrived in the lordship in November 1491,
