Although Watkins’s parentage has not been established beyond reasonable doubt, it is possible that he was a kinsman, perhaps even a son, of William Watkins who attested the Buckinghamshire parliamentary elections of May 1413, March 1416 and 1417 and served as under sheriff of that county in 1418-19.
Particularly close were Watkins’s ties with the important, if unruly, gentry family of Cheyne, and in June 1429 he stood surety in Chancery for the good behaviour of Thomas, the younger son of the former lollard Roger Cheyne†.
At the heart of many of the Cheynes’ offences in the late 1420s had been a dispute over the manor of ‘Maudeleyns’ in Northchurch, which was adjacent to their property at Chesham. In July 1432 Sir John Cheyne received a grant of the manor at the Exchequer, and Watkins was on hand to provide sureties for him.
Watkins evidently conducted a busy professional practice, attesting deeds, and serving as an arbiter, surety and feoffee.
Equally, Watkins retained his links with Sir John Cheyne at least into the second half of the 1440s, and probably through the latter’s good offices, he soon found an even more important patron in Henry Holand, duke of Exeter. By the mid 1450s Watkins was collecting money at the Exchequer on the duke’s behalf, and he may by then have been serving as his master’s receiver – an office he is recorded holding in Exeter’s south-western estates towards the end of the decade.
Meanwhile, a number of Henry Holand’s more trusted retainers, including Watkins, had remained behind in London where the duke was constable of the Tower. Suspicious of the Londoners’ loyalties in the event of a Yorkist invasion, the government dispatched Lords Scales and Hungerford to defend the fortress, but when the Yorkist lords landed at the end of June and the gates of London were opened to them, the garrison of the Tower was cut off from the King and his Lancastrian supporters. While the main Yorkist force set out for the battlefield of Northampton on 5 July, the earl of Salisbury remained behind and laid siege to the Tower, whose defenders in their turn began a bombardment of the city which was to last for several days. The return of the victorious Yorkists with King Henry in their custody proved a blow to the morale of the starving garrison, which eventually capitulated on 19 July. A number of the defenders, including Watkins, were brought for trial before the earls of Warwick and Salisbury at the guildhall four days later, and several of them were executed. With the exception of (Sir) Thomas Brown II* those beheaded were servants of the duke of Exeter, and it is curious that Watkins escaped their fate.
He appears to have lived on quietly throughout the 1460s, and – surprisingly for one who had played a part in the bombardment of London – may have settled in the city itself. Although recorded in 1467-8, in a valor of the Grey of Ruthin lands, nothing is otherwise heard of him for almost ten years after the siege of the Tower.
