Waldegrave’s family took its name from Walgrave in Northamptonshire and John Waldegrave, who may have been Sir Richard’s uncle, was shire knight for that county in six Parliaments between 1327 and 1341. Sir Richard’s father, who held the manor of Brant Broughton in Lincolnshire, represented his home county in Parliament in 1335, travelled abroad in the retinue of the bishop of Lincoln in 1337 and died shortly before January 1340.
Waldegrave’s early career was made in the service of the noble family of de Bohun. When a young man he joined the household of William de Bohun, earl of Northampton (whose wife, Countess Elizabeth, left him a gift in her will in 1356), and it was doubtless as one of the earl’s followers that he saw military action in 1360 as a member of Edward III’s army camped outside Paris. After Earl William’s death that same year, he was retained by his son, Humphrey, earl of Northampton, who in 1361 succeeded also to the earldoms of Hereford and Essex. In January 1363 Waldegrave was with his lord at Thorn on the Vistula, making preparations to assist the Teutonic Knights in their fight against the heathen. Then, proceeding to the eastern end of the Mediterranean, they entered the struggle against the Turks on behalf of the king of Cyprus; Waldegrave was not only present at Attalia when the treaty was signed in 1364, but was also party to the taking of Alexandria in the following year. It was during this eventful campaign that he won his spurs. His career as a soldier took him to Italy in 1366 and to France on the expedition led by the duke of Lancaster in 1369. In 1371 he enlisted once more under the banner of Earl Humphrey of Hereford,
De Bohun’s death must have been a blow to Waldegrave, and he evidently long remembered him with affection. For the rest of his life he remained in close contact with the earl’s widow, Joan, countess of Hereford, and many of his friendships of the 1380s and 1390s were with former members of the earl’s affinity. One such friend was Sir Richard’s kinsman, Sir John Burgh of Burrough Green (Cambridgeshire), who in 1377 made him a grantee of annual rents amounting to £300, and in 1380 involved him in the arrangements for the marriage of one of his daughters to John Ingoldisthorpe.
Nevertheless, there is no direct evidence of a personal connexion between Waldegrave and the duke of Gloucester himself. This may be because after the earl of Hereford’s death in 1373 Sir Richard had strengthened his ties with the Holands and with other members of the family of Princess Joan of Wales. In 1374, for example, he had witnessed a deed for Joan’s aunt Blanche, Lady Wake of Liddell,
In the meantime, the Peasants’ Revolt of June 1381 had resulted in personal threats to Waldegrave in life and property at Bures, perhaps because of the part he had played in searching out evaders of the hated poll tax. This experience may well have influenced his views on matters of law enforcement when, in the first Parliament to meet after the suppression of the Revolt, he was elected Speaker. On 18 Nov., more than two weeks after the beginning of the session, he asked to be excused from the Speakership, possibly because the Commons were divided over the issue of the rescinding of concessions Richard II had made at the height of the crisis to pacify the rebels. When ordered to continue in office, he demanded a repetition of the Commons’ ‘charge’ for the session, and then, in a perceptive analysis of the causes of the rising, he spoke of defects in the government of the realm, which lay not only in the royal household and courts but also in the countryside, where maintainers and embracers of quarrels ruled ‘like kings’ so that justice could not be done. Perhaps he had sought exoneration from the Speakership so that he need not himself voice the Commons’ criticisms of the administration.
Waldegrave drew ever closer to the developing Ricardian court party: at an unknown date before the end of 1382 he was appointed steward of certain estates assigned to Queen Anne in dower, and in May 1384 he was awarded, of the King’s special grace, a charter of free warren in his manors in Northamptonshire, Essex and Suffolk, as well as a licence to crenellate his mansion at Smallbridge. In February 1385 he shared in a grant of the temporalities of the bishopric of Norwich (sequestrated as a penalty laid upon Bishop Henry Despenser), for which he and his fellow custodians were to pay at the rate of 500 marks a year. That summer he accompanied Richard II on his diastrous campaign into Scotland, leading a personal retinue of seven men-at-arms and 18 archers. Yet another sign of royal favour was the grant in 1387 of the valuable Bryan wardship. Waldegrave was on friendly terms with Sir Nicholas Brembre, the sometime mayor of London, whom he occasionally entertained for dinner at his house in the City, and for whom he acted as a trustee of estates in Kent. Brembre, who identified with the court party, became one of the King’s closest personal advisors, and as a consequence was to be condemned for treason by the Merciless Parliament of 1388 and immediately executed. Waldegrave thus had close associations with individuals in favour at Court: he had provided services for the queen, and he was on good terms with Richard’s kinsmen, the Holands. But at the same time he had many links with the King’s most powerful opponents—notably Bishop Arundel of Ely and Richard, earl of Arundel, the brothers of Countess Joan of Hereford; and his friendship with certain of the duke of Gloucester’s retainers ensured that the duke and his fellow Lords Appellant would regard him as safe to appoint to commissions when they took control of the government. Indeed, while sitting in the Merciless Parliament, in May 1388, Waldegrave was given by Gloucester’s esquire, John Corbet, a wardship which the latter had recently obtained from the Appellants, and in the following year he derived direct profit from the forfeitures adjudged by the Parliament when he joined the syndicate which purchased Sacombe in Hertfordshire.
But Waldegrave, unlike Green and other, more notorious members of Richard II’s council, was evidently not prepared to continue in Richard’s employment after the events of the first session of the Parliament of 1397-8, which endorsed the King’s condemnation of the earl of Arundel, and the banishment of Archbishop Arundel, and heard the news of Gloucester’s murder. On 14 Nov. 1397 he obtained a general pardon for all treasons, insurrections and conspiracies committed in connexion with the Appellants’ domination of 1387-9, and that very same day he secured formal letters of exemption from further service in royal office. From that time onwards he ceased to act as a member of the King’s Council. His name, too, was omitted from the list of j.p.s for Suffolk appointed the same month. It must be deduced that the King’s despotic actions against Waldegrave’s friends had caused him to withdraw from Court, and evidently Richard could no longer be absolutely sure of his continuing loyalty: in April 1398 Sir Richard was among the 30 or so men ordered, each on pain of £200, to appear before the King and Council for examination.
Waldegrave had continued his association with Thomas Coggeshall and John Doreward of Bocking, former retainers of the duke of Gloucester, both of whom were to be made members of the Council of Henry IV immediately after Richard’s deposition in 1399. Nor did he lack other friends at the new King’s court. But he was growing old and reluctant to participate further in the conduct of affairs at the centre. Although he received summonses to great councils in 1401 and 1403 and occasional appointments to royal commissions, in 1404 he obtained confirmation of his exemption from holding office. In 1403 he and Archbishop Arundel, acting as the sole surviving feoffees of the de Bohun estates of Earl Humphrey of Hereford, conveyed the manor of Margaret Roding (Essex) to Henry IV for the endowment of the great hall of Oxford university; and five years later he assisted the archbishop and Countess Joan of Hereford in the foundation of a chantry on Foulness. Sir Richard was gradually winding up his own affairs, too, one of his last transactions being the sale of Brant Broughton to Sir Thomas Rempston I and a group of his friends and kinsmen, from whom he seems to have received in part-exchange the Suffolk manors of Polstead and Leavenheath. He made his will on 22 Apr. 1410, died on 2 May, and was buried next to his wife in the parish church of Bures St. Mary. His heir was his son, another Richard Waldegrave, who had been knighted at some point before 1391.
