Sir Richard’s ancestors came originally from Redmain in Cumberland, whence they took their name, although from the mid 12th century onwards they made the manor of Levens in Westmorland their home. As prominent local landowners with other estates at Troutbeck and Lupton, they played an important part in defending England from invasion by the Scots. Sir Matthew Redmayne, who spent much of his earlier life campaigning in France, served from 1379 as joint warden of the march towards Scotland and later held office as constable of Roxburgh as well. Although he fell into enemy hands (for the second time in his life) after the battle of Otterburn in 1388, he was soon released and died a free man some two years later. Such was Sir Matthew’s position in marcher society that he was able to marry (as his second wife) Joan, the grand daughter of Henry, 1st Lord Fitzhugh (d.1356), and widow of both William, Lord Greystoke (d.1359), and Anthony, Lord Lucy (d.1368). For a brief period he shared the wardenship of the march with his stepson, Ralph, Lord Greystoke, who was to prove a useful family contact among the northern nobility.
After the death of his elder son and namesake at some point in the early 1370s Sir Matthew began to involve his next heir, Richard, in his affairs. The young man had already been knighted when, in March 1376, he and his father offered financial guarantees that Robert Hawley would abide by an agreement with Edward III for ransoming the Aragonese nobleman, the count of Denia. Two years later, Sir Richard sued out royal letters of protection preparatory to his departure overseas, probably on one or other of the naval offensives then being mounted against the Spanish and the French. Little is known about his activities during this period, perhaps because he was campaigning in Europe, although by February 1382 he was back home to deliver an assignment of £100 made to his father, as keeper of Roxburgh, from the Exchequer. The Redmaynes held most of their Westmorland property as feudal tenants of the earls of Oxford, which no doubt explains why Sir Richard also helped to collect money allocated by the government to Robert de Vere, the then earl, who had just been promoted duke of Ireland. In October 1386 he took receipt of £26 as part of the wages of men whom the earl had mobilized against the threat of a French invasion. His connexion with de Vere was, however, to prove short lived, for the latter fled the country in December 1387 after an ignominious defeat at the battle of Radcot Bridge by the Lords Appellant, who had already brought charges of treason against him, and were later to secure his conviction in the Merciless Parliament. But the Appellants do not appear to have mistrusted Redmayne in any way. On the contrary, in late April 1388, while the Merciless Parliament was still in session, he obtained a grant of rents worth £10 a year from crown lands in Blencogo, Westmorland. The award was apparently conditional upon the surrender of securities of £80, underwritten by Sir John Ireby, the sitting Member for Cumberland, to Thomas, duke of Gloucester, chief among the Appellants.
Sir Richard’s administrative career began impressively enough, in November 1389, with his appointment as sheriff of Cumberland. Just two days before the end of his year in office he was retained for life by Richard II at an annual fee of 40 marks, charged upon the revenues of the county. His father may, perhaps, have lived to see his good fortune, although he was almost certainly dead by December 1390, when Sir Richard confirmed various family charters. The latter may, indeed, have been moved to make a pilgrimage to pray for his late father’s soul, as a few weeks later he arranged for the supply of foreign credit to the value of £100 through the banker, Angelo Christofori. All of the Redmayne estates now descended to Sir Richard, who, in January 1393, used his influence at Court to obtain a royal licence permitting him to enclose a park of 3,000 acres at Levens. That he spent a good deal of time on the border is evident from other letters patent of Richard II, issued three months later, whereby he and three companions were authorized to hold jousts of war at Carlisle against the Scots—a concession repeated again at the end of the decade.
Notwithstanding his past history as a supporter of Richard II’s absolutist policies, Sir Richard seems to have encountered few problems in coming to terms with the new regime. Although he was removed from the shrievalty of Cumberland in September 1399, and later had to offer securities of £200, jointly with his brother John, as an earnest of their future good behaviour towards the archdeacon of Richmond, he did not otherwise suffer as a result of Bolingbroke’s coup d’état. The usurper was, after all, prepared to look kindly upon one of his father’s former retainers, especially as Sir Richard had influential advocates in the Lancastrian camp. His stepbrother, Lord Greystoke, may well have intervened on his behalf, as also may the earl of Northumberland and his son, ‘Hotspur’, with whom Sir Richard had long been connected through their work together in local government. Furthermore, Sir Richard’s recent marriage had greatly enhanced his status as a northern landowner, making him a particularly valuable ally whose support was well worth cultivating. We do not know exactly when he married Elizabeth, the elder sister and coheir of William, Lord Aldeburgh, although a collusive suit which he and Sir Matthew Redmayne, his son by an earlier, now undocumented marriage, brought in September 1397 over the manor of Woodhall near Wetherby in Yorkshire suggests that he had by then taken over the management of her estates.
The Parliament of 1415 met in early November while the victorious Henry V was still absent in France, and Bedford held office as custos regni. Sir Richard, who had been confirmed in all his fees and annuities at the beginning of the new reign, was by then too old to perform military service, although his own son, Richard, and his stepson, (Sir) Brian Stapleton, both fought at Agincourt where between them they took a number of valuable prisoners. Sir Richard’s part in the expedition was confined to holding a muster of the duke of Gloucester’s men at Michaelmarsh near Romsey, but he still had a valuable part to play at home, and the duke of Bedford may well have exerted his influence to ensure that the Commons elected him as Speaker. His term of office was both remarkably short (lasting just eight or nine days), and unusually easy, since in the general euphoria following Henry V’s triumph at Agincourt the Commons were disposed to be generous. The grant for life of tunnage and poundage and the wool subsidy which they made to King Henry was, indeed, without precedent (save for the short-lived allocation of the wool customs to Richard II in 1398).
During the years immediately following Henry VI’s accession, in 1422, Sir Richard lived quietly on his estates, enjoying the various pensions which he still received from the Crown. One of his daughters had by then married the Westmorland MP, Richard Duckett, and was thus well provided for, but two of his sons (half-brothers who shared the name of Matthew) had predeceased him, the elder dying soon after 1397, while the younger survived long enough to produce a son of his own, Richard, in about 1416. It was thus necessary for Sir Richard to make careful arrangements for the setting up of a trust on his grandson’s behalf, especially as his second wife, Elizabeth, was also dead. On 1 May 1425 he drew up a will to this effect. As an old man, fast approaching death, Sir Richard clearly began to regret his rapacious behaviour towards his late stepson, Sir Brian; and it was no doubt in an attempt to make reparation to his descendants—while at the same time assuaging his own conscience—that he settled two of Elizabeth’s Yorkshire manors upon the Stapleton family. He died on 22 Mar. following, and was buried at the church of the Black Friars at York beside his second wife and many of her relatives (including Sir Brian). A magnificent tomb chest with effigies of Sir Richard and Elizabeth was placed in the parish church of Harewood as well. The young Richard Redmayne proved his age in 1437 and duly inherited his grandmother’s estates in Harewood, together with the manor of Levens and his father’s other property in Westmorland. His possessions there may also have included the two manors of Selside and Whinfell, which were the subject of litigation later in the century.
