John Kentwood’s career was that of a loyal servant of Edward, the Black Prince, and then of his son, Richard II. He was a member of the prince’s expedition to Gascony in 1355, and at Poitiers it was he who, with Sir Edmund Wauncey, took captive the King of France’s son, Philip. Prince Edward bought the prisoner from them for 4,000 marks, and from March 1359 small sums were being paid to Kentwood by the prince’s receiver-general in discharge of this debt. However, by the summer of 1362 these disbursements had amounted to less than £200, and so, on 20 Nov. by an indenture between them, the prince granted Kentwood, his ‘yeoman’, £100 a year from the issues of the duchy of Cornwall until he received in full his half-share. In September 1364 it was decided that these annual payments should be increased by £33 6s.8d., on condition that Kentwood joined the prince in Gascony within 18 months. This provision must have been acceptable, and in April following the receiver in Cornwall was informed of the new payment of 200 marks. Kentwood probably campaigned with Prince Edward overseas during the next four or five years, for, although he was a member of the prince’s retinue based at Northampton at some point in 1368, he is not otherwise mentioned as being in England until 1369 (when he witnessed an indenture at London). His new rank as a knight and the £40 annuity which, also charged on the issues of Cornwall, he was granted for life by Edward on 22 Jan. 1370, were no doubt rewards for recent military service.
If payments of the Poitiers ransom money had been regular, Kentwood would have been only a few hundred marks short by 1370. Possibly his annuity was in lieu of further payment. But however this may be, he had more than enough money to spend on land. By 1376 he had acquired outright the former Carbonel manors of Burston in Aston Abbots and Addington, Buckinghamshire, Bainton, Oxfordshire, and ‘Bradelegh’ near Glastonbury, Somerset (in all of which his wife had an interest for life); while in Berkshire he had property worth £10 a year in Cholsey as well as the manors of Kentwood in Tilehurst and West Shefford.
This new career in Berkshire was cut short in the autumn of 1378 when Kentwood was made steward of Cornwall, with 40 marks a year as his fee. The centre of his activities now changed completely and immediately — thus, although in September he was elected to Parliament for both Berkshire and Cornwall, it was the latter county which paid him his expenses. During the next 10 or 12 years he worked hard and continuously: 30 commissions of inquiry alone were addressed to him, and on many of these, being steward, he was to the forefront. Of commissions of array, of arrest and of the peace, there were many, too. Indeed, after being made a j.p. in Cornwall within a few days of his appointment as steward, he was placed on virtually every regional commission of any importance until his dismissal. The more routine labours of his position apart, he had to make defensive arrangements against enemy raids by sea, for instance in 1380, 1383, 1386 and 1388.
Although Kentwood’s office as steward of Cornwall had been confirmed to him for life in December 1385, and he had been one of those assigned to keep safe the south of England during Richard II’s absence in the north in the preceding summer, all that he had received in addition to his normal salary and payments for special services were two grants of lands in Cornwall, temporarily in the King’s hands. Even though one of these was of the borough of Lostwithiel, the administrative headquarters of the duchy, it would seem that Kentwood was not among the young King’s especially favoured ministers.
Even so, the last records of Kentwood do not reveal that he was in any way loaded with honours. The only notices we have of him are of his continuing administrative work, his participation in a recognizance (curiously as Sir John Kentwood ‘of Derbyshire’), his standing surety, and his alienation in June 1392 to the priory of Wallingford of three acres of land in Clapcot, Berkshire. Indeed, the period after 1388 was one of greatly reduced activity: he was no longer busy at all sorts of tasks as he had been in Cornwall. This may have been in part due to old age; he must have been well over 50 by 1388, having seen much military and governmental duty in 30 years. Kentwood died within a year of receiving his last commission, dated May 1393. His widow was still alive in October 1404.
