Probably a local man, Derby first appears in Wallingford court records in 1378. He kept a hostelry in the town which he maintained until at least 1394, but at views of frankpledge he was several times amerced for selling ale, wine and victuals at excessive prices.
Derby’s employment by the Crown continued in 1392, when he was appointed purveyor of the works at Wallingford castle. He was still occupying this office in August 1399, when he obtained a royal writ of aid to impress labourers and requisition materials. Nor did the change of dynasty affect him adversely. Quite the contrary, for not only did Henry IV confirm his annuity and his tenure for life of the royal mills, but also, on 1 Apr. 1400, he appointed him as receiver of the honours of Wallingford and St. Valery, the four-and-a-half hundreds of Chiltern, and the fee farm of Wallingford. He probably secured this position partly as a result of marrying the widow of the last receiver, John Woderove, a servant of the duchy of Lancaster who had died earlier that year. His retention of the receivership however, was short, for by Michaelmas 1401 he had surrendered it to John Coterell, doubtless because he was already £166 4s.10d. in arrears. The size of the debt was perhaps mainly due to Woderove’s deficits, which Derby had presumably accepted on marrying his widow. He was now permitted to pay them off at the generous rate of £10 a year.
Derby’s influence in local government was of long duration. Having served as bailiff in 1385-6, in 1396 he became mayor, probably for the first time, and received 16s.8d. as his stipend. It was perhaps also as mayor that, in 1398, he was allocated the sum of £10 13s.4d. ‘pro diversis expensis factis apud London’.
Derby perhaps owed both his election to Parliament and, initially, his prominent position in the borough, to his local importance as a royal servant. It is likely, however, that he was counted among the richest burgesses of the town, for, apart from his royal pension of 2d. per day and income from the South Gate Mills (both confirmed by Henry V in 1413), he also owned considerable property in Garsington, Wheatley and Cowley (Oxfordshire). This last was leased to John Warfield and others in May 1420 for an annual rent of £8, just a few months before Derby’s death, which occurred in December that year.
