Bentley, a lawyer by training, was retained by the borough of Bridgnorth as its official attorney for three years, starting in 1409. Having been admitted to the freedom of Shrewsbury in November 1412, he was unusual among the burgesses in attending, at Shrewsbury castle, the elections of the knights of the shire for the Parliaments of 1413 (May) and 1417. In the meantime he had been elected for the first of three annual terms as one of the six assessors of the borough. In 1420 Bentley was holding office as under sheriff of Shropshire and, following the death of the sheriff, Robert Corbet, he was temporarily promoted to the higher post, being therefore responsible for holding the shire elections at Shrewsbury on 21 Nov., this being the occasion of his own return for the borough. He again attended the shire elections to the Parliaments of 1423, 1426 and 1427, having meanwhile acted as one of the borough coroners for a term. In 1426-7 he travelled to Gloucester on the town’s business, and in the same year he received a small fee of 6s.8d. from the commonalty of Shrewsbury.
By 1423 Bentley had acquired an interest in land in the hamlets of Forton and Montford, five miles from Shrewsbury, but he continued to increase his holdings in the town itself: in 1426 he and his wife took out a ten-year lease on two buildings there, and five years later he obtained a joint interest in another in Frankwell.
Ralph Wolseley
†, then one of the barons of the Exchequer.
