Although a chaloner (manufacturer of bedspreads) by trade, Oliver may have had other commercial interests as well, since on one occasion (perhaps in the early 1430s) he, John Moreys and William Wodeward sold a blacksmith’s goods and chattels to two other burgesses.
Oliver was again bailiff when the burgesses of Gloucester secured a royal charter of July 1447, a response to a petition from them about their fee farm of £60 p.a. In the petition they had asserted that the town’s economic hardships made this sum too great a burden for it to bear and that the bailiffs were being forced to meet £20 of the farm out of their own goods, meaning that nobody would serve in that office in the future. To make up the shortfall, the charter gave them the right to build two new water-mills on the Severn, free from of any imposts to the Crown.
Still alive in early 1453 when he attested the return of Gloucester’s burgesses to the Parliament of that year, Oliver was certainly dead by 1455 when his widow Elizabeth was recorded as holding a ‘principal tenement’ in Southgate Street and two cottages in Travel Lane.
