Like many of his fellow Southwark residents Preest practised a trade in London. Indeed, he may have been a son or other kinsman of a London chandler, William Preest, who in January 1436 made a gift of his goods and chattels to four individuals, including the later MP.
Preest invested some of his profits from trade in property in Southwark and the surrounding area. He evidently lived in the borough from at least 1428, when he was described as ‘of Southwark’ in the accounts of the London Grocers,
In view of these connexions, it is curious to find Preest drawn into the serious disturbances that swept the south of England in the summer of 1450. In the first days of July Jack Cade’s Kentish rebels entered Southwark and established themselves in the local inns, before forcing their way across London Bridge into the city itself. While the contemporary chronicles are replete with reports about the outrages committed by the rebels in the city, there is a suggestion that some of the men of Southwark joined with them in the collective pardon they procured on 7 July. On the same day, separate letters patent were granted to Preest and his wife, perhaps indicating that the grocer had taken a exceptional part. It is possible that it was in the course of the disturbances that Preest, along with two neighbours, the carpenter Walter Asshedoune and the saddler Richard Braybroke, became guilty of the offence of breaking into the close of Sir Thomas Lewknor*, with which the latter charged him later that year before the justices of common pleas.
Perhaps Preest’s actions in 1450 had an ecomomic dimension, for by the early 1450s he was evidently in some financial difficulties. He owed money to the Grocers’ Company and may have experienced problems in recovering sums owed by others, including 50s. he claimed from a husbandman of Southampton in February 1453.
