Pitlesden’s origins are obscure, but it is likely that he was descended from a Kentish family resident at Pettesden (or Pitlesden) in Tenterden.
An important part of Vincent’s commercial interests was the shipping business itself. He owned a number of vessels, including Le Marie Fleur, Le George and the Mary Vincent which he occasionally hired out for a variety of purposes. Thus, in 1451 he provided ships for the transport of troops to France, and in December 1456 he was licensed to carry 30 pilgrims to Santiago de Compostela.
The exact date of Pitlesden’s move to Plymouth is uncertain, but it had probably taken place by 1444, when he was first appointed one of the customers in that port. In subsequent years he acquired a range of properties in the borough and its hinterland, including the manor of West Stonehouse, which he leased in 1449 from the exchequer official Robert Burton for a term of 20 years at an annual rent of as much as £17 8s. 8d., and a house and garden in Plymouth itself, rented from the local esquire James Durneford. Both of these properties would later become the subject of litigation. In 1461 Burton claimed that Pitlesden had made use of the political turmoil of the preceding two years to avoid paying the rent for West Stonehouse, while in the autumn of 1471 Durneford’s son and heir complained before the justices of common pleas that Pitlesden had failed to repair the buildings of his tenement properly, causing them to fall into partial decay. At the root of the Durnefords’ quarrel with Pitlesden, however, lay more than some rotten timbers, for in July 1454 Pitlesden and a band of armed mariners had smashed their way into the Durneford manor-house at East Stonehouse, broken the valuable glass windows and damaged the stone window frames, and had despoiled the house of cloth, money and jewelry, even taking a gold ‘Bee’ from the neck of Margaret Durneford, the mistress of the house.
There is no suggestion that either the government or the merchants of Plymouth took a particularly serious view of such activity, for throughout the 1450s Pitlesden received a string of appointments as a customs official and royal commissioner, while his neighbours chose him as their mayor on three separate occasions during the same decade. Nevertheless, it seems that the affairs of the realm concerned him only in so far as they had an impact on his own commercial activities. Thus, the loss of Normandy, with which he had been wont to trade, galvanized him into action. In 1451 he not only made his ship Le George available for the transport of Lord Rivers’ expedition to France, but together with his fellow customer John Salter II* he also provided a loan of £30 to the government, and in 1452 he served on a royal commission to gather ships and mariners for an expedition in defence of Aquitaine. It was, however, only after Gascony in turn was lost, and while Pitlesden was serving in his second mayoralty, that he was decisively drawn from merely local concerns into national affairs. Four days after the brief, if bloody, engagement in the streets of St. Albans on 22 May 1455 writs for a Parliament were issued, and the sheriff’s precept ordering the election of burgesses to represent Plymouth cannot have arrived long after the news of the battle. Moreover, the men of the south-west had concerns of their own, for the preceding months had seen the enduring quarrel between Thomas Courtenay, earl of Devon, and his rival William, Lord Bonville*, fought out in a series of raids on the property of their supporters. In this volatile atmosphere, many of the region’s boroughs found difficulty in finding men prepared to undertake the dangerous journey to Westminster, and Plymouth was evidently no exception, for Pitlesden had to take recourse to returning himself alongside the Kentish lawyer Richard Page*.
During Parliament’s summer prorogation, Pitlesden’s mayoralty came to an end, but he had only little respite, for a week before the Commons reassembled he was appointed escheator of Devon and Cornwall, an important office which he may have owed as much to a connexion with the newly appointed treasurer, Henry, Viscount Bourgchier, as to his loyal service as a customer.
After Edward IV’s accession in the spring of 1461 further appointments followed. In July Pitlesden was made controller of customs at Southampton, and simultaneously appointed deputy butler in that port. More important was his nomination two weeks earlier as receiver of the revenues of the forfeited estates of the earl of Wiltshire, to which were added in December those of the earl of Devon.
The final years of Pitlesden’s life were partly overshadowed by an acrimonious quarrel with a Genoese merchant, Giovanni Andrea de’ Vivaldi. Vivaldi had brought a cargo of woollen cloth to Bristol, where it had been seized and declared forfeit. The Italian had pleaded his safe conduct, but in spite of his protests had been placed in the town gaol. To further trouble him, so Vivaldi claimed, the mayor of Bristol had then induced Pitlesden to begin an action of trespass in the mayor’s court. When the Genoese had petitioned the chancellor for redress, Vincent had dropped this suit and begun a fresh one in the courts at Southampton. Pitlesden, for his part, claimed that on Whitsunday 1474 Vivaldi had broken into his house at Southampton and assaulted and raped his servant Rose Founten. Unfortunately, the outcome of the dispute is not known.
