Of obscure background, Freeman established himself as one of the leading merchants of Salisbury in the fifteenth century. Evidence of his extensive trading activities dates from the early 1420s, and their diversity and geographical range placed him in the forefront of his contemporaries. Principally a mercer, he used the port of Southampton to bring into the country the raw materials such as madder and woad needed for finishing cloth, and to ship his products overseas. Increasing quantities of cloth were exported in his name (for example, 14 whole cloths in the Cogge John of Bristol, which left Southampton in late 1422, and 85 loaded on a carrack in May 1427). Yet at the same time he also traded in wine from Gascony, and dabbled in the potentially lucrative business of helping those held captive in continental gaols to raise their ransoms. Among the foreign merchants with whom he had dealings was one Bonoche de Pyere of Pisa, who on his behalf sold wine in Brittany to secure the ransom of a Florentine youth, only to be arrested in Southampton (unjustly, or so the Italian claimed) by the mayor’s lieutenant, Peter James*.
An argumentative and fiercely litigious man, Freeman frequently initiated lawsuits against less successful entrepreneurs. John Aylesby*, having no recourse against him in common law, petitioned the chancellor in an attempt to recover money he had himself raised to pay the ransom of certain English prisoners at St. Malo in Brittany, only for Freeman to retaliate with an action in the court of common pleas alleging breach of the Statute of Labourers, since Aylesby had employed his servant Ralph Somer as a factor. The unfortunate Aylesby was outlawed for failing to make an answer.
In 1434, sentence was given against Freeman in a maritime cause arising out of the arrest of a ship called Le Marie of Lymington and the removal of her cargo and tackle, but in October that year he managed to secure the appointment of commissioners to hear his appeal on the grounds that the admiral’s lieutenant had shown undue favour to Walter Veer* of Lyndhurst and his co-plaintiffs.
A suit which came before the justices of common pleas in Easter term 1441 held wider ramifications than Freeman’s private trading concerns, in that it may well have been linked to the attempts of the mayor and citizens of Salisbury to assert their independence from their lord. In the suit, he, Bishop Aiscough of Salisbury, alleged that in the course of two years from September 1438 Freeman, using posts, piles and pales and 200 cartloads of soil, had built bridges on the bishop’s land and across his waterways. In his defence the MP said that he held six messuages by the waterside connected by a bridge 12 feet long and four feet wide, and he had put in the piles and posts to repair it. In October he was bound over in £100 to accept the arbitration of John Fortescue*, serjeant-at-law, and Robert Long*, the bishop’s bailiff of Salisbury, in this matter, but at the assizes held at Devizes the following Easter he was found guilty of the trespass and damages of as much as 100 marks were awarded against him.
All this litigation may provide one explanation for Freeman’s eagerness to seek election to Parliament – namely, to pursue his suits at Westminster – while at the same time gaining the parliamentary privilege of freedom from arrest during the sessions.
Besides his qualification by residence, as a property-owner and as a merchant of consequence, Freemen’s credentials as an MP included his record of active involvement in the government of Salisbury for well over a decade prior to his first election to Parliament. Indeed, as a member of the superior council of 24, he assiduously attended meetings of the convocation for over 50 years.
Freeman was re-appointed constable on 16 Apr. 1432, at the same assembly meeting during which he was elected to represent the city in the Parliament summoned to meet at Westminster on 12 May. Seemingly, he himself participated in the election. The writ issued at the close of the Parliament authorized payment to him and his fellow MP of expenses at the standard rate of 2s. per day in coming, staying 72 days and returning – a total of £14 8s. Freeman was again party to the election to the next Parliament, in 1433. In the spring of 1436 he acted as an auditor of debts due to the city and as one of five men who assisted the mayor to muster horsemen and bowmen in response to a royal request for a force to relieve Calais.
Freeman’s first appointment to office by the Crown came in February 1439 when he was made controller of customs and subsidies in Southampton, the letters patent specifying that he might hold the post by deputy, in consideration of his ‘good service’. Yet despite this provision he was removed from the controllership before 28 Jan. 1440 and fined as much as £100 for having delegated his duties and failed to write the rolls in person, contrary to statute, as well as for having disobeyed royal commands to resign. Perhaps after protesting at this injustice, he obtained a pardon on the following 2 May, and was then exonerated payment of his fine at the Exchequer.
While this was going on, Freeman had sat in his second Parliament, in early 1442. Since his previous election he had continued to take an active role in the government of Salisbury, having been named as an assessor for a loan to the Crown, and a member of the panel chosen to supervise the construction and funding of the ‘great ditch’.
Instead of representing his home city in the Parliament which met briefly in Bury St. Edmunds in 1447, Freeeman sat for the Wiltshire borough of Calne. Perhaps his candidature had been rejected by the citizens of Salisbury, for reasons unknown. They certainly displayed ambivalence in making their choice, only after some indecision finally plumping for two ‘gentlemen’, John Mone* and Thomas Temys*, neither of whom was a member of the council of 24. Perhaps the MPs’ agreement to serve for half the normal wages proved to be a deciding factor.
The Parliament met for three sessions, the last, held at Leicester, ending in June 1450 in disarray as news arrived of the outbreak of Cade’s rebellion. Wiltshire did not escape the turmoil and on the 29th the unpopular Bishop Aiscough was murdered. Freeman himself suffered an illegal entry into his property in Salisbury, although he managed to survive unscathed as order collapsed.
Although Freeman continued his close involvement in the government of Salisbury,
Freeman had encouraged his elder son, Walter, to join him in the mercery trade, but also promoted his interests as a landowner in Middlesex. Allegedly, in 1447 the two of them broke the closes of Robert Aubrey* at Dawley in the parish of Harlington,
Freeman last attended a convocation in Salisbury in December 1471,
