One of the most important Ipswich burgesses of his day, Caldwell was active in that borough by late 1418, when he helped the bailiffs and portmen to arbitrate between two fellow townsmen.
There is also evidence of a Chancery suit relating to Caldwell’s term as one of the bailiffs of 1442-3, although on this occasion no fault was attached to his performance in the office. The case revolved around a debt of £9 13s. 4d. for which the plaintiff, Robert Smith, an Ipswich merchant, had been sued in a borough court by John Smith, a local vintner. In his bill, brought shortly after Caldwell’s term had expired, Robert claimed that he was not responsible for the debt, since it was owed for a tun of wine which Caldwell and the other bailiff, Thomas Denys*, had sent him to buy from John. The bill is the only piece of evidence relating to the case to have survived, and it is impossible to verify the truth of Robert’s claim.
Caldwell evidently had an interest and perhaps some expertise in building work, since he was involved in a variety of construction projects during his career. On 17 Jan. 1435, for example, he agreed to make a bridge at ‘Stoke bridge’, in return for the payment of pontage by the inhabitants of Ipswich, and on the same day he was among those selected to build ‘de novo’ a house at the end of the Guildhall. In the winter of 1448-9 he undertook to rebuild the town’s gaol near the west gate. Five years earlier, he had helped to maintain and repair the ‘pageant’ of the local Corpus Christi, of which he was an active member, and in 1445 the borough assigned him 40s. p.a. from its rental income, to repay the expenses he had incurred in that regard.
Caldwell became alderman of the guild in April 1446. As alderman he had two assistants, including William Rydout*, with whom he later quarrelled. In September 1455 Rydout and another burgess, William Heede, were ordered to appear before the bailiffs to show why they should not be disenfranchised for suing Caldwell, a free burgess, unjustly and contrary to the charter which King John had granted to the town. It would appear that they had sued him in Chancery, since later that month they were required to produce the bill by which they had obtained a subpoena against him, but this has not survived.
Alongside his busy official career, Caldwell found time for his own interests. While he had apprentices,
Later that decade, Caldwell was the defendant in a Chancery case brought by Hans Stendell, a merchant and burgess of the Prussian port of Danzig. According to Stendell’s bill, Caldwell had sent his apprentice, Thomas Bradde, to Prussia to trade on his behalf, but once there Bradde had become indebted to a number of local merchants and had been arrested. He had managed to secure his release after he and two sureties had acknowledged the debts (totalling £138 6s.) before the alderman and company of English merchants in Danzig on 2 Oct. 1444. They had also bound themselves to Stendell to pay that sum by the following Easter, and the Prussian sued Caldwell in Chancery on the strength of the bond, to which he claimed he no longer had access.
Caldwell survived into the early 1460s, having outlived all of his three wives. His last spouse, Joan, who had possessed a connexion with Bury St. Edmunds, appears to have died shortly before mid 1454, when John Fyllebregge, her son from a previous marriage, began a Chancery suit against one of her feoffees over a messuage in that town.
On the following 8 Aug., the still captive Edmund Caldwell acquired a royal licence for a vessel belonging to two Breton merchants to enter English waters, presumably to collect money or goods towards his ransom. Freed soon afterwards, and nothing daunted by his experiences, he was preparing to return across the Channel in early 1462. On 18 Feb. that year, the Crown issued him with letters of protection for 12 months, prior to his embarking for Calais in the retinue of its captain, Richard Neville, earl of Warwick, although in what capacity is not stated.
