By the late 14th century the Dorewards had come into possession of considerable estates, situated mainly in eastern Essex. John inherited some 12 manors from his parents, including Leaden Roding which had been settled on him and his first wife. To these he added Wickhambrook (Suffolk) by purchase, and Bacons in Dengie and Alfriston (Essex) together with manors in West Tofts and Marham (Norfolk) through marriage to Isabel Baynard, his third wife. In 1412 his properties in Essex alone were estimated to be worth £135 a year, and this sum did not cover the estates of West Mersea priory, of which he was then in possession.
Doreward may have received his education in the law at Cambridge, for in 1380 he was associated with the master of the college of Corpus Christi and St. Mary. In the following year he was party to the first of several religious benefactions, this one being to the Austin canons in Great Dunmow. From 1384 onwards he was much involved in the affairs of the Coggeshall family; and a lifelong friendship was formed with Thomas Coggeshall and his nephew Sir William, which was eventually to be cemented by the marriage of Doreward’s son, John, to one of Sir William’s daughters. As a feoffee of the latter’s estates Doreward acted in association with Richard II’s personal friend Robert de Vere, earl of Oxford, and he was able to make use of this connexion in 1386 when he asked de Vere to obtain for him ratification of a charter of King John relating to his lands at Rawreth. But before de Vere’s fall Doreward came into contact with the circle of the earl’s enemy, Thomas of Woodstock, duke of Gloucester, and of Woodstock’s mother-in-law, Joan de Bohun, countess of Hereford, perhaps being introduced to them by Thomas Coggeshall, who was of that affinity. Thus, in 1387 he was involved in transactions with Thomas Feriby, the duke’s chancellor, and Sir John Gildesburgh, his retainer, and in the following year he stood surety for Gildesburgh at the Exchequer. In 1394 he was appointed to a commission of oyer and terminer concerned with the misdeeds of a former receiver of Gloucester’s, and in February 1395, during his first Parliament, he and his fellow shire knight, Thomas Coggeshall, were both named by Duke Thomas himself as his attorneys while he was absent in Ireland. The following year, and again in association with Coggeshall, Doreward witnessed a conveyance by the duke and duchess to their new collegiate chapel in Pleshey castle. Meanwhile, he had acted as co-feoffee with Countess Joan of part of the former Orreby estate inherited by John de la Mare of London. Before long, he also came to the notice of the countess’s brothers — Richard Fitzalan, earl of Arundel, who in that same or the next year granted him the manor of High Roding for life,
Doreward retained connexions with Eleanor, the widowed duchess of Gloucester, and before her death in October 1399 she made him a feoffee of her estates. There can be no doubt that his sympathies lay with Henry of Bolingbroke, and immediately after the latter seized power he was appointed sheriff of Essex and deputy butler of Colchester (as it happened, mere interim measures). He was returned to Parliament with his friend Thomas Coggeshall to witness Richard’s deposition and confirm Henry’s accession. On 15 Oct. Sir John Cheyne I of Beckford was discharged as Speaker of the Commons, purportedly on grounds of ill-health but more probably because Archbishop Arundel had openly expressed his objection to him as a renegade clerk and enemy of the Church. The Commons’ second choice was Doreward himself, a man of proven orthodox opinions and clearly acceptable to the archbishop, with whom he was personally acquainted. On 1 Nov., during the Parliament, both he and Coggeshall were appointed members of the new King’s Council and allocated annual fees of 100 marks each. Other handsome rewards followed soon after: that same month Doreward was granted the estates of the alien priory of West Mersea, a dependency of the abbey of St. Ouen at Rouen, for a payment of 140 marks a year (he subsequently purchased the priory from the abbey and obtained a royal waiver of the rent); in December he was granted the fee farm of Colchester (£35 a year) for life — though he was to relinquish it in 1404 in return for exemption from further royal service against his will; and in 1400 he was given the patronage of the hospital of Holy Cross in Colchester. Doreward became an active member of the Council, and over the next few years he was often engaged as its delegate or as intermediary between it and the King. For instance, in August 1400 he was sent to discuss conciliar business with Archbishop Arundel at Otford; in March 1401, after the King’s departure for the country before Parliament had been dissolved, he was sent by his fellows to declare their advice with regard to the Commons’ request that the Council and important officers of State should be appointed and sworn in full Parliament; and in July that year he took reports to the King of the progress of conciliar negotiations with the French about the repatriation of Richard II’s queen, returning with Henry’s instructions for the summons of a great council. Later in 1401 he was awarded £40 to cover expenses incurred on these and similar missions.
Doreward’s position as councillor to Henry IV and his evident expertise as an advisor on legal matters, made him much sought after by the gentry of Essex to assist in their property transactions. Among those with whom he was connected were Sir Thomas Erpingham (the King’s chamberlain) and Sir William Marney, a retainer of Joan, countess of Hereford. His own association with Countess Joan long continued, and he married one of his daughters to the grandson of another member of her circle, Sir Richard Waldegrave. Doreward served for a short while as steward in Essex for the duke of York,
Having been elected to the first Parliament of Henry V’s reign, Doreward was once more chosen as Speaker, on this occasion replacing William Stourton, the Commons’ first choice, who had exceeded the powers given him and had then fallen ill. He officiated for no more than a few days before the session ended. In June 1415 he was appointed by the King’s brother Humphrey, duke of Gloucester, as a trustee of his estates, but he was not on good terms with another of the King’s kinsmen, for in the following year he was at variance with the chancellor, Bishop Beaufort of Winchester, over possession of a clearing in the woods between Lexden and Stanway. Doreward’s last appearance of importance was at a meeting of the Council held by the duke of Bedford in January 1418, during Henry V’s absence in France.
Doreward made his will on 1 Feb. 1418 and died on 12 Nov. 1420. His widow survived him by six years.
