Despite the notoriety of his father, little is known of Tuddenham’s early career. The only surviving child of Sir Thomas Tuddenham, whose ill fated marriage to a daughter of his former guardian, John Wodehouse*, ended in divorce in late 1436, he was the illegitimate offspring of a liaison between the knight and an unknown woman. Although Henry was accepted by Sir Thomas and resided at Oxborough, the knight’s manor in south-west Norfolk, his illegitimacy ensured he was not the heir to the family estates.
These disturbances followed the impeachment and death of Sir Thomas Tuddenham’s patron, William de la Pole, duke of Suffolk, and Cade’s rebellion, a serious threat to those associated with the government and Court with which the knight was so closely identified. Initially this turn of events left Sir Thomas and other members of the de la Pole affinity in East Anglia feeling distinctly vulnerable, to the extent (or so one hostile observer reported in the autumn of 1450) that he and his associate, John Heydon*, were even prepared to pay no less than £2,000 to secure the protection and ‘good lordship’ of Richard, duke of York, the leader of the opposition to the Court faction.
In spite of his divorce, Sir Thomas Tuddenham owed much to his late guardian and father-in-law, John Wodehouse, for his early advancement and he had remained on good terms with the Wodehouse family.
Even though the battle of St. Albans in the following year represented a setback to the likes of Scales and the de la Pole affinity, Sir Thomas Tuddenham’s enemies feared that either he or another member of the affinity might gain election as a knight of the shire for Norfolk to the Parliament called in the wake of this Yorkist victory.
By the time the Parliament dissolved, the duke of York and his allies had again lost the political initiative, with a Court faction centred on the queen, who took a hard-line stance towards York and his allies, gaining control of the government. In 1457 Tuddenham was appointed escheator of Norfolk and Suffolk, an office he relinquished just two days before his father became treasurer of the King’s household. Later in the decade, he ran errands to the Exchequer for Sir Thomas, in relation to the knight’s expenses.
The next Parliament met in very different circumstances, since it was called after the Yorkists had won the battle of Northampton on 10 July 1460 and recovered control of the government and King. Such a turn of events left the Tuddenhams and their associates exposed to possible retribution from their enemies and they quickly sought letters of pardon. Fortunately for them, on 23 July the Yorkist lords sent a proclamation to Norfolk, ordering the authorities there to ensure that no harm should come to them and that any accusations against them should be referred to the due processes of the law.
Notwithstanding the circumstances in which it was summoned, Henry Tuddenham sat in the Parliament of 1460 as a burgess for Farnham. Considering his affiliations, there is little doubt that he owed his seat to the lord of that Surrey borough, William Waynflete, bishop of Winchester, a cleric of strong Lancastrian sympathies whom George Neville had replaced as chancellor after Northampton.
Apart from their shared political links, Tuddenham probably supported the bishop in East Anglia, where there were growing tensions over the disposition of the estates of Sir John Fastolf. As the knight’s most important executor, Waynflete opposed the designs on those valuable lands of his co-executor, John Paston, who also happened to be a long-running opponent of the Tuddenhams and their associates in the region. Shortly before Fastolf’s death in the autumn of 1459, Friar Brackley had written Paston a typically convoluted letter in which he stated that ‘Henricus Todynham continue aspirat post mortem magistri [Fastolf] cum mille habeat oculos nocendi, &c. Si quorum duos deperderet, nullus ceteros timeret, &c.’.
Edward IV’s seizure of the throne placed both Tuddenhams in serious jeopardy. Henry was among those whom the new government specifically excluded from the general pardon offered on 6 Mar. 1461 to all those who would forsake the service of the deposed Lancastrian King Henry VI. It also put a price on his head, by promising £100 to anyone who would put him to death. As for Sir Thomas, it issued a commission for his arrest just over a month later.
