The Oudebys had come to play a leading role in the parliamentary representation of Rutland during the last years of the fourteenth and early years of the fifteenth centuries, probably as a result of the successful careers at the royal court of two clerics.
Such provision was perhaps the more necessary for it may be that John was then only a younger son. According to the pleadings in a suit in the court of common pleas in 1436, Thomas Oudeby, who represented Rutland in three of the Parliaments between 1397 and 1404, died before the end of Henry IV’s reign to be succeeded by his eldest son, another Thomas. This version of the Oudeby pedigree is supported by a pardon of June 1437 which shows that our MP had both a father and a brother named Thomas and was executor to one or both of them.
Although Oudeby’s first wife was from Essex as was Thomas Bataill, the husband of his sister, Eleanor, there is no evidence that he spent much time in that county. The survival his mother at least into the 1430s meant that, if he did inherit her lands, it was not until nearly the end of his life. Moreover, in her lifetime he had begun to divest himself of his future interests there. In April 1434 he quitclaimed a marsh in Sutton to feoffees to the use of Thomas Pynchoun.
More than 20 years after his uncle John Hermesthorp’s death Oudeby sued his sole surviving executor, John Rede, clerk, for the money bequeathed for his education. In a petition to the chancellor, he claimed that the executors had failed to deliver this money to Hermesthorp’s niece, Agnes Oudeby, a nun in the abbey of Barking in Essex, who had been charged with its safe-keeping to the use of her nephew, the young John.
Oudeby appears often enough in the business transactions of his neighbours to show that he was a man of account. Early in his career he was a feoffee of Katherine, widow of Sir Thomas Aylesbury†, and later acted in the same capacity for Nicholas Fynderne in the disputed Derbyshire manor of Stretton-en-le-Field. His father’s close association with the Lords Zouche of Harringworth is echoed in his appearance as a charter witness for William, Lord Zouche, in 1430. With Zouche, he was a feoffee for William Brauncepath* in 1426 and for Sir John Basynges in the 1430s.
The last references to Oudeby come in 1441: in June he was appointed to his first and last ad hoc commission of local government and in the following Michaelmas term he sued a husbandman of Gumley (Leicestershire) for taking four of his cows there. He was certainly dead by 30 Sept. 1445 when the surviving feoffees of Sir John Basynges made a grant.
