Although nothing is known about this Member’s early life, it seems likely that he was a kinsman of Sir Thomas Oudeby, another shire knight returned for Rutland during our period, whose younger brother, John, the rector of Flamstead, became chamberlain of the Receipt of the Exchequer in 1397, and subsequently held office as treasurer of wars to Henry IV. Most of the surviving information about Oudeby concerns his involvement in the legal or quasi-legal affairs of others, which suggests that, if not a lawyer, he at least possessed some basic training in the law. This is borne out by his appointment, in July 1393, as keeper of the ‘Prince’s court’ (a view of frankpledge) in Leicestershire, and his later appearance among the justices of gaol delivery at Oakham castle. He lived at Bisbrooke, near the border between Rutland and Leicestershire, and was thus well placed to maintain his influence in both counties, especially as he advanced a title to an estate in the Leicestershire village of Oadby (where a kinsman and contemporary of his named Thomas Oudeby was living). By February 1392 he had begun a lawsuit for the recovery of land there, perhaps because of a disputed inheritance. He also appears to have owned property in Northamptonshire, although no reference to his interests in that quarter survives after the early 1380s.
Between May 1378 and December 1409 Oudeby acted as a mainpernor in Chancery and at the Exchequer on at least 24 occasions, largely for minor figures in the Midlands. Among those who enlisted his services was a chaplain named Roger Oudeby, but his connexion with the others was evidently professional rather than personal.
The early years of the 15th century proved an eventful period in Oudeby’s life, for he was also involved, far less creditably, in an attempt by John Arblaster, the sheriff of Rutland, to falsify the electoral return made for that county to the Parliament of January 1404. Although Thomas Thorpe was fairly elected in the county court, Arblaster substituted Oudeby’s name on the indenture. The Commons, incensed at this high-handed action, petitioned the Lords to examine those concerned, and as a result of their inquiry Thorpe not only took his rightful seat in Parliament, but also replaced Arblaster as sheriff. Oudeby does not appear to have shared the latter’s fate of imprisonment and a heavy fine, but he prudently abandoned any hope of sitting again as Member for Rutland. The first Parliament of 1404 sanctioned John Oudeby’s appointment as one of the four treasurers of war specially chosen to oversee the expenditure of a new tax voted by the Commons, although this reason alone is unlikely to account for his kinsman’s anxiety to obtain a place in the Lower House.
Oudeby is last mentioned on 3 Dec. 1409, by which date he had been replaced as a j.p., possibly because of advancing years. His personal affairs are shrouded in obscurity, and it is now impossible to tell whether or not he left any direct heirs.
