Presumably after completing some training in the law, Bye began his service for the civic authorities at Winchester in about September 1407, when he was paid 6s. 8d. for conducting business for the city at the bishop’s court of the pavilion, and in the following year he and a Sussex lawyer, John Vincent†, assisted the mayor and commonalty to defend the liberties of the citizens, as contained in royal charters, which had met with challenge in London.
On the same day that Bye was sworn into the franchise of Winchester, 23 Dec. 1420, he was formally excused all civic offices except those of mayor, auditor and MP. Furthermore, in return for the good service he had done the city at various times previously he was exonerated from making any payment for admission. As it was specifically stated that he was free to plead at the bar in the city courts, and to act as attorney for pleas touching the city,
Little is known about Bye’s property in Winchester, save that from 1429 to 1440 he held a tenement outside Durn Gate, and at other times a building in High Street. By 1435 he was also in possession of a house in Kingsgate Street which Alice Byngham (d.1433), the widow of another lawyer, William Byngham, had inherited after the deaths of her father and sister, but how he came by this interest remains unclear.
These last suits reflect Bye’s removal from Winchester at some point in the 1440s. He was called ‘of Stockbridge’ when appointed a tax collector in 1446 and 1449, and ‘of Andover’ subsequently. Under the latter description he was named as an executor of the will of Richard Bone, a priest who died in possession of two gardens in Kingsgate Street, Winchester, and in this capacity he petitioned the chancellor for redress after Simon Longe of Romsey, who pretended to be a feoffee of the property, menaced the tenants and so vexed him that he could not carry out the provisions of Bone’s will.
