A draper by trade, Boteler first appeared in the local records in 1431 when he was elected as one of the constables of the town’s fifth ward. It is unclear when he was first chosen as such, but he remained in office until December 1435. Two years later he was first elected as one of the jurats and probably served in that office until his death. Probably as a result of the wealth he had accumulated through his drapery business, he quickly rose to be one of the leading figures in Sandwich. In December 1439 he was one of the three jurats put forward for election by the commonalty as mayor and in the following year he was the successful candidate. His first mayoralty lasted only a year (during which time he attended his first two meetings of the Brodhull),
Boteler was again a candidate for the mayoralty in December 1442 and in the following year he was elected to the first of three consecutive terms of office. While serving in the second of these terms, in February 1445, he was elected, along with Green, to the Parliament summoned to Westminster in anticipation of Margaret of Anjou’s arrival in England, and at her coronation as queen (in the following May, during the second session), he led the delegation of barons from Sandwich who supported the royal canopy at Westminster Abbey. In the course of these three years as mayor he also attended every meeting of the Brodhull.
Boteler was well connected in Sandwich and his wealth and social status ensured that he was frequently called upon to act as a feoffee and surety for local men. As a result, he was also often involved in litigation. In July 1432 he appeared before the jurats and agreed to their arbitration to release his apprentice, John Tuppull, without penalty. In January 1435 several townsmen entered into recognizances to him and Fennell that they would pay their part of the mayor’s costs in accounting at the Exchequer, an expense for which Boteler and Fennell had probably lent money.
Boteler’s commercial and property interests appear to have been centred on Sandwich and its surrounding area. In 1442 he claimed exemption from the parliamentary subsidy in the hundreds of Eastry and Wingham.
