When the infant Henry VI came to the throne the Wolleys had already been established in Lostwithiel for at least three generations. Roger’s grandfather, William Wolley, had been mayor in 1391-2, and his father, Walter, had served as portreeve of the borough in 1409-10.
It is probable that such disreputable activities accounted for Wolley’s failure to secure office under the Crown or the duchy of Cornwall, but it did not stand in the way of his advancement in local society and in the autumn of 1442 he was chosen mayor of his home town.
