Smith was a merchant, hailing from Kingswear near Dartmouth, to the south-east of Totnes.
Despite such lawless activities, Smith seems to have enjoyed some standing in the Dartmouth area. He was appointed to royal commissions to survey the fortifications of the port, and ordered to take forfeited goods into the King’s hands and appraise cargoes taken at sea, the latter a task for which he was arguably well qualified. Likewise, he commanded some respect among his neighbours and on occasion acted as a feoffee for them or attested their deeds.
In 1426 Smith secured election as reeve of Totnes, an office by this date much diminished in importance compared to the mayoralty. Nevertheless, it was during this term of office that he secured election to Parliament for the borough, even though it appears questionable whether he properly fulfilled the requirement of residence. By this time his reputation had extended beyond the bounds of Dartmouth and Kingswear, and in the early 1430s he can be found heading the list of witnesses to a grant of land in Kingswear to some local people by the prior of Totnes.
Smith’s later years were once more marred by accusations of piracy. In 1428 orders for his arrest were issued once more, but nothing seems to have been done as a result and two years later new commissioners had to be appointed to attend to the task.
