[2] Whitson had shares in two ships, the Maryflower and the Seabrake (which would later give their names to houses at The Red Maids' School), that brought home enemy prizes in the 1590s.
During this time, Whitson also helped to re-establish and govern the Society of Merchant Venturers which had become moribund in the later sixteenth century.
In 1627 he gave a charity of £500 to be divided between five young men being "meer merchants", and an unspecified number of handicraft tradesmen and freemen of Bristol.
[3] Whitson was hurt by a fall from his horse, his head hitting an upturned nail by a Blacksmiths,[2] which was the supposed cause of his death at the age of 71.
[3] Whitson’s will gave specific instructions for provision for "one woman … and forty poor women children" who were to be taught English and sew, to attend church, and were bound to their teacher for eight years.