Watkinson’s grandfather was probably a Hull freeman who died in 1588, while his father practised as a surgeon and kept an inn, which provided accommodation for his patients
In 1621 Watkinson surrendered the woolhouse farm to a rival consortium. Shortly before he left office he was summoned to London by John Lister* to help settle a dispute with York over woolhouse dues.
During the 1620s, Watkinson drew his main income from property in Hull and a lease of Easington rectory in Holderness, which together were valued at £200 p.a. when he compounded for them in 1646.
In the summer of 1638 Watkinson was appointed deputy keeper of the magazine prepared at Hull for operations against the Scots. He also handled the £350 raised for cleaning the town ditch, and lent the corporation £50 when it raised a donation for the king, who visited the town in 1639.
