Pitt’s ancestors settled at Causeway, Radipole, just outside Weymouth, by the end of the fifteenth century. They became wealthy merchants, and Pitt’s father and elder brother both served as mayor of Weymouth. His uncle, John Pitt, sat for Bridport, Dorset in the 1604-10 Parliament, but the family was apparently not closely related to the Pitts of Blandford Forum, Dorset, who also supplied two Members during this period.
During his second mayoral term a decade later, Pitt was authorized to withhold part of Weymouth’s levy for the government’s expedition against the Algerian corsairs, on the grounds of the borough’s poverty. He subsequently converted some of this money to his own use.
Pitt retained his seat at the 1624 parliamentary election, whereupon the corporation resolved to pay him wages of 3s. 4d. a day.
Pitt had drawn up his will on 10 Oct. 1623, designating Cricket Malherbie as his preferred final resting place. He divided his lands there between his surviving sons, though all his Dorset property descended to the elder of the two. His seven unmarried daughters were each assigned dowries of £400, while he bequeathed £5 and £2 respectively to the poor of Weymouth and Cricket. One of the will’s overseers was his son-in-law Francis Crossing*.
