Contains correspondence, account books, deeds, legal papers, financial records, and other materials, chiefly produced in Massachusetts, concerning Pickering's property, personal finance, political views, in specie verification of fruits, and other topics. Includes: incomplete draft of political letter dated Washington, March 19, 1810, which was found in the Corporation Records of Harvard College; "Alphabet for specie certificates issued from the quarter master general's office commencing at number 501"; and other materials.