In 1636 James bought land lying between the Piscataqua and York Rivers from Capt. Thomas Commoch. (NEHGR CD 2:202)  He traveled to the Piscataqua area on behalf of his father-in-law Alexander Shapleigh in 1635 and 1636.  He was at Kittery, Me., before June 1640.  Summonsed for grand jury at Saco, Me, in 1640, accused of divulging its secrets to John Winter and found unacceptable.  Oddly, he sold all his belongings, trade and personal, to brother-in-law Nicholas Shapleigh in 1641 (value 1500 pounds), but in 1642 Nicholas deeded these items back to James.  Court records indicate his presence in 1647, but like other males of the family he disappeared early and without record.  He was certified dead in 1650.  In Maine the name became Trueworthy. (Dict.)

It was said that he went to Newfoundland, where he probably died. There is more information about estates, travels, and court.