In 1640/41 Cooke was one of twelve men tasked by the court to make official travel routes, and make a formal survey and mark the boundaries of plots of land and for the Jones River. In 1645 he was again road surveyor for Plymouth. In June 1650, when he was almost seventy, he was still doing survey work. In August 1659, in his late 70s, he was again called upon by the Plymouth Court to help to decide a land boundary dispute between Thomas Pope and William Shurtliff.