Planter William Byrd hired Randolph to oversee his
Westover Plantation around March 6, 1712. He owned 3,256 acres of land on which Randolph likely built a modest wood-frame house so that he could focus his energy on establishing and operating the plantation. In 1727, he also bought
Farrar's Island in the James River from Thomas Farrar (who already lived in St. James Parish that became Goochland County that year) and his nephew, William Farrar IV (who moved to Goochland County). That plantation, which had been founded by
William Farrar Jr. nearly a century earlier, ultimately became part of
Chesterfield County.
Politician Randolph became one of the justices of the peace for Henrico county in 1713. Randolph and his brother
William Randolph II were the two representatives from Henrico in the
House of Burgesses for the 1720 to 1722 session. Goochland was set apart from Henrico County in 1727. A year later, he was the county lieutenant for Goochland. ==Personal life==