Check out the Robert and Thomas Whitehead, possibly brothers, who were living in Laurens and or Union county about 1790. It appears that they were in the Orange/Caswell County area of North Carolina about 1755. From what i can tell they left NC after 1762. There are court records where Thomas gave an attorney authority to sue for and receive monies owed him in NC.
This Robert is the one who many thought might be the father of Thomas and William Whitted of Orange County.
Have you or other males of your line done any DNA tests?