I do not know if I can help... but...here is what I do know.
in 1810 Caldwell Census the only Cotton listed was "Berry" (Littleberry) Cotton.
In 1820 There was a Mister (name unknown) Cotton that had 3 males under age 10, Himself age 16-26, and his wife age 16-26. Littleberry Cotton's family was still present.
In 1830- A freedmen by the name of Enoch Cotton was in Caldwell County. Littleberry, and his sons John and Winfrey were also listed.
In 1840- Enoch was still in Caldwell County. Littleberry, John, and Winfrey also had families listed.
Littleberry Cotton's Will was dated 2/6/1847. It lists sons as John, Jesse, Drury, Winfrey, and Johnathan. Daughters are Elizabeth Cotton (insane), Emma Garnett, Anna Ramey, Sally Faughn, and Polly Garnett.
Littleberry was born 3/10/1764 in Albemarle, Surry, Virginia, the son of Drury and Phoebe Cotton. He died in 1847 shortly after his will was written.
I do not know if any of this helps, but hopefully names will sound familiar.
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