The Quit Rent Roll for James City Co Va in 1704 lists a WILLIAM Pearman with 270 acres and a JOHN Pearman with 200 acres.
Landowners in 1815 Charles City Co VA lists a FONTLEROY Pearman living 10 mi. west of the courthouse and a HARWOOD Pearman living 7 mi. west of the courthouse.
A THOMAS and a MICHAEL Pearman are living in New Kent Co Va in 1815.
A JOHN Peerman of Williamsburg is noted as owning land in York Co VA 16 mi. NW of courthouse.
My 1815 landowner book does not cover Mecklenburg Co.
Since your John Pleasant did not show up on the 1815 Landowner info, he may have been living with one of the two men and their families listed in CCC as noted above.
These items may give you some clues to work with.
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