These two men are usually found conflated into one man.
Samuel Gresham b. 25 April 1743 d. Abt 1818 in Kentucky was the son of George and Sarah and his birth is recorded in Miss Bagby's bible records found online.https://www.wikitree.com/wiki/Gresham-1081
Samuel Gresham b.8 May 1745 d. Abt 1816 was the son of Lawrence Gresham of Briar Hill. You can find his children listed on the Burned County Tax Lists for King and Queen as they receive land from their father Samuel in 1817.
https://www.wikitree.com/wiki/Grisham-462
Thank you for helping get these old Gresham errors corrected.
Mary Gresham