Benjamin was born about 1777 in South Carolina. His parents moved to Livingston County, Kentucky about 1798, settling along the Tradewater River.
After his marriage 5 March 1808 in Livingston County, Kentucky, he and Mary G. Roberson stayed in Kentucky a few years. It then appears they spent a few years in Missouri, where several of Benjamin's siblings lived. By 1817, they had land in what became Sangamon County, Illinois. The winter of 1829-1830 was especially harsh there, and by 1832 this Simpson family was back in Missouri. The land in Sangamon County was sold in 1832.
The children of Benjamin and Mary were William, Ruth, Nancy, Samuel, Daniel, James, Benjamin, and Maryann.
He died in 1853 in Osage County, Missouri.
Sources
1800 Tax List - Livingston County, Kentucky
Livingston County, Kentucky marriage records - Benjamin Simpson was Bondsman for the 1804 marriage of his sister, Hannah Simpson, to Abraham Son.
Marriage record, Livingston County, Kentucky 5 March 1808 to Mary Roberson.
1810 Federal Census - Caldwell County, Kentucky
Public Land Purchase Records (found on-line), 6 November 1817 in area that became Sangamon County, Illinois
1820 Federal Census - could be them in Caldwell County, Kentucky?
Public Land Purchase records (found on-line), 10 March 1827 in Sangamon County, Illinois.
1830 Federal Census - Sangamon County, Illinois.
Sale of land in Sangamon COunty, Illinois to Elijah Duncan, 1832.
1840 Federal Census - Gasconade County, Missouri. There are no fewer than five Benjamins Simpson on this census. This man is likely the oldest one. The youngest one is likely his son born 1821. two others are nephews. The fifth may not have even been related.
April 1842-April 1843, Osage County, Missouri. Benjamin Simpson was involved in the estate settlement for Samuel Robertson, who was both his father-in-law and his uncle.
Gasconade County (Missouri) Will Book D, entry dated 11 May 1843. Benjamin Simpson was involved in a deal whereby a Thomas Branson was purchasing land that had been his father-in-law's. Said Father-in-Law was Dr. Daniel Simpson, Benjamin's brother who had died July 1838.
Osage County (MIssouri) Book C, page 460: On 8 February 1845, Benjamin Simpson purchased 53 and 34ths acres of land from Barnet Boulware and Elizabeth his wife. This appears to be the same land that his daughters-in-law, Sarah Pryor (Mrs. Samuel Simpson) and Elizabeth Pryor (Mrs. Daniel Simpson), along with their sister Agnes had sold to the Boulwares as a part of settling their fathers' estate.
27 June 1848, Benjamin and Mary Simpson sold 71 and 17/100 acres of land in Osage COunty, south of the Gasconade river, to John Williams.
1850 Federal Census - Osage County, Missouri. The aging Benjamin and Mary Simpson were living with their son, William Simpson.
William Simpson Male 40 Missouri
Elizabeth Simpson Female 37 Tennessee
Benjamin Simpson Male 19 Illinois
Samuel Simpson Male 18 Missouri
Frances Simpson Female 16 Missouri
Moses Simpson Male 15 Missouri
Barnet Simpson Male 14 Missouri
Mary Simpson Female 12 Missouri
Lavinia Simpson Female 10 Missouri
Elizabeth E Simpson Female 9 Missouri
Mahala Simpson Female 0 Missouri
Benjamin Simpson Male 73 South Carolina
Mary Simpson Female 64 South Carolina
6 February 1851, Benjamin Simpson and Mary his wife sold land in Osage County, Missouri to William C. Bouldware. Osage Co Missouri Book D, page 214.
See also:
King, Everett, History of Maries County, 1963, p. 404. "We know of five brothers of the Simpson family...Samuel, Daniel, Benjamin, James and William.... Benjamin and James spent their lives in Osage County."
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DNA Connections
It may be possible to confirm family relationships with Benjamin by comparing test results with other carriers of his Y-chromosome or his mother's mitochondrial DNA.
However, there are no known yDNA or mtDNA test-takers in his direct paternal or maternal line.
It is likely that these autosomal DNA test-takers will share some percentage of DNA with Benjamin: