John Bobbitt was the first son of James and Rosanna Bobbitt. He was named after his grandfather John Bobbitt of Pittsylvania County, Virginia. John was born in Grayson County, Virginia, March 28, 1800. The mother of John was Rosanna Bobbitt, the daughter of Captain William and Nancy (McKenzie) Bobbitt. His father was James Bobbitt, the son of John and Sarah (Gibson) Bobbitt. His mother and father were first cousins.
When Lacy Bobbitt, brother of James Bobbitt was ill during the War of 1812, Lacy had a will written and recorded in Grayson County in 1815. The will read;
"Fort Norfolk, January 10, 1815, the following were the last words of the deceased Lacy Bobbett, to wit: "I want twenty dollars of money that was left with James Bobbitt, to be given to "little Jack", and the balance of my estate divided between Vincent Bobbett and Matilda Bobbett."
"August 1816, this record was proven in court by Caleb Bobbitt and ordered to be recorded."
Caleb Bobbitt was a first cousin of James Bobbitt and was a solider in the War of 1812.
In 1820 the Grayson County census lists the family of James and Rosanna Bobbitt as follows:
2 males under 10 (1810-1820) William Bobbitt born 1810
.......................... (1810-1820) Lacy Bobbitt born 1815
1 male 16 to 26 (1794-1804) John Bobbitt born 1800
1 male 26 to 45 (1775-1794) Vincent Bobbitt born 1792
1 male 45 or over (....-1775) James Bobbitt born 1768
John did not leave home until he was 32 years of age. He was listed with the family in Grayson County in the 1830 census.
John had personal problems which among other reasons led his father to ignore the fact that John was his eldest son when he wrote his will. John was mentioned but left only five dollars, no land, or any responsibility for the family.
John left home in 1832, stopping in Pulaski County Kentucky and then on to Lincoln County Kentucky. In Lincoln County he met a widow by the name of Patsy Hays. She was the widow of Samuel Hays and had two children by him. Her maiden name was Martha Patrica Stigall, and she was the daughter of Nicholas Stigall. She was born at Stigalls Ferry in Pulaski County Kentucky. Samuel Hays married Patsy Stigall in 1823 in Pulaski County.