I hate to say this but, I do not believe any John South was a General with Daniel Boone in 1775, in Kentucky at Boonesborough or on the Wilderness Road project.
I find nothing in Kentucky documentation or in any history about early Kentucky,about a General John South, when Daniel Boone came into the wilderness, of what has became Kentucky. Nothing at all mentions any General South or Brig General South that was with Daniel Boone, when Boone was hired by the Transylvania Co in North Carolina and he came with about 40 men as all the accounts I saw. They also came along to protect the workers.The account said Boonesborough was built April 1775.
The Militia records only show John South Jr and John South Sr and Thomas South and his son John South the younger. John South Sr are brothers as they are about the same age.
I have John South Sr born 1730 and John South Jr 1748 (I might be a little wrong on dates as I am doing this from memory and not my notes) This was March of 1775 when Boone came on his third misson into Kentucky and they were all part of the work force to clear the Wilderness Road that allowed other settlers to come in to Kentucky. The Souths also were there to help protect the other workers that came to clear the Wilderness Road. It was sort of an Indian Path improvement, and was one of the very first cleared roads to go through to the west side of the mountains.
This party of 40 men came with Danial Boone and helped open the wilderness. I'm sorry but I find nothing about any General John South in Kentucky at that time period,(between 1775 to 1790) The John South that married Elizabeth Hoy living in Fayette Co, Kentucky later had moved up from Lt to Capt, Major,Lt Col to General and became a rep to the Kentucky Legislature(thats what the Fayette Co records show). I think about the year 1808, because this John South is recorded to be dead about 1819 in his will. The John South Sr living in Madison Co 1788 tax records Bourbon Co 1800 died 1804. This will probated 1809 and the executorof that will was John South, his son. One of the sons listed as an Heir on Old John Souths will of Madison County was his son John South and was alive according to the will at probate. John South Sr never had a title higher than maybe Lieutenant at best. Again if he did I never found any record or records that proved that.
If you look in the Lincoln Co, Virginia court records and or the court order books, all three John Souths are mentioned in the same record as John South SR, John South JR and John South the younger in the spring of 1781. These records are at the first Court in January 1781 and on to Jan 1782.These court records went from 1781 to 1791.
The Lieutenant John South that was commissioned first to Lt John South by the Jan 16 1781 Court at Harrodsburg was the gallant Lieutenant that died with Capt James Estill in Estills Defeat in March of 1782, because after he was killed, the other John South was still living, as Ensign John South and this John South was commissioned to Lieutenant John South in June 1782, three months after Lieutenant John South, who died at Estills defeat, was already dead.
Capt James Estill and His gallant Lieutenant John South came from Harrodsburg, when young Samuel South and Peter Hackett came on horses to fetch help. Capt James Estill and his gallant Lt John South, that was living at Harrodsburg, responded and rode back with the two boys and James Berry and others. Benjamin South and Peter were about 13yrs or 14 yrs at this time and they rode to the battle with the militia and that's history.
I do think there is a bit of confusion on these three John Souths.The reason these men were at the court, located at Harrodsburg, at that time, and was the new County seat of the new Lincoln Co of Virginia. Kentucky did not exist yet and thats why the early land claims are recorded in Virginia.
One of the younger of the two John South men was living with his family at Harrodsburg.(His children were raised by Anthony Sandusky and John Souths widow, Rebecca South at Sandusky Station at Pleasant Run in now Washington Co Kentucky.)This Lt John South was the Lieutenant in Capt Estill Company, stationed at Harrodsburg, which is where the courthouse is located at Harrodsburg.
One other young John South Jr and old John South Sr came also. He was called old John South when around his son John South Jr and when they would call for John South, someone said which one. The answer would be old John South or Jr John South. Thats how we get tiles when so many John Souths are in the same place.
For the record books it was a father and son deal and when they were recorded in records together, they were written John South Sr and John South Jr.
John South the younger was called John South the younger in the records when he was near the other two John South men. John South Sr was the uncle of John South the younger and Thomas South was the brother of John Sr and the uncle to John South Jr. All of the John South Sr's boys grew up near the Fort at Boonesborough. I think they lived outside the Fort when the major Indian attacks slowed down after the battle of Blue Licks in Aug 1782.
All of the boys of old John South Sr were William, Weldon, Benjamin, Zedekiah, and the girls too. Old John Souths Sr had some smaller land claims in the 1775 Virginia records, but that land is located right there in Kentucky where they settled. The really large land claims were made about 1785 or after. Going back to the reason the two other John Souths had come to the Lincoln County court at Harrodsburg was to get commissioned as officers in the Virginia Military and Harrodsburg was the official place to come to and recieve their rank at the court.
One of these John Souths was promoted from Ensign John South to Lt John South and One was later promoted to Ensign John South not that same day but in the same month. So we know they were separate John Souths. The John South that was living in June 1782 was promoted that month from Ensign John South to Lt John south and the John South that married Elizabeth Hoy married Lt John South in 1784 William Hoy was the father of Elizabeth Hoy and he operated Hoys Station next to John South Sr in madison Co Kentucky were neighbors. (check William Hoys will in Madison Co)
This is from documentation of records and histoy of Daniel Boone and Lincoln Co Virginia Court records with 25 years or research. I recieved a full copy of Cristine Gee's book in 1982 and have studied that book for years and on the data she had at the time she compiled her book, she made several incorrect statements, not based on documentation but on assummptions and some of these misstatements have been picked up and misquoted and is causing some of the confusion here.
Much of her book is very good documentation, and has also helped me on my path of getting the facts, so lets give her credit for what she left us with. But We can not just over look the new data on this. Without the truth on this project the road is blocked and until the path is cleared nothing really moves on the South genealogy in Kentucky. Just round and round.
I have researched all over the place, in libraries, Courthouse records. Been to Kentucky, thru courthouses on the sites and these are my findings. I'm always open and if someone has some other real documention to show otherwise, post it or send your messages to firstname.lastname@example.org. Ron Houghtelin