Pyburn Timeline- Maryland to VA to NC

So I have been giving it some thought. I know we share DNA with several of the Choate line and the Lewis Pyburn line. And I know that I don't think most of the Choate's have the Pyburn part right at all.

I believe Jacob Pyburn Jr married Nancy Choate. Nancy was probably a daughter of Richard Choate as Jacob bought items at his estate, but Richard was not the only one of that age in the area. There was Christopher and Sabert as well. Now, I know everyone has Nancy Pyburn marrying a Christopher Choate that is the son of her sister, but in my tree, and with the census, I believe she was a sister to Naomi Pyburn.

So here is a timeline. In red are all my ideas on who this is.

We start with William and Mary who had three sons, John, Richard and Edward. I don't really know that the Jacob I have is John's son or Richard's son, but once we go with Jacob Sr, I am pretty sure that's right.

For now, and with the ages, I am thinking my Jacob Pyburn is a son of John Pyburn Jr. with two brothers, John who was hung for stealing a horse in NC, and James who stole a slave with John Lawrence in Georgia. The same John Lawrence arrived in Tensaw and swore fealty on the same day as my Jacob. I am beginning to think maybe he was a maternal cousin. The Jacob who whose children married the Choates, and the Benjamin the father of Lewis are all DNA links to my family.

Timeline

Maryland
Marriage Mary Piborn Dec 10, 1704 to Joseph Jones
Marriage Richard Piborn Nov 11 1718 to Sarah Morrice
Baptisms
William and Mary Piborne
Richard Piborne 13 Dec 1686
John Piborne 5 Aug 1686
John and Sarah
No dates
John
Rachel
Susanna
Richard and Sarah
Mary Nov 4 1716 (first wife, she died 1717, also named Sarah)
Jacob May 1 1722
Sarah Nov 17, 1724

Ed Pybourn and Mary (Edward would be born before 1705)
Mary July 12 1727
Thomas April 12 1729

1747 Will of John Sr
Liber 25, folio 168 23 Sept. 1747 PIBORN, JOHN, Sr., Prince George's Co. Extrs: sons Jacob Piborn & Benjamin Piborn. To son John Piborn, my roan mare Blaze.To son Benjamin Piborn, my 2 plough horsees, a bed, my gray mare, & the orphan boy Charles Hyatt till he is 21.  To son Jacob Piborn, bay horse Punch, called Benjamin .To dau. Ruth Piborn, either the colt that belongs to the gray mare or the roan called Benjamins mare & a cow & calf &am a bed. To dau. Mary Piborn, a bed  a cow & calf. To daus. Rachel Calvin & Sarah Prather, 1 sh. each. What is left to daus. Mary & Ruth to be held by their bros. Jacob & Benjamin till they are married. Witn: Benjamin Chitty, Charles O Neal, Geo. Nichols. 25 Nov. 1747, sworn to by Chitty & Neal

1750's John Pyburn Constable in Bedford
This is John Pyburn, Jr. son of John Pyburn 

1757 Joshua Pyburn, lease in Loudon
No idea who he belongs to, Edward or Richard. We have a will from John so we know its not his son. Maybe the father of the later Richard Pyburn. Given his age, he was born no later than 1736, he could be a son of Edward or a grandson of Richard through his son Jacob.

1758 John Pyburn militia in Bedford
This is John Pyburn Jr, son of John Pyburn
1765 John Pyburn caught in NC accused of Murders and atrocities (hung)
Tentative John Pyburn III, son of John Jr.
1769 Jacob Pyburn land Bedford
* Tentative this is son of John Pyburn Sr. , but it could be Jacob the son of Richard. This Jacob is the father of Jacob Pyburn who married Nancy Choate and Sarah Pyburn who married Charles Eades.
1773 Thomas Pyburn in Bedford
This should be the son of Edward Pyburn
1775 Benjamin Pyburn land in Washington Co, TN
This is the son of John Pyburn Sr.
1777 Elias, Lewis, Benjamin Jr and Benjamin Sr Pyburn on list of expenses for Am rev War
I believe that Benjamin Jr, Lewis and Elias are all sons of Benjamin Sr., it is possible that at least one of them are a nephew from either brother John or Jacob.
1777 Payroll James Knox Co, 8th VA Reg Benj Pyburn deserted May 20 1776
Due to the age, I suspect this is Benjamin Jr.
1778 Washington Co Benj Pyburn stole a horse from John Steel (he escaped the gaol)
This should be Benjamin Jr.
1779 Watauga TN Benj Pyburn sold 480 acres to George Webb
This should be Benjamin Sr.

1779 Jacob Pyburn and his wife Nancy sell land in Bedford
This would be Jacob Pyburn III, and father to Naomi and Nancy Pyburn who marry their cousins Austin and Christopher Choate. Moves to Burke County, NC
1780 Lewis and Richard sign a petition in Kentucky
I think these are descendants of Richard Pyburn, though it may be the same Lewis of TN with a cousin, a grandson of Richard Pyburn.
TN soldiers in AM Rev John and Benjamin Pyburn
This should be John Jr, son of John, and Benjamin Jr, son of Benjamin

1782 Benjamin and Jacob Pyburn militia in NC (Harpers)
Benjamin should be Benjamin Jr., Jacob Pyburn here I believe is my Jacob Pyburn, a son of John Pyburn Jr, and not Jacob Pyburn, Jr., son of Jacob Pyburn Sr. The reason I think this is my Jacob Pyburn is that the brother of Frances Mullis is in same regiment.
1783 Court Record (Dropped Stitches in Tennessee History)
Lewis and Elias Pyburn hiding from law. Appeal for right to post bond and return home.
Case against Elias Pyburn was for horse stealing.
This should be Lewis and Elias, sons of Benjamin Pyburn Sr.
Prior to 1784, James Pyburn named as a person stole a slave with John Lawrence in what is now Bulloch, Georgia. (Spanish Archives)
I believe that James Pyburn is a brother to my Jacob Pyburn and both are sons of John Pyburn Jr. I also believe they had an older brother John Pyburn who was hung for stealing a horse. I think that John Lawrence may be a maternal cousin, as he signs an oath in Tensaw the same day as Jacob Pyburn.
Dec 1784 Jacob Pyburn signs oath to Spanish King, Tensaw (along with John Lawrence)
1785 Jacob Pyburn Tensaw (four minor children)
1786 Jacob Pyburn Tensaw
1787 Frances Paiban Tensaw
1789 Frances Paiban Tensaw
This is my Jacob Pyburn and his wife Frances Mullis, whose family lived near Chatham County, NC. Jacob died between January 1786 and January 1787

Another entry 1790, Elias Pyburn punishment was to have his ears nailed to a board, cut off and then be branded with an H and T on both cheeks.
Same Elias Pyburn as before, son of Benjamin Sr.
1790 Richard Pyburn in SC
Not sure how/who Richard is, is he a grandson of Richard Pyburn?
1790 Benjamin Pyburn in SC
This should be Benjamin Pyburn Jr.
1790 Jacob Pyburn in NC
This is Jacob Pyburn, married to a Choate who is father of Naomi and Nancy Pyburn married to Austin and Christopher Choate.
1791 Elias Pyburn listed on Conways Regiment US Levies
Same Elias as before
1797 Jacob Pyburn listed in Tensaw age 20, wife 18
This is my Jacob Jr., son of Jacob Pyburn and Frances Mullis.
1797 Petition signed by Jacob Pyburn and Webbs (knox), records found for these folks in Buncombe and Washington and White co TN during this time.
April 1, 1799 Jacob Pyburn signs petition in TN (presumed Knox county) However this is also signed by Christopher and Austin Choate Jr who we know are in NC with a Jacob Pyburn. Edward Uborn is probably Edward Pyburn who also signed petition. Found a second petition dealing with Knox for this year signed by Jacob and Ned Pyburn
This is Jacob Pyburn III, son of Jacob Pyburn Jr. who married Mary Webb. Edward Pyburn (Ned) is I believe his nephew, and a son of an unknown named son of Jacob Pyburn Jr.
1800 Lewis and Richard in Kentucky
1800 Jacob and Christopher in NC
Christopher Pyburn here is a son of Jacob Pyburn Jr (also in this census) and his wife Nancy.

1805 Am State papers lists Frances Steel and Benjamin Pyburn (alabama claims)

1810 Christopher Pyburn in NC
1810 Sarah Pyburn in NC
1810 Richard Pyburn in KY
1810 Edwin (Edward?) Pyburn in NC
1810 Frances Steel formerly Pyburn, Baldwin Co, AL, 1 male over 21 1 male under in home
1812 Christopher Pyburn tax list of Warren County, TN
Lewis Pyburn Sr 1812, Baton Rouge land claim
James Pyburn Baton Rouge land claim 1818
Robert Pyburn 1812 Baton Rouge Land claim

War of 1812
Lewis Pyburn in LA
Jacob Pyburn in MS

1816 Jacob Pyburn executor of Merry Webb's estate, mentions dtr Mary Pyburn in Marion Co TN

1820 Baldwin County, Al (state census) Jacob Pyburn
1820 Christopher Pyburn TN
1820 Sarah Pyburn TN
1820 William Pyburn TN
1820 Enos Pyburn LA
1820 Richard Pyburn in KY
1822 Jacob Pyburn mentioned as early settler of Hardin County, TN
1825 Christopher Pyburn land in Harden County, TN
1830 Christopher Pyburn land in Wayne County, TN