Hello Beth,
I do not dabble in this much anymore, but I might add some info to help you. If you look at message 17, and 18, October 3, 2012, you will find the story of this family with some documentation, including the exact wording on the SAR pension application.
If you read about this family in The Magoffin Historical Society book on the Montgomery family you will find the same story that is at the beginning of this webpage. Draper manuscripts are a primary source of documentation for this period. The University of Kentucky has a copy.
Probably the best documentation are depositions and history of the movement of Alexander and sons with other known historical figures like the Walkers, Porters, Snoddy through Virginia forts to Kentucky.
If you are looking for documentation to join the Society of Boonesborough, you can join through John Montgomery #1523
If you are looking for documentation to join the Sons of the American Revolution you might join through John Montgomery #182692.
If you are interested in documenting this family prior to 1792 you can join the First Families of Kentucky #299.
A William Montgomery, descendant of 4 barons of the Magna Charta, qualifies one for membership in the National Society of the Dames and Barons of the Magna Charta. However , his YDNA Haplogroup is R-M269 and the YDNA haplogroup of Alexander Montgomery of Orange County, North Carolina is I-M253. So Alexander of Orange County, North Carolina is not related to the William Montgomery, descendant of 4 barons of the Magna Charta.
I hope this helps a little. And that Mike Shuman chimes in.
Kay