Ralph, you asked if there were any Bailey's connected to Blackshears and I thought I'd let you know there was.While this post is old and you may already have the info, I decided to post so others, in the future, would have the info.
Alexander A Blackshear & Agnes Bonen Stout had a daughter named Eleanor who married an Abraham Bailey.
Elinor Blackshear Bailey was the sister to Elisha Stout Blackshear.Elisha's son, Jacob Blackshear was the father of Silas Malone Blackshear that is being referenced in this post.
A number of Alexander's sons/grandsons (most notably Brig Gen David Blackshear) went to GA, primarily in the early years, in Twiggs Co, then spread out into other counties before many migrated to other states.
The Blacksheariana shows that in 1764,there was a deed from Abraham Bailey of Onslow Co., 100 acres by estimation on south side of Tuckaho for 30 Pounds Proclamation money 6 Jan. 1764 to Elisha Stout BlackshearCit. Register of Deeds Craven Co. Book 11 p. 318.
Craven NC 1774 – Last will and testament of Abraham Bailey dec’d 20 March 1774 / September 1774 (Craven NC Sept 1774) proved by oath of John Bush, James Blackshear, executors therein named qualified and returned inventory of said estate. All estate, real and personal, to be sold and loaned to my wife Eleanor during her widowhood until any some one of my children shall arrive to the age of twenty-one years, then one-half of the money goes to my wife Eleanor BAILEY. The other half to be equally divided amongst all my children, the first having his share when it comes of age and so likewise to the last. Executors: Friends James Blackshear and Elisha Blackshear. Wit: John Bush, Elisha Blackshear, Abraham Blackshear.
1778, April 14, Richard Reynolds paid 20 pds to William & Priscilla Gilbert for land S. side of Trent R. at Beaver Creek adj. lands of Samuel Johnston, Abraham Bailey and is part of 100a deeded to William Gilbert dec’d by Frederick Isler dec’d excepting that already sold to Abraham Bailey and this leaves 64a in this piece. Wit. John Mesa, John Gil Gilbert.
1785 June 1, Eleanor Bailey to James Bailey for 100 pds 50a on N. side of Trent River at Beaver Dam, witnesses Abraham Bailey, Philip McQuilling.
1793, Dec 18, Eleanor Bailey to her son William Tippitt for 24pds all goods chattels left me by my father and mother Alexander Blackshear and Agnus Blackshear, dec’d, after death my mother as per the will of my father, wit. Jessee Pollock, Elizabeth Canada (or Canady?)
From The Blacksheariana: Eleanor Blackshear, b. in N. C., dau. of Agnes and Alexander Blackshear. Married a Mr. Bailey who died prior to 1785. Cit. Raines Vol. S, Foreword. Wills of Alexander and Agnes Blackshear. NOTE:Abraham Bailey's will, naming Eleanor as his wife, was dated in 1774.
An Isaac Blackshear married a Benita Bailey, according to The Blacksheariana book.He too was in Twiggs Co, GA early on as he was also listed on the 1818 Twiggs Co, GA tax list