Randolph was not of legal age when his father, James, died. He inherited no land from his father, and according to his descendants, did not receive the money his elder brothers should have paid him when he attained legal age.34

Randolph's "oath of allegiance" to the newly formed United States government, taken in 1777 and recorded in a muster roll book on page 275 -- list of William Witcher [Randolph is 23rd name on the list].

March 1781: Pittsylvania Court Order Book 4, page 359:
Randolph Bobbitt, producing a commission appointing him as Ensign in the Militia of this county, took the oath as prescribed by law...

May 1782: Pittsylvania Court Order Book E, page 400:
Randolph Bobbitt is appointed First Lieutenant to Captain (Robert) Dalton's Company of the Militia.

March 1800: Pittsylvania County, Survey Book 2, page 18:
Surveyed by J Stone, 86 acres of land for Randolph Bobbitt beginning at David Ross's corner on Cedar Creek. (In 1804 part of this land was sold to Joseph Towler)

August 25, 1815: Pittsylvania County, Surveys, page 72:
Survey for Randolph Bobbitt of 48 acres of land, south side of Pigg River and Frying Pan Creek (This is the land that was the original site of the plantation of James and Elizabeth [Dalton] Bobbitt)

April 9, 1824: Pittsylvania County, Deed Book 26, page 237-238:
Randolph Bobbitt and Fanny, his wife, of the county of Pittsylvania, and Lewis Bennett of the same county, for fifty dollars, sold to Lewis Bennett, 48 acres of land on the south side of the Pigg River, beginning at Ross's corner ...
Witnesses: Henry Jacobs, John Sockly, Thos. Thompson

Randolph lived his entire life in what is now Pittsylvania Co. When he died, he lived on land that originally belonged to his father on the south side of the Pigg River near Frying Pan Creek.34