On February 29, 1813, Drury sold two slaves to Xanthus Snow in order to pay his taxes and debts. John Bobbitt son of Drury was in debt and had to make arrangements to mortgage his property. Two of the recorded deeds tell the story.
October 20, 1814, Warren County, Book 19, page 9.
Drury Bobbitt Senior, sold to John Bobbitt for $ 2,500.00 paid, or secured to be paid, for 575 acres of land on the south side of Ben's Creek, joining the lands of Blake Baker, David Newell, Lewis Harris of Southampton County Virginia.
John Bobbitt of Warren County, to James Harris of Halifax County. In consideration of 1,220.67 pounds and 10 shillings, for indebtedness to Richard Jones of Halifax County. Mortgage of land where the said, John Bobbitt, Drury Bobbitt Senior, and Drury Bobbitt Junior, now live, on the south side of Ben's Creek, containing 579 acres. In trust to James Harris to be paid in three months, surplus of money to be paid to John Bobbitt.
There was a foreclosure and the Drury Bobbitt lands went to James Harris. These are the last records of the Drury Bobbitt family in Warren County. The family was listed in the 1814 tax lists. In 1815 Drury Bobbitt Senior and his son John Bobbitt moved with their families to Moore County.
On May 16, 1815, recorded in Halifax County, Book 23, page 215:
Drury Bobbitt Senior of Warren County, to Sheerwood Bobbitt of Halifax County, 100 acres of land adjoining the mouth of Lick Branch, the road, and former lands of Moseley on Ben's Creek.
Witnesses: William Bobbitt, John Bobbitt
No money was mentioned in this deed, and it seems as if Drury Bobbitt is here giving the last of his land in Warren County to his eldest son, Sheerwood Bobbitt.