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After the death of Nan Hubbard (d. 1774), James and his partner Cate Hubbard (b. 1747) take care of her two children that remain at Monticello: Armistead (b. 1771) and Natia (b. 1773). The nature of James and Nan’s relationship is currently unclear.
| Date | Type: Subtype | Occupation | Location | Enslaver | Role | Brief Description | Source |
| 1774 | Commercial: Enslaved_inventory | Waterman | Monticello | Plantation roll. Marked as "a titheable person following some other occupation." | Thomas Jefferson’s Farm Book, page 15 | ||
| 1774 | Provisions: Supplies | Monticello | Blanket distribution list. | Thomas Jefferson’s Farm Book, page 19 | |||
| 1774 Jan. 14 | FreedomStatus: Transfer | Waterman | Elk Hill | From John Wayles To Thomas Jefferson | Transferred to TJ during the division of John Wayles's estate. Listed as a tradesman. | Thomas Jefferson’s Farm Book, page 11 | |
| 1783 | Commercial: Enslaved_inventory | Thomas Jefferson’s Farm Book, page 24 | |||||
| 1792 Aug. 17 | Commercial: Enslaved_inventory | Poplar Forest | On plantation roll. | From Bowling Clark | |||
| 1794 Nov. | Commercial: Enslaved_inventory | Bedford County | On "Roll of the negroes Nov. 1794. and where to be settled for the year 1795." | Thomas Jefferson’s Farm Book, page 30 | |||
| 1795 | Provisions: Food | Bread supply list, under "Petit's". | Thomas Jefferson’s Farm Book, page 43 | ||||
| 1796 | Provisions: Food | Bread supply list. Under Mr. Page. | Thomas Jefferson’s Farm Book, page 50 | ||||
| 1797 May | Provisions: Food | Shadwell | Bread supply list. | Thomas Jefferson’s Farm Book, page 52 | |||
| 1798 | Commercial: Enslaved_inventory | Bedford County | Plantation roll. | Thomas Jefferson’s Farm Book, page 57 | |||
| 1805 July | Commercial: Enslaved_inventory | Bedford County | Plantation roll. | Thomas Jefferson’s Farm Book, page 60 | |||
| 1810 | Commercial: Enslaved_inventory | Bedford County | Plantation roll. | Thomas Jefferson’s Farm Book, page 131 | |||
| 1810 Apr. | Commercial: Enslaved_inventory | Bear Creek | Plantation roll. | Thomas Jefferson’s Farm Book, page 129 | |||
| 1819 | Provisions: Supplies | Bear Creek | Distribution list for wool, shirts, blankets, or beds. | Thomas Jefferson’s Farm Book, page 167 | |||
| 1819 | Provisions: Supplies | Poplar Forest | Blanket distribution list. | Thomas Jefferson’s Farm Book, page 168 |