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| Date | Type: Subtype | Occupation | Location | Enslaver | Role | Brief Description | Source |
| 1794 Nov. | Labor: Agricultural | Overseer | Monticello | Arrived at Monticello Nov. 1794 and began overseeing ploughing of land. | Thomas Jefferson’s Farm Book, page 45 | ||
| 1795 | Labor: Agricultural | Overseer | Monticello | On list of "Overseers & Stewards employed." | Thomas Jefferson’s Farm Book, page 29 | ||
| 1795 | Provisions: Food | Overseer | Overseer of 48 enslaved people on bread supply list. | Thomas Jefferson’s Farm Book, page 43 | |||
| 1795 | Provisions: Food | Overseer | Monticello | Overseer of 47 people on corn distribution list. | Thomas Jefferson’s Farm Book, page 44 | ||
| 1795 Jan. | Labor: Agricultural | Overseer | Cut down and grubbed farmland. | Thomas Jefferson’s Farm Book, page 45 | |||
| 1795 Mar. 19 | Labor: Agricultural | Overseer | Oversaw the ploughing of 113 acres. | Thomas Jefferson’s Farm Book, page 45 | |||
| 1796 | Labor: Agricultural | Overseer | Monticello | On list of "Overseers & Stewards employed." | Thomas Jefferson’s Farm Book, page 29 | ||
| 1796 | Provisions: Food | Bread supply list. Overseer of 52 people. | Thomas Jefferson’s Farm Book, page 50 | ||||
| 1796 Jan. 01 | Labor: Agricultural | Overseer | Monticello | Oversaw the ploughing of Knob field and Franklin's, 56 acres total. | Thomas Jefferson’s Farm Book, page 54 |