| On Time Staffing | Administrative and Support and Waste Management | $1,013,190 | $1,019,186 | 206 | $32.4M |  AI Deep Dive |
| Southampton Academy | Educational Services | $516,900 | $522,027 | 64 | N/A | AI Deep Dive |
| Southampton Academy | Educational Services | $516,900 | $519,081 | 69 | N/A | AI Deep Dive |
| Burgess Trucking Co. Inc. | Transportation and Warehousing | $404,524 | $410,165 | 42 | $8.5M | AI Deep Dive |
| Burgess Trucking Co., INC | Professional, Scientific, and Technical Services | $404,200 | $410,102 | 51 | $5.3M | AI Deep Dive |
| Randall Page, PC | Professional, Scientific, and Technical Services | $229,800 | $231,460 | 18 | <$5M | AI Deep Dive |
| Belmont Peanuts of Southampton Inc. | Manufacturing | $227,128 | $228,074 | 45 | $15.9M | AI Deep Dive |
| Jerry D. Rose, INC | Agriculture, Forestry, Fishing and Hunting | $227,100 | $228,929 | 19 | <$5M | AI Deep Dive |
| The Peanut Patch INC | Retail Trade | $220,400 | $221,771 | 27 | <$5M | AI Deep Dive |
| Chip Transit, Inc. | Transportation and Warehousing | $183,900 | $185,613 | 18 | <$5M | AI Deep Dive |
| Southeast Fiber Supply, INC | Agriculture, Forestry, Fishing and Hunting | $150,200 | $151,566 | 9 | <$5M | AI Deep Dive |
| Southampton Cutting Industry | Other Services (except Public Administration) | $138,600 | $140,036 | 23 | <$5M | AI Deep Dive |
| Rawlings Mechanical Corporation | Construction | $128,800 | $130,462 | 12 | <$5M | AI Deep Dive |
| Rawlings Mechanical Corporation | Construction | $128,800 | $130,250 | 13 | <$5M | AI Deep Dive |
| C.w. Moore and Sons, LLC | Agriculture, Forestry, Fishing and Hunting | $105,600 | $106,316 | 9 | <$5M | AI Deep Dive |
| C.w. Moore and Sons, LLC | Agriculture, Forestry, Fishing and Hunting | $95,000 | $95,443 | 10 | <$5M | AI Deep Dive |
| Gray and Sons Construction, Inc. | Construction | $91,555 | $92,716 | 14 | <$5M | AI Deep Dive |
| Davis Logging of Virginia Inc. | Agriculture, Forestry, Fishing and Hunting | $63,700 | $64,024 | 7 | <$5M | AI Deep Dive |
| Davis Logging of Virginia INC | Agriculture, Forestry, Fishing and Hunting | $58,900 | $59,392 | 7 | <$5M | AI Deep Dive |
| Railey and Railey PC | Professional, Scientific, and Technical Services | $51,000 | $51,370 | 5 | <$5M | AI Deep Dive |
| Davis Trucking INC | Transportation and Warehousing | $50,100 | $50,346 | 3 | <$5M | AI Deep Dive |
| Davis Trucking INC | Transportation and Warehousing | $50,100 | $50,519 | 5 | <$5M | AI Deep Dive |
| Davis Farming LLC | Agriculture, Forestry, Fishing and Hunting | $44,800 | $43,722 | 7 | <$5M | AI Deep Dive |
| Kurt Evans | Other Services (except Public Administration) | $41,000 | $3,412 | 2 | <$5M | AI Deep Dive |
| Virginia Peanuts INC | Manufacturing | $40,600 | $40,894 | 6 | <$5M | AI Deep Dive |