| Double Z Electric Co INC | Construction | $58,845 | $59,489 | 7 | <$5M |  AI Deep Dive |
| America's Best Oil INC | Transportation and Warehousing | $57,130 | $57,597 | 6 | <$5M | AI Deep Dive |
| Rob's Quality Car Care LLC | Other Services (except Public Administration) | $56,662 | $57,068 | 5 | <$5M | AI Deep Dive |
| America's Best Oil | Retail Trade | $53,548 | $53,856 | 6 | <$5M | AI Deep Dive |
| Adkins Arboretum, Ltd. | Other Services (except Public Administration) | $52,300 | $52,799 | 8 | N/A | AI Deep Dive |
| Caroline County Humane Society | Health Care and Social Assistance | $52,155 | $52,361 | 14 | N/A | AI Deep Dive |
| Star Trucking, Inc. | Transportation and Warehousing | $51,300 | $51,542 | 7 | <$5M | AI Deep Dive |
| Mid-Atlantic Organic Resource Company, LLC | Wholesale Trade | $48,400 | $48,794 | 6 | <$5M | AI Deep Dive |
| Hutchison Supply and Builders LLC | Retail Trade | $47,300 | $47,901 | 6 | <$5M | AI Deep Dive |
| Underground Construction, Inc. | Construction | $45,000 | $45,503 | 6 | <$5M | AI Deep Dive |
| Scans On Site | Other Services (except Public Administration) | $41,325 | $41,933 | 5 | <$5M | AI Deep Dive |
| Street Utilities LLC | Construction | $39,121 | $39,377 | 8 | <$5M | AI Deep Dive |
| Pierson Comfort Group LLC | Administrative and Support and Waste Management | $37,900 | $38,369 | 5 | <$5M | AI Deep Dive |
| Caroline County Humane Society, Inc. | Other Services (except Public Administration) | $31,342 | $62,045 | 13 | N/A | AI Deep Dive |
| Walls Nurseries LLC | Retail Trade | $28,608 | $28,843 | 5 | <$5M | AI Deep Dive |
| C W Gent Transport INC | Transportation and Warehousing | $28,600 | $28,979 | 3 | <$5M | AI Deep Dive |
| Hunter A. Reid | Administrative and Support and Waste Management | $27,300 | $27,560 | 2 | <$5M | AI Deep Dive |
| Ken Burns Sanitation INC | Administrative and Support and Waste Management | $26,837 | $26,946 | 3 | <$5M | AI Deep Dive |
| Douglas Coldwell | Construction | $26,400 | $26,572 | 1 | <$5M | AI Deep Dive |
| C.w. Gent Transport INC | Construction | $23,500 | $23,594 | 3 | <$5M | AI Deep Dive |
| Alphonso Lee Sorrell Sr | Transportation and Warehousing | $22,904 | $23,032 | 2 | <$5M | AI Deep Dive |
| Chesapeake Conservation Landscaping Council | Educational Services | $22,837 | $23,038 | 2 | N/A | AI Deep Dive |
| Twin Maples Farm, LLC | Agriculture, Forestry, Fishing and Hunting | $22,700 | $22,931 | 11 | <$5M | AI Deep Dive |
| Twin Maples Farm LLC | Agriculture, Forestry, Fishing and Hunting | $22,700 | $22,839 | 6 | <$5M | AI Deep Dive |
| Joel Haggerty | Agriculture, Forestry, Fishing and Hunting | $20,833 | $20,908 | 1 | <$5M | AI Deep Dive |