| Livingston Ripley Waterfowl Conservancy, Inc. | Other Services (except Public Administration) | $56,600 | $56,971 | 6 | <$5M |  AI Deep Dive |
| R. Derwin Clothiers Ltd | Retail Trade | $56,535 | $57,263 | 7 | <$5M | AI Deep Dive |
| R Derwin Clothiers Ltd | Retail Trade | $56,500 | $56,909 | 15 | $5.0M | AI Deep Dive |
| Litchfield Community Center Inc. | Other Services (except Public Administration) | $56,000 | $56,474 | 4 | N/A | AI Deep Dive |
| Dakota Group Inc. | Professional, Scientific, and Technical Services | $54,625 | $55,197 | 3 | <$5M | AI Deep Dive |
| Dakota Group, Inc. | Professional, Scientific, and Technical Services | $54,625 | $55,110 | 4 | <$5M | AI Deep Dive |
| Russell Electric INC | Construction | $52,832 | $52,971 | 4 | <$5M | AI Deep Dive |
| Russell Electric Inc. | Construction | $52,800 | $53,133 | 3 | <$5M | AI Deep Dive |
| Contracing by Mp Fenn LLC | Construction | $52,200 | $52,635 | 3 | <$5M | AI Deep Dive |
| Stedronsky & Meter LLC | Professional, Scientific, and Technical Services | $51,963 | $52,340 | 3 | <$5M | AI Deep Dive |
| Stedronsky & Meter LLC | Professional, Scientific, and Technical Services | $51,900 | $52,365 | 3 | <$5M | AI Deep Dive |
| Contracting by Mp Fenn LLC | Construction | $51,000 | $51,193 | 3 | <$5M | AI Deep Dive |
| Litchfield Community Center Inc. | Other Services (except Public Administration) | $50,200 | $50,557 | 4 | N/A | AI Deep Dive |
| Difrancos Restaurantllc | Accommodation and Food Services | $50,032 | $50,188 | 11 | <$5M | AI Deep Dive |
| S Keneston and Associates INC | Finance and Insurance | $49,540 | $50,053 | 4 | <$5M | AI Deep Dive |
| F North Clark Insurance Agency, INC | Finance and Insurance | $49,539 | $50,044 | 5 | <$5M | AI Deep Dive |
| Litchfield Partners Group Ltd | Finance and Insurance | $49,335 | $49,591 | 5 | <$5M | AI Deep Dive |
| Litchfield Partners Group Ltd | Finance and Insurance | $49,335 | $49,583 | 5 | <$5M | AI Deep Dive |
| Village Grounds Maintenance | Administrative and Support and Waste Management | $48,885 | $49,311 | 9 | <$5M | AI Deep Dive |
| Difrancos Restaurant LLC | Accommodation and Food Services | $47,579 | $47,978 | 8 | <$5M | AI Deep Dive |
| Whittle Run LLC | Accommodation and Food Services | $46,300 | $46,692 | 15 | <$5M | AI Deep Dive |
| Frederick Korn | Other Services (except Public Administration) | $46,155 | $46,711 | 11 | <$5M | AI Deep Dive |
| Cairn Group LLC | Retail Trade | $45,000 | $45,414 | 6 | <$5M | AI Deep Dive |
| Litchfield Hills Nursery, INC | Retail Trade | $44,842 | $45,495 | 5 | <$5M | AI Deep Dive |
| Hardscrabble LLC | Unknown | $44,165 | $44,595 | 4 | N/A | AI Deep Dive |