| Knickerbocker Advisors Inc. | Finance and Insurance | $46,642 | $46,896 | 2 | <$5M | AI Deep Dive |
| Dutchess Views Farm INC | Agriculture, Forestry, Fishing and Hunting | $46,088 | $46,822 | 6 | <$5M | AI Deep Dive |
| Dutchess Views Farm INC | Agriculture, Forestry, Fishing and Hunting | $44,875 | $45,353 | 6 | <$5M | AI Deep Dive |
| The Pine Plains Baking Company Inc. | Accommodation and Food Services | $44,450 | $44,746 | 5 | <$5M | AI Deep Dive |
| Pine Plains Auto Body INC | Wholesale Trade | $43,000 | $43,214 | 5 | <$5M | AI Deep Dive |
| Bread and Butter Works | Accommodation and Food Services | $42,060 | $42,406 | 8 | <$5M | AI Deep Dive |
| Bayland Inc. | Professional, Scientific, and Technical Services | $41,197 | $41,690 | 6 | <$5M | AI Deep Dive |
| Factory Lane Auto Repair, Inc. | Other Services (except Public Administration) | $40,969 | $41,429 | 5 | <$5M | AI Deep Dive |
| Pine Plains Memorial Hall, Inc. | Other Services (except Public Administration) | $40,000 | $40,265 | 3 | N/A | AI Deep Dive |
| Pine Plains Memorial Hall Inc. | Arts, Entertainment, and Recreation | $40,000 | $40,331 | 3 | N/A | AI Deep Dive |
| House Plumbing and Heating. LLC | Construction | $40,000 | $40,232 | 4 | <$5M | AI Deep Dive |
| Herman's Lawn Care, Inc. | Administrative and Support and Waste Management | $39,425 | $40,247 | 6 | <$5M | AI Deep Dive |
| The Amazing Real Live Food Company LLC | Manufacturing | $38,783 | $39,120 | 4 | <$5M | AI Deep Dive |
| Schapria's Coffee & Tea Company INC | Wholesale Trade | $36,853 | $37,171 | 6 | <$5M | AI Deep Dive |
| Peck & Peck Funeral Homes, Inc. | Other Services (except Public Administration) | $36,000 | $34,991 | 3 | <$5M | AI Deep Dive |
| Wheels of Time Inc. | Other Services (except Public Administration) | $35,535 | $36,051 | 5 | <$5M | AI Deep Dive |
| Peck & Peck Funeral Homes Inc. | Other Services (except Public Administration) | $34,600 | $34,805 | 3 | <$5M | AI Deep Dive |
| Wheels of Time, Inc. | Other Services (except Public Administration) | $32,800 | $33,000 | 4 | <$5M | AI Deep Dive |
| Schapiras Coffee & Tea Co | Manufacturing | $32,395 | $32,662 | 6 | <$5M | AI Deep Dive |
| Pine Plains Dental Group | Health Care and Social Assistance | $30,950 | $31,477 | 4 | <$5M | AI Deep Dive |
| Clayton Veterinarian Services | Professional, Scientific, and Technical Services | $30,852 | $31,023 | 3 | <$5M | AI Deep Dive |
| The Amazing Real Live Food Company | Manufacturing | $28,420 | $28,651 | 4 | <$5M | AI Deep Dive |
| NY Worker Bees Inc. | Construction | $26,200 | $0 | 6 | <$5M | AI Deep Dive |
| Tcp Artforms LLC | Retail Trade | $26,022 | $26,275 | 4 | <$5M | AI Deep Dive |
| Abra Media, INC | Manufacturing | $21,500 | $21,614 | 2 | <$5M | AI Deep Dive |