| Pleasant Valley Free Library | Information | $50,800 | $51,268 | 9 | N/A |  AI Deep Dive |
| The Sage Largesse Endeavor | Finance and Insurance | $50,000 | $20,991 | 1 | <$5M | AI Deep Dive |
| Valley Scale INC | Manufacturing | $47,100 | $47,601 | 5 | <$5M | AI Deep Dive |
| Self Made LLC | Construction | $45,100 | $45,350 | 5 | <$5M | AI Deep Dive |
| O.m.s. Enterprises, Inc. | Construction | $45,100 | $45,513 | 4 | <$5M | AI Deep Dive |
| Pleasant Valley Chemists, Inc. | Retail Trade | $44,400 | $44,837 | 3 | <$5M | AI Deep Dive |
| Narayan Food INC | Accommodation and Food Services | $43,680 | $43,947 | 7 | <$5M | AI Deep Dive |
| Peterbuilt Electric INC | Construction | $42,505 | $42,896 | 6 | <$5M | AI Deep Dive |
| Precision Drum Company INC | Retail Trade | $42,000 | $39,162 | 3 | <$5M | AI Deep Dive |
| Steven Browne | Construction | $41,600 | $20,982 | 2 | <$5M | AI Deep Dive |
| Adriatic Advisors | Professional, Scientific, and Technical Services | $41,470 | $3,286 | 3 | <$5M | AI Deep Dive |
| The Barn Thrift Shop | Retail Trade | $40,900 | $41,364 | 12 | N/A | AI Deep Dive |
| The Barn Thrift Shop | Retail Trade | $40,900 | $41,104 | 7 | N/A | AI Deep Dive |
| St. Stanislaus Kostka Church | Other Services (except Public Administration) | $40,700 | $41,011 | 4 | N/A | AI Deep Dive |
| St Stanislaus Church | Other Services (except Public Administration) | $40,700 | $41,099 | 6 | N/A | AI Deep Dive |
| Turfmatters LLC | Administrative and Support and Waste Management | $40,000 | $40,286 | 1 | <$5M | AI Deep Dive |
| Robert Buyakowski | Real Estate and Rental and Leasing | $37,600 | $38,083 | 1 | <$5M | AI Deep Dive |
| Storey Electric INC | Construction | $35,772 | $35,977 | 3 | <$5M | AI Deep Dive |
| Roonies INC | Unknown | $35,587 | $35,944 | 12 | N/A | AI Deep Dive |
| Peterbuilt Electric INC | Construction | $35,290 | $35,713 | 4 | <$5M | AI Deep Dive |
| Chefalo Contracting LLC | Real Estate and Rental and Leasing | $34,760 | $35,202 | 7 | <$5M | AI Deep Dive |
| Rebuilding Together Dutchess County INC | Health Care and Social Assistance | $33,467 | $33,752 | 4 | <$5M | AI Deep Dive |
| Simmons Fabricating Service, Inc. | Manufacturing | $32,330 | $32,527 | 3 | <$5M | AI Deep Dive |
| Jay's Pizza Cafe | Accommodation and Food Services | $32,000 | $32,320 | 12 | <$5M | AI Deep Dive |
| Kraemer's Kitchen Factory, LLC | Manufacturing | $31,830 | $32,148 | 3 | <$5M | AI Deep Dive |