| Ronnybrook Farm Dairy, Inc. | Agriculture, Forestry, Fishing and Hunting | $339,226 | $342,190 | 39 | $6.4M |  AI Deep Dive |
| Mashomack Fish & Game Preserve Club Inc. | Agriculture, Forestry, Fishing and Hunting | $288,620 | $292,068 | 70 | $6.6M | AI Deep Dive |
| Hudson Co LLC | Manufacturing | $281,120 | $283,492 | 21 | $20.8M | AI Deep Dive |
| Hammertown Barn INC | Retail Trade | $273,661 | $276,060 | 26 | <$5M | AI Deep Dive |
| Hammertown Barn Inc. | Retail Trade | $214,220 | $215,992 | 18 | <$5M | AI Deep Dive |
| Berlinghoff Contracting INC | Construction | $212,463 | $214,361 | 14 | <$5M | AI Deep Dive |
| Lo-Nan Farms, LLC | Agriculture, Forestry, Fishing and Hunting | $208,097 | $210,486 | 18 | <$5M | AI Deep Dive |
| Hudson Co, LLC | Wholesale Trade | $199,970 | $202,137 | 31 | $9.5M | AI Deep Dive |
| Dr. Frank M. Volz, Jr. & Associates | Health Care and Social Assistance | $194,400 | $195,923 | 30 | $8.1M | AI Deep Dive |
| Berlinghoff Contracting Inc. | Construction | $187,811 | $190,373 | 14 | <$5M | AI Deep Dive |
| Pine Plains Veterinary Associates, P.c. | Professional, Scientific, and Technical Services | $115,750 | $116,730 | 14 | <$5M | AI Deep Dive |
| Venezus Corp. D/b/a for the Record | Unknown | $96,000 | $96,648 | 3 | N/A | AI Deep Dive |
| Venezus Corp | Professional, Scientific, and Technical Services | $96,000 | $96,349 | 3 | <$5M | AI Deep Dive |
| Calabrun, LLC | Accommodation and Food Services | $80,242 | $81,607 | 16 | <$5M | AI Deep Dive |
| Aredien Corp | Wholesale Trade | $79,987 | $80,965 | 4 | <$5M | AI Deep Dive |
| Pine Plains Pharmacy. Inc. | Retail Trade | $78,385 | $79,762 | 7 | <$5M | AI Deep Dive |
| Coach Farm Enterprises Inc. | Manufacturing | $76,800 | $0 | 4 | <$5M | AI Deep Dive |
| US Lumber Company | Manufacturing | $66,022 | $66,501 | 211 | $209.3M | AI Deep Dive |
| US Lumber Corp | Manufacturing | $66,000 | $66,410 | 10 | $9.9M | AI Deep Dive |
| Bentley Veterinary Practice, Pllc | Professional, Scientific, and Technical Services | $58,907 | $59,235 | 6 | <$5M | AI Deep Dive |
| Aredien Corporation | Unknown | $57,743 | $58,261 | 4 | N/A | AI Deep Dive |
| Chaseholm Farm LLC | Agriculture, Forestry, Fishing and Hunting | $55,865 | $56,199 | 4 | <$5M | AI Deep Dive |
| Lia Italian Restaurant Inc. | Accommodation and Food Services | $54,992 | $55,509 | 15 | <$5M | AI Deep Dive |
| House Plumbing and Heating LLC | Construction | $49,712 | $50,141 | 5 | <$5M | AI Deep Dive |
| Liberta Bros INC | Construction | $49,000 | $49,537 | 6 | <$5M | AI Deep Dive |