| Winchendon Family Dental PC | Health Care and Social Assistance | $58,062 | $58,367 | 5 | <$5M |  AI Deep Dive |
| Little Anthonys Seafood Emporium Inc. | Accommodation and Food Services | $57,592 | $57,961 | 24 | <$5M | AI Deep Dive |
| Sutton Homes LLC | Construction | $56,217 | $0 | 5 | <$5M | AI Deep Dive |
| Sutton Homes LLC | Construction | $52,900 | $53,329 | 5 | <$5M | AI Deep Dive |
| Little Anthony's Seafood Emporium, Inc. | Accommodation and Food Services | $52,500 | $52,763 | 32 | $5.7M | AI Deep Dive |
| Nancy Monette | Accommodation and Food Services | $51,544 | $52,006 | 10 | <$5M | AI Deep Dive |
| Tamlin Corp | Accommodation and Food Services | $50,000 | $50,412 | 500 | $88.8M | AI Deep Dive |
| Winchendon Furniture Co. INC | Retail Trade | $46,185 | $46,348 | 10 | <$5M | AI Deep Dive |
| Oppure Oil | Retail Trade | $46,040 | $46,325 | 5 | <$5M | AI Deep Dive |
| Harbour Restaurant | Accommodation and Food Services | $45,400 | $45,694 | 17 | <$5M | AI Deep Dive |
| Aes Sheet Metal LLC | Manufacturing | $44,022 | $44,255 | 3 | <$5M | AI Deep Dive |
| Todd Antoniac | Accommodation and Food Services | $42,000 | $42,488 | 12 | <$5M | AI Deep Dive |
| Tri-City Marine Sales INC | Retail Trade | $40,559 | $40,761 | 4 | <$5M | AI Deep Dive |
| David L Sevigny, Inc. | Manufacturing | $40,451 | $41,017 | 4 | <$5M | AI Deep Dive |
| Cornerstone Church of the Assemblies | Other Services (except Public Administration) | $40,000 | $40,260 | 10 | N/A | AI Deep Dive |
| Brennan Jacoby | Administrative and Support and Waste Management | $38,307 | $38,632 | 3 | <$5M | AI Deep Dive |
| Allied Plumbing and Heating, Inc. | Construction | $37,500 | $37,994 | 5 | <$5M | AI Deep Dive |
| Oppure Oil | Retail Trade | $36,725 | $37,167 | 5 | <$5M | AI Deep Dive |
| Lafortune, Oldach & Glenny | Professional, Scientific, and Technical Services | $33,942 | $47,806 | 5 | <$5M | AI Deep Dive |
| Advanced Electrical Contracting, INC | Construction | $33,586 | $22,103 | 4 | <$5M | AI Deep Dive |
| Advanced Electrical Contracting Inc. | Construction | $32,685 | $32,811 | 4 | <$5M | AI Deep Dive |
| Cornerstone Church of the Assemblies | Other Services (except Public Administration) | $31,680 | $31,920 | 5 | N/A | AI Deep Dive |
| Duplease Electric, Inc. | Construction | $31,495 | $31,752 | 2 | <$5M | AI Deep Dive |
| Central Mass Tree INC | Agriculture, Forestry, Fishing and Hunting | $31,388 | $31,614 | 5 | <$5M | AI Deep Dive |
| Central Mass Tree, Inc. | Administrative and Support and Waste Management | $31,385 | $31,598 | 5 | <$5M | AI Deep Dive |