| Maple Shade Farm INC | Agriculture, Forestry, Fishing and Hunting | $13,994 | $0 | 2 | <$5M | AI Deep Dive |
| Dek Tillett Ltd | Manufacturing | $13,867 | $14,011 | 3 | <$5M | AI Deep Dive |
| Dawn Naylor | Construction | $12,553 | $12,599 | 1 | <$5M | AI Deep Dive |
| Lapier Electric Inc-Sba Small 7a Term | Unknown | $12,500 | $12,669 | 1 | N/A | AI Deep Dive |
| First Congregational Church of Sheffield | Other Services (except Public Administration) | $12,300 | $12,433 | 2 | N/A | AI Deep Dive |
| Natural Habitat | Wholesale Trade | $12,300 | $12,477 | 2 | <$5M | AI Deep Dive |
| Asa Palmer | Agriculture, Forestry, Fishing and Hunting | $11,651 | $11,718 | 1 | <$5M | AI Deep Dive |
| Adam Rand Construction | Construction | $11,366 | $11,424 | 1 | <$5M | AI Deep Dive |
| Adam Rand | Construction | $11,366 | $11,412 | 1 | <$5M | AI Deep Dive |
| Sheffield Lodge | Administrative and Support and Waste Management | $10,700 | $10,795 | 1 | <$5M | AI Deep Dive |
| Cronin and Prew Excavation Inc. | Construction | $9,726 | $9,821 | 1 | <$5M | AI Deep Dive |
| Sky View Farm | Agriculture, Forestry, Fishing and Hunting | $9,583 | $9,672 | 2 | <$5M | AI Deep Dive |
| Susan A. Schneider | Administrative and Support and Waste Management | $9,325 | $9,427 | 1 | <$5M | AI Deep Dive |
| Jim Lovejoy Cabinetmaker | Manufacturing | $8,700 | $8,781 | 3 | <$5M | AI Deep Dive |
| Veronica's Bilingual Daycare Inc. | Health Care and Social Assistance | $8,500 | $8,784 | 2 | <$5M | AI Deep Dive |
| Tracey Steady Hardcastle | Health Care and Social Assistance | $8,315 | $8,346 | 1 | <$5M | AI Deep Dive |
| Rhonda Cushwa | Retail Trade | $8,192 | $8,301 | 1 | <$5M | AI Deep Dive |
| Peter Martin | Construction | $8,050 | $8,158 | 1 | <$5M | AI Deep Dive |
| Erna Lampman | Accommodation and Food Services | $7,765 | $7,818 | 1 | <$5M | AI Deep Dive |
| Veronica's Bilingual Daycare Inc. | Health Care and Social Assistance | $7,740 | $7,803 | 2 | <$5M | AI Deep Dive |
| Daniel Watson | Other Services (except Public Administration) | $6,723 | $6,754 | 1 | <$5M | AI Deep Dive |
| Melissa Martin | Agriculture, Forestry, Fishing and Hunting | $6,679 | $6,710 | 1 | <$5M | AI Deep Dive |
| Roman Catholic Bishop of Springfield a Corp Sole for Our Lad | Other Services (except Public Administration) | $6,604 | $6,662 | 4 | N/A | AI Deep Dive |
| Roman Catholic Bishop of Springfield a Corp Sole for Our Lad | Other Services (except Public Administration) | $6,602 | $6,660 | 6 | N/A | AI Deep Dive |
| Soco Historical Restorations LLC | Construction | $6,562 | $6,607 | 1 | <$5M | AI Deep Dive |