| Montessori Academies of New England, LLC | Educational Services | $18,800 | $18,967 | 5 | <$5M | AI Deep Dive |
| Taylor'd Installations | Construction | $18,500 | $18,607 | 1 | <$5M | AI Deep Dive |
| Steven Taylor | Construction | $18,500 | $18,598 | 1 | <$5M | AI Deep Dive |
| Jrw Engineering | Professional, Scientific, and Technical Services | $18,237 | $18,338 | 1 | <$5M | AI Deep Dive |
| Brookfield Insurance Partners DBA | Finance and Insurance | $17,810 | $13,381 | 1 | <$5M | AI Deep Dive |
| Brookfield Cement Finishers Inc. | Construction | $17,293 | $17,433 | 2 | <$5M | AI Deep Dive |
| Island Industries | Real Estate and Rental and Leasing | $15,200 | $8,546 | 1 | <$5M | AI Deep Dive |
| Brookfield Unitarian Universalist Church Inc. | Other Services (except Public Administration) | $12,000 | $12,067 | 4 | N/A | AI Deep Dive |
| Hayes Tree Service | Administrative and Support and Waste Management | $11,752 | $11,784 | 1 | <$5M | AI Deep Dive |
| Ross Hubacz | Agriculture, Forestry, Fishing and Hunting | $11,743 | $11,808 | 1 | <$5M | AI Deep Dive |
| Michael Maneggio | Construction | $10,603 | $10,660 | 1 | <$5M | AI Deep Dive |
| Artistic Arborist, Inc. | Administrative and Support and Waste Management | $9,900 | $9,968 | 2 | <$5M | AI Deep Dive |
| A 1 Part INC | Retail Trade | $9,800 | $9,937 | 2 | <$5M | AI Deep Dive |
| Brookfield Congregational Church | Other Services (except Public Administration) | $9,750 | $9,812 | 4 | N/A | AI Deep Dive |
| Brookfield Congregational Church | Other Services (except Public Administration) | $8,800 | $8,840 | 4 | N/A | AI Deep Dive |
| Brookfield Unitarian Universalist Church Inc. | Other Services (except Public Administration) | $8,300 | $8,339 | 3 | N/A | AI Deep Dive |
| Pro Management & Consulting Inc. | Professional, Scientific, and Technical Services | $7,930 | $7,961 | 1 | <$5M | AI Deep Dive |
| Laurence Berard | Transportation and Warehousing | $6,614 | $6,637 | 1 | <$5M | AI Deep Dive |
| Emerson Property Maintenance | Administrative and Support and Waste Management | $6,600 | $6,636 | 1 | <$5M | AI Deep Dive |
| Angel House Designs | Retail Trade | $6,298 | $4,777 | 2 | <$5M | AI Deep Dive |
| Angel House Designs | Manufacturing | $6,297 | $0 | 2 | <$5M | AI Deep Dive |
| David Terry Jr. | Construction | $6,200 | $6,275 | 1 | <$5M | AI Deep Dive |
| Brian's Truck Equipment Inc. | Retail Trade | $5,998 | $6,013 | 1 | <$5M | AI Deep Dive |
| Eere LLC | Real Estate and Rental and Leasing | $4,900 | $4,962 | 1 | <$5M | AI Deep Dive |
| Kurt Kibbe | Manufacturing | $4,522 | $4,543 | 1 | <$5M | AI Deep Dive |