| Attorney Martin J. Dunn | Professional, Scientific, and Technical Services | $19,400 | $19,539 | 2 | <$5M | AI Deep Dive |
| Carolyn Bonilla | Professional, Scientific, and Technical Services | $19,325 | $0 | 1 | <$5M | AI Deep Dive |
| Kenrick Williams | Real Estate and Rental and Leasing | $19,296 | $17,073 | 1 | <$5M | AI Deep Dive |
| Jeffrey M Chirgwin Insurance Agency | Finance and Insurance | $19,095 | $19,259 | 2 | <$5M | AI Deep Dive |
| Holyoke High Street Car Wash LLC | Other Services (except Public Administration) | $18,915 | $19,041 | 8 | <$5M | AI Deep Dive |
| Dal Holdings, LLC | Accommodation and Food Services | $18,900 | $19,034 | 5 | <$5M | AI Deep Dive |
| W & E Accounting and Tax Services, Inc. | Professional, Scientific, and Technical Services | $18,800 | $18,859 | 4 | <$5M | AI Deep Dive |
| Petrified Wood, LLC | Administrative and Support and Waste Management | $18,791 | $19,030 | 2 | <$5M | AI Deep Dive |
| Jose Ortiz | Transportation and Warehousing | $18,770 | $0 | 1 | <$5M | AI Deep Dive |
| Imani Collins | Retail Trade | $18,750 | $18,782 | 1 | <$5M | AI Deep Dive |
| Latoya Vaz | Transportation and Warehousing | $18,750 | $0 | 1 | <$5M | AI Deep Dive |
| Samuel Matos | Transportation and Warehousing | $18,748 | $18,984 | 1 | <$5M | AI Deep Dive |
| Katerina Wardell | Transportation and Warehousing | $18,745 | $18,899 | 1 | <$5M | AI Deep Dive |
| The Friends of the Holyoke Merry-Go-Round Inc. | Arts, Entertainment, and Recreation | $18,675 | $18,917 | 13 | <$5M | AI Deep Dive |
| Shriji 202 Corp. | Retail Trade | $18,597 | $18,721 | 4 | <$5M | AI Deep Dive |
| Nicole Maisonet | Transportation and Warehousing | $18,540 | $18,707 | 1 | <$5M | AI Deep Dive |
| Hitchcock Press Inc. | Manufacturing | $18,243 | $18,354 | 5 | <$5M | AI Deep Dive |
| Hitchcock Press, Inc. | Manufacturing | $18,200 | $18,323 | 5 | <$5M | AI Deep Dive |
| Laundry Party LLC | Other Services (except Public Administration) | $18,100 | $15,508 | 5 | <$5M | AI Deep Dive |
| Roman Catholic Bishop of Springfield a Corp Sole for Our Lad | Other Services (except Public Administration) | $18,058 | $18,195 | 5 | N/A | AI Deep Dive |
| Roman Catholic Bishop of Springfield a Corp Sole for Our Lad | Other Services (except Public Administration) | $18,057 | $18,193 | 5 | N/A | AI Deep Dive |
| Raymond Deleporte | Manufacturing | $17,970 | $18,065 | 1 | <$5M | AI Deep Dive |
| Anthony Montalvo | Transportation and Warehousing | $17,915 | $17,996 | 1 | <$5M | AI Deep Dive |
| Rescom Property Improvement | Construction | $17,902 | $18,009 | 1 | <$5M | AI Deep Dive |
| Rescom Property Improvement | Construction | $17,902 | $18,011 | 1 | <$5M | AI Deep Dive |