| Krystal Sooz Inc. | Agriculture, Forestry, Fishing and Hunting | $14,024 | $14,114 | 2 | <$5M | AI Deep Dive |
| Peter Sheedy | Construction | $14,022 | $14,090 | 1 | <$5M | AI Deep Dive |
| Rocky Neck Media | Information | $14,000 | $3,498 | 1 | <$5M | AI Deep Dive |
| 3019, LLC | Retail Trade | $14,000 | $14,165 | 5 | <$5M | AI Deep Dive |
| Jagran, Inc. | Retail Trade | $14,000 | $14,077 | 4 | <$5M | AI Deep Dive |
| Gloucester Harbor Community Development Corp. | Professional, Scientific, and Technical Services | $14,000 | $14,081 | 1 | <$5M | AI Deep Dive |
| Cirone Construction LLC | Construction | $14,000 | $14,114 | 2 | <$5M | AI Deep Dive |
| Gloucester Fleet INC | Transportation and Warehousing | $14,000 | $14,063 | 2 | <$5M | AI Deep Dive |
| Soars Corporation | Construction | $13,995 | $14,167 | 3 | <$5M | AI Deep Dive |
| William Mckay | Construction | $13,900 | $13,991 | 1 | <$5M | AI Deep Dive |
| Lawrence Evans DBA Soltec Ventures | Manufacturing | $13,750 | $13,927 | 3 | <$5M | AI Deep Dive |
| George Sibley | Professional, Scientific, and Technical Services | $13,750 | $13,805 | 1 | <$5M | AI Deep Dive |
| Treetop Yoga INC | Educational Services | $13,700 | $13,793 | 2 | <$5M | AI Deep Dive |
| Woodland Place Country Day INC | Other Services (except Public Administration) | $13,557 | $0 | 3 | <$5M | AI Deep Dive |
| Marc Messier, Licsw | Health Care and Social Assistance | $13,500 | $13,604 | 1 | <$5M | AI Deep Dive |
| Mark L. Nestor, Esq. | Professional, Scientific, and Technical Services | $13,500 | $13,622 | 1 | <$5M | AI Deep Dive |
| Sas INC | Accommodation and Food Services | $13,400 | $13,545 | 5 | <$5M | AI Deep Dive |
| Christopher Sinagra | Construction | $13,200 | $13,264 | 1 | <$5M | AI Deep Dive |
| Santapaola Fisheries, Inc. | Agriculture, Forestry, Fishing and Hunting | $13,200 | $13,371 | 1 | <$5M | AI Deep Dive |
| Victor Taormina DBA Taormina Tile | Construction | $13,125 | $13,240 | 1 | <$5M | AI Deep Dive |
| St. Paul Lutheran Church | Other Services (except Public Administration) | $13,100 | $13,180 | 5 | N/A | AI Deep Dive |
| Clear Minds of Cape Ann | Health Care and Social Assistance | $13,100 | $13,181 | 1 | <$5M | AI Deep Dive |
| St. Paul Lutheran Church | Other Services (except Public Administration) | $13,100 | $13,194 | 4 | N/A | AI Deep Dive |
| The Truck Shop of Gloucester, Inc. | Other Services (except Public Administration) | $13,000 | $13,182 | 2 | <$5M | AI Deep Dive |
| Stephen Corbett | Construction | $12,972 | $13,033 | 1 | <$5M | AI Deep Dive |