| T & J Auto | Other Services (except Public Administration) | $20,100 | $20,300 | 1 | <$5M |  AI Deep Dive |
| Tina and Tom INC | Agriculture, Forestry, Fishing and Hunting | $20,063 | $20,325 | 2 | <$5M | AI Deep Dive |
| Tina & Tom, INC | Agriculture, Forestry, Fishing and Hunting | $20,060 | $20,203 | 2 | <$5M | AI Deep Dive |
| Lauren Giacalone | Other Services (except Public Administration) | $20,009 | $20,172 | 1 | <$5M | AI Deep Dive |
| Seatronics Corp | Retail Trade | $20,000 | $20,287 | 2 | <$5M | AI Deep Dive |
| Miranda LLC | Accommodation and Food Services | $20,000 | $20,170 | 20 | <$5M | AI Deep Dive |
| Gloucester Education Foundation, Inc. | Other Services (except Public Administration) | $20,000 | $20,133 | 1 | N/A | AI Deep Dive |
| Chris a Palazzola Construction LLC | Construction | $20,000 | $20,261 | 2 | <$5M | AI Deep Dive |
| Gloucester Education Foundation INC | Other Services (except Public Administration) | $20,000 | $20,063 | 2 | N/A | AI Deep Dive |
| Robert Cahill Construction Inc. | Construction | $19,700 | $19,759 | 2 | <$5M | AI Deep Dive |
| Cape Ann Art Haven | Educational Services | $19,700 | $19,807 | 2 | N/A | AI Deep Dive |
| Stephen Arena | Other Services (except Public Administration) | $19,607 | $0 | 1 | <$5M | AI Deep Dive |
| Thompson Medical Associates LLC | Health Care and Social Assistance | $19,517 | $19,675 | 2 | <$5M | AI Deep Dive |
| Peter L. Combs DBA Plcombs Asian Art | Retail Trade | $19,500 | $19,748 | 1 | <$5M | AI Deep Dive |
| Robert G. Stewart PC | Professional, Scientific, and Technical Services | $19,500 | $19,616 | 1 | <$5M | AI Deep Dive |
| Renbrandt INC | Manufacturing | $19,275 | $19,526 | 3 | <$5M | AI Deep Dive |
| As Partners 786 Enterprise INC | Retail Trade | $19,112 | $19,261 | 4 | <$5M | AI Deep Dive |
| Independent Christian Church | Other Services (except Public Administration) | $19,000 | $19,093 | 3 | N/A | AI Deep Dive |
| Hearing Partnership LLC | Health Care and Social Assistance | $19,000 | $23,766 | 3 | <$5M | AI Deep Dive |
| Gloucester Taxi Livery Service INC | Transportation and Warehousing | $19,000 | $19,261 | 3 | <$5M | AI Deep Dive |
| North Shore Arts Association of Gloucester | Retail Trade | $18,855 | $18,955 | 3 | N/A | AI Deep Dive |
| Cyril C. Means, Esq. | Professional, Scientific, and Technical Services | $18,850 | $19,028 | 1 | <$5M | AI Deep Dive |
| Commonwealth Cemetery Consulting Services, Inc. | Other Services (except Public Administration) | $18,800 | $18,958 | 1 | <$5M | AI Deep Dive |
| Leonardo Taormina | Construction | $18,750 | $18,930 | 1 | <$5M | AI Deep Dive |
| Kyle Barry | Agriculture, Forestry, Fishing and Hunting | $18,750 | $0 | 1 | <$5M | AI Deep Dive |