| Giovannucci Brothers Construction, Inc. | Construction | $128,400 | $128,973 | 10 | <$5M | AI Deep Dive |
| Cafe Italia of Marblehead, Inc. | Accommodation and Food Services | $126,800 | $127,623 | 15 | <$5M | AI Deep Dive |
| Cw Hood Yacht Yard LLC | Manufacturing | $123,390 | $124,313 | 9 | <$5M | AI Deep Dive |
| Maddie's Sail Loft, Inc. | Accommodation and Food Services | $122,500 | $123,609 | 10 | <$5M | AI Deep Dive |
| Harbor Light Inn LLC | Accommodation and Food Services | $120,176 | $121,190 | 15 | <$5M | AI Deep Dive |
| Cosmos Painting Company | Construction | $120,000 | $120,853 | 13 | <$5M | AI Deep Dive |
| Devereux School LLC | Educational Services | $118,600 | $119,676 | 15 | <$5M | AI Deep Dive |
| Devereux School LLC | Educational Services | $118,600 | $119,575 | 29 | <$5M | AI Deep Dive |
| Expert Carpet Care | Manufacturing | $115,011 | $116,214 | 14 | <$5M | AI Deep Dive |
| Temple Emanu-El the Reform Temple of the North Shore | Other Services (except Public Administration) | $113,376 | $113,814 | 20 | <$5M | AI Deep Dive |
| Cw Hood Yacht Yard LLC | Manufacturing | $112,600 | $113,994 | 12 | <$5M | AI Deep Dive |
| Paul Haggett & Co | Construction | $111,483 | $112,011 | 11 | <$5M | AI Deep Dive |
| . Dolphin Yacht Club Inc. | Arts, Entertainment, and Recreation | $111,400 | $113,643 | 45 | $6.3M | AI Deep Dive |
| Promosis, Inc. | Professional, Scientific, and Technical Services | $111,381 | $121,876 | 6 | <$5M | AI Deep Dive |
| Ryan Marine Services INC | Other Services (except Public Administration) | $111,300 | $112,773 | 9 | <$5M | AI Deep Dive |
| Brookmark Research Servi | Professional, Scientific, and Technical Services | $108,153 | $108,964 | 6 | <$5M | AI Deep Dive |
| Giovannucci Brothers Construction, Inc. | Construction | $108,100 | $108,909 | 9 | <$5M | AI Deep Dive |
| Marblehead Village Market | Retail Trade | $107,872 | $109,137 | 17 | <$5M | AI Deep Dive |
| Presto Painting and Construction Company | Construction | $106,250 | $107,124 | 12 | <$5M | AI Deep Dive |
| Halpern Travel LLC | Administrative and Support and Waste Management | $106,100 | $106,693 | 6 | <$5M | AI Deep Dive |
| Ccpaws Mhd Inc. | Other Services (except Public Administration) | $105,200 | $105,980 | 17 | <$5M | AI Deep Dive |
| Ccpaws Mhd, INC | Other Services (except Public Administration) | $105,000 | $105,890 | 26 | <$5M | AI Deep Dive |
| Temple Emanu-El the Reform Temple of the North Shore | Other Services (except Public Administration) | $104,499 | $105,375 | 10 | <$5M | AI Deep Dive |
| Cosmos Painting Company, Inc. | Construction | $102,475 | $103,671 | 14 | <$5M | AI Deep Dive |
| Multimedia Focus LLC | Administrative and Support and Waste Management | $101,722 | $124,139 | 9 | <$5M | AI Deep Dive |