| Bruce Andrews | Construction | $26,600 | $26,723 | 1 | <$5M |  AI Deep Dive |
| Christopher Michael Salon, Inc. | Other Services (except Public Administration) | $26,353 | $26,621 | 5 | <$5M | AI Deep Dive |
| Arnould Gallery | Wholesale Trade | $26,200 | $26,421 | 4 | <$5M | AI Deep Dive |
| Marblehead House of Pizza | Accommodation and Food Services | $25,978 | $26,130 | 7 | <$5M | AI Deep Dive |
| Colby Davis of Boston | Wholesale Trade | $25,910 | $25,996 | 3 | <$5M | AI Deep Dive |
| Steven Twomey DBA Oprtions Real Estate | Real Estate and Rental and Leasing | $25,600 | $25,778 | 1 | <$5M | AI Deep Dive |
| Mhd Auto School LLC | Educational Services | $25,500 | $25,769 | 7 | <$5M | AI Deep Dive |
| Millett and Rafferty | Professional, Scientific, and Technical Services | $25,425 | $21,030 | 2 | <$5M | AI Deep Dive |
| Unitarian Universalist Church | Other Services (except Public Administration) | $25,300 | $25,466 | 6 | N/A | AI Deep Dive |
| Marblehead Marine Store, Inc. | Retail Trade | $25,200 | $25,384 | 3 | <$5M | AI Deep Dive |
| Marblehead Marine Store Inc. | Retail Trade | $25,200 | $25,359 | 5 | <$5M | AI Deep Dive |
| Camelo Landscape Corp | Administrative and Support and Waste Management | $25,000 | $25,231 | 4 | <$5M | AI Deep Dive |
| Camelo Landscaping Corporation | Administrative and Support and Waste Management | $25,000 | $25,331 | 4 | <$5M | AI Deep Dive |
| Gibbons and Sons | Construction | $25,000 | $25,283 | 2 | <$5M | AI Deep Dive |
| Beach Bluff Cleaners Inc. | Other Services (except Public Administration) | $24,978 | $25,140 | 4 | <$5M | AI Deep Dive |
| Abbott Advertising Company Inc. | Manufacturing | $24,722 | $24,815 | 3 | <$5M | AI Deep Dive |
| Hestia Creations INC | Wholesale Trade | $24,655 | $24,886 | 7 | <$5M | AI Deep Dive |
| Shoe Galley INC | Retail Trade | $24,265 | $24,474 | 3 | <$5M | AI Deep Dive |
| Seaside Plumbing and Heating, Inc. | Construction | $24,082 | $24,333 | 2 | <$5M | AI Deep Dive |
| Terryolde Ice Cream Shoppe INC | Retail Trade | $24,000 | $24,255 | 10 | <$5M | AI Deep Dive |
| Beach Bluff Cleaners, Inc. | Other Services (except Public Administration) | $24,000 | $25,048 | 4 | <$5M | AI Deep Dive |
| North Shore Events Inc. | Real Estate and Rental and Leasing | $23,910 | $24,313 | 3 | <$5M | AI Deep Dive |
| 91 Main Corporation | Agriculture, Forestry, Fishing and Hunting | $23,800 | $24,112 | 3 | <$5M | AI Deep Dive |
| Scalzi Corporation | Accommodation and Food Services | $23,663 | $23,789 | 6 | <$5M | AI Deep Dive |
| Adam Woodruff LLC | Professional, Scientific, and Technical Services | $23,574 | $23,708 | 1 | <$5M | AI Deep Dive |