| Pleon Yacht Club Inc. | Arts, Entertainment, and Recreation | $30,000 | $30,260 | 14 | N/A | AI Deep Dive |
| Senior Living Advocates LLC | Information | $30,000 | $30,167 | 5 | <$5M | AI Deep Dive |
| Grazado Velleco Architects, INC | Professional, Scientific, and Technical Services | $29,900 | $30,187 | 2 | <$5M | AI Deep Dive |
| Grazado Velleco Architects Inc. | Professional, Scientific, and Technical Services | $29,700 | $29,973 | 2 | <$5M | AI Deep Dive |
| Mhd Auto School LLC | Educational Services | $29,000 | $29,212 | 7 | <$5M | AI Deep Dive |
| Yvette Glina, Dds, LLC | Health Care and Social Assistance | $28,916 | $29,179 | 4 | <$5M | AI Deep Dive |
| Eastwind Design & Build LLC | Construction | $28,722 | $28,952 | 5 | <$5M | AI Deep Dive |
| Kristin Lohan Physical Therapy and Wellness LLC | Health Care and Social Assistance | $28,647 | $28,991 | 6 | <$5M | AI Deep Dive |
| Kristin Lohan Physical Therapy and Wellness LLC | Health Care and Social Assistance | $28,645 | $28,930 | 5 | <$5M | AI Deep Dive |
| Zbc Marine Services INC | Professional, Scientific, and Technical Services | $28,100 | $28,453 | 3 | <$5M | AI Deep Dive |
| Sherwood Painting Services INC | Construction | $27,570 | $27,802 | 2 | <$5M | AI Deep Dive |
| Arts & Entertainment Insurance Brokerage, LLC | Finance and Insurance | $27,500 | $20,470 | 2 | <$5M | AI Deep Dive |
| 264 Pleasant St Re Holdings LLC | Accommodation and Food Services | $27,430 | $27,565 | 4 | <$5M | AI Deep Dive |
| F.l. Woods Ltd | Retail Trade | $27,364 | $27,581 | 3 | <$5M | AI Deep Dive |
| Marblehead Yacht Club, Inc. | Arts, Entertainment, and Recreation | $27,265 | $27,490 | 17 | <$5M | AI Deep Dive |
| Burke Plus Inc. | Professional, Scientific, and Technical Services | $27,213 | $27,509 | 1 | <$5M | AI Deep Dive |
| Burke Plus Inc. | Professional, Scientific, and Technical Services | $27,213 | $27,411 | 1 | <$5M | AI Deep Dive |
| Elizabeth Walters - Real Estate Agent | Real Estate and Rental and Leasing | $27,000 | $27,186 | 1 | <$5M | AI Deep Dive |
| Marble Sweets LLC | Manufacturing | $26,900 | $27,110 | 12 | <$5M | AI Deep Dive |
| Dw Cooperative LLC | Professional, Scientific, and Technical Services | $26,817 | $26,950 | 2 | <$5M | AI Deep Dive |
| Dw Cooperative, LLC | Unknown | $26,816 | $27,044 | 2 | N/A | AI Deep Dive |
| Miles Melanson | Professional, Scientific, and Technical Services | $26,800 | $27,123 | 3 | <$5M | AI Deep Dive |
| North Shore Events Inc. | Arts, Entertainment, and Recreation | $26,778 | $22,255 | 5 | <$5M | AI Deep Dive |
| Hnd Architects | Professional, Scientific, and Technical Services | $26,773 | $27,187 | 3 | <$5M | AI Deep Dive |
| Bca Builders | Construction | $26,600 | $26,800 | 2 | <$5M | AI Deep Dive |