| Herlihy Electric Inc. | Construction | $20,700 | $20,830 | 2 | <$5M | AI Deep Dive |
| Roses and Thistle, Inc. | Retail Trade | $20,700 | $21,003 | 4 | <$5M | AI Deep Dive |
| Michael Bornhorst | Health Care and Social Assistance | $20,698 | $20,812 | 1 | <$5M | AI Deep Dive |
| Susan Pocharski | Arts, Entertainment, and Recreation | $20,625 | $20,779 | 1 | <$5M | AI Deep Dive |
| Susan Pocharski | Arts, Entertainment, and Recreation | $20,625 | $20,785 | 1 | <$5M | AI Deep Dive |
| Theresa Dever | Administrative and Support and Waste Management | $20,520 | $0 | 1 | <$5M | AI Deep Dive |
| Patrick Clark | Real Estate and Rental and Leasing | $20,500 | $20,953 | 1 | <$5M | AI Deep Dive |
| Dowley & Co, INC | Finance and Insurance | $20,417 | $20,535 | 2 | <$5M | AI Deep Dive |
| Marblehead Arts Association, INC | Other Services (except Public Administration) | $20,400 | $20,517 | 6 | <$5M | AI Deep Dive |
| Motor Incorporated | Other Services (except Public Administration) | $20,400 | $20,572 | 11 | <$5M | AI Deep Dive |
| Motor Incorporated | Other Services (except Public Administration) | $20,400 | $20,584 | 11 | <$5M | AI Deep Dive |
| Arts & Entertainment Insurance Brokerage LLC | Finance and Insurance | $20,305 | $20,404 | 2 | <$5M | AI Deep Dive |
| Hestia Creations, Inc. | Retail Trade | $20,245 | $20,497 | 6 | <$5M | AI Deep Dive |
| Laurel P. Perry | Administrative and Support and Waste Management | $20,180 | $20,378 | 1 | <$5M | AI Deep Dive |
| Simpson Garden Design | Administrative and Support and Waste Management | $20,158 | $39,525 | 6 | <$5M | AI Deep Dive |
| Little Harbor Consulting LLC | Management of Companies and Enterprises | $20,000 | $20,153 | 1 | <$5M | AI Deep Dive |
| Rrapo Corporation | Accommodation and Food Services | $20,000 | $20,224 | 5 | <$5M | AI Deep Dive |
| Maxwell Fusi | Accommodation and Food Services | $19,790 | $19,886 | 1 | <$5M | AI Deep Dive |
| Ramsay Hoguet DBA DBA Hoguet Consulting Services | Professional, Scientific, and Technical Services | $19,750 | $19,983 | 1 | <$5M | AI Deep Dive |
| Ramsay Hoguet | Professional, Scientific, and Technical Services | $19,750 | $19,937 | 1 | <$5M | AI Deep Dive |
| Bona Fide Creative LLC | Professional, Scientific, and Technical Services | $19,700 | $19,819 | 2 | <$5M | AI Deep Dive |
| Spur Inc. | Other Services (except Public Administration) | $19,595 | $19,700 | 4 | <$5M | AI Deep Dive |
| Ecoceptional INC | Unknown | $19,582 | $19,853 | 1 | N/A | AI Deep Dive |
| W.r. Construction and Consulting INC | Construction | $19,500 | $19,668 | 1 | <$5M | AI Deep Dive |
| 264 Pleasant Street Real Estate Holdings, LLC | Accommodation and Food Services | $19,500 | $19,680 | 4 | <$5M | AI Deep Dive |