| Vista Motel INC | Accommodation and Food Services | $90,262 | $90,917 | 15 | <$5M | AI Deep Dive |
| Trilogic Systems Corporation | Manufacturing | $90,200 | $90,831 | 6 | <$5M | AI Deep Dive |
| A-1 Maintenance & Carpet Cleaning, INC | Administrative and Support and Waste Management | $90,000 | $90,610 | 19 | <$5M | AI Deep Dive |
| Mina Dental Associates LLC | Health Care and Social Assistance | $89,500 | $90,440 | 6 | <$5M | AI Deep Dive |
| Avh Realty, Inc. | Real Estate and Rental and Leasing | $89,000 | $89,429 | 9 | <$5M | AI Deep Dive |
| Pardo, Inc. | Accommodation and Food Services | $88,000 | $88,576 | 12 | <$5M | AI Deep Dive |
| Duffy Insurance Agency II INC | Finance and Insurance | $87,500 | $88,314 | 7 | <$5M | AI Deep Dive |
| Mina Dental Associates, LLC | Health Care and Social Assistance | $87,500 | $88,351 | 8 | <$5M | AI Deep Dive |
| Heirloom Builders, LLC | Construction | $87,000 | $87,626 | 9 | <$5M | AI Deep Dive |
| Cape Ann Whale Watch Inc. | Transportation and Warehousing | $86,700 | $87,163 | 11 | <$5M | AI Deep Dive |
| Fleet Machine Co LLC | Manufacturing | $86,000 | $86,282 | 8 | <$5M | AI Deep Dive |
| Fleet Machine Co. | Manufacturing | $86,000 | $86,411 | 8 | <$5M | AI Deep Dive |
| A Cape Ann Whale Watch | Transportation and Warehousing | $86,000 | $86,695 | 11 | <$5M | AI Deep Dive |
| Irv's Place LLC | Accommodation and Food Services | $85,000 | $84,385 | 4 | <$5M | AI Deep Dive |
| Foster From Gloucester, Inc. | Retail Trade | $84,700 | $85,447 | 10 | <$5M | AI Deep Dive |
| Ennis INC | Professional, Scientific, and Technical Services | $84,548 | $85,241 | 4 | <$5M | AI Deep Dive |
| Northern Ocean Marine INC | Wholesale Trade | $83,300 | $84,370 | 4 | <$5M | AI Deep Dive |
| Brooks Gibson Company LLC | Construction | $82,500 | $83,034 | 7 | <$5M | AI Deep Dive |
| Cape Ann Chamber of Commerce | Other Services (except Public Administration) | $82,260 | $82,564 | 9 | <$5M | AI Deep Dive |
| Northwest Atlantic Marine Alliance, Inc. | Other Services (except Public Administration) | $82,000 | $82,528 | 6 | <$5M | AI Deep Dive |
| Avh Realty, Inc. | Real Estate and Rental and Leasing | $82,000 | $82,638 | 9 | <$5M | AI Deep Dive |
| Machaca Gloucester LLC | Accommodation and Food Services | $81,848 | $82,184 | 9 | <$5M | AI Deep Dive |
| Cape Ann Motor Inn, Inc. | Accommodation and Food Services | $81,800 | $82,284 | 18 | $5.6M | AI Deep Dive |
| Gloucester Stage Company, Inc. | Arts, Entertainment, and Recreation | $81,700 | $82,419 | 8 | <$5M | AI Deep Dive |
| Gloucester Stage Company INC | Arts, Entertainment, and Recreation | $81,700 | $82,211 | 8 | <$5M | AI Deep Dive |