| Bluerock Design, LLC | Professional, Scientific, and Technical Services | $25,000 | $25,214 | 2 | <$5M | AI Deep Dive |
| Vineyard Alternative Auto INC | Other Services (except Public Administration) | $24,955 | $25,224 | 2 | <$5M | AI Deep Dive |
| Vineyard Alternative Auto INC | Other Services (except Public Administration) | $24,900 | $25,063 | 2 | <$5M | AI Deep Dive |
| Vineyard Sound Integration, LLC | Manufacturing | $24,400 | $24,528 | 2 | <$5M | AI Deep Dive |
| Right Angle Mv INC | Construction | $24,300 | $24,430 | 2 | <$5M | AI Deep Dive |
| Jr Construction & Sons, Inc. | Construction | $23,822 | $24,016 | 2 | <$5M | AI Deep Dive |
| Vineyard Personalized Medicine | Health Care and Social Assistance | $23,800 | $24,078 | 2 | <$5M | AI Deep Dive |
| Anne D Foley | Accommodation and Food Services | $23,800 | $20,956 | 1 | <$5M | AI Deep Dive |
| Crocker House Corp | Accommodation and Food Services | $23,641 | $23,845 | 4 | <$5M | AI Deep Dive |
| Sherman H Goldstein | Real Estate and Rental and Leasing | $23,510 | $23,755 | 1 | <$5M | AI Deep Dive |
| Wolfs Works INC | Professional, Scientific, and Technical Services | $23,252 | $23,484 | 1 | <$5M | AI Deep Dive |
| Martha's Vineyard Health Club LLC | Arts, Entertainment, and Recreation | $23,138 | $23,368 | 13 | <$5M | AI Deep Dive |
| Martha's Vineyard Health Club, LLC | Arts, Entertainment, and Recreation | $23,100 | $23,270 | 13 | <$5M | AI Deep Dive |
| Slavin Chiropractic LLC | Health Care and Social Assistance | $22,562 | $22,666 | 3 | <$5M | AI Deep Dive |
| Wagner Pereira Electrical Contractor INC | Construction | $22,550 | $22,633 | 3 | <$5M | AI Deep Dive |
| Bilzerian Tree Inc. | Administrative and Support and Waste Management | $22,095 | $22,317 | 4 | <$5M | AI Deep Dive |
| Coastal Creations Kitchen and Bath Inc. | Wholesale Trade | $22,078 | $22,191 | 2 | <$5M | AI Deep Dive |
| Tristan's Landscaping | Professional, Scientific, and Technical Services | $22,033 | $22,189 | 1 | <$5M | AI Deep Dive |
| Linda Buder | Real Estate and Rental and Leasing | $22,000 | $18,857 | 1 | <$5M | AI Deep Dive |
| Veterans of Foreign Wars Department 9261 Vfw-Ma | Public Administration | $21,700 | $21,843 | 5 | N/A | AI Deep Dive |
| Johnny Copper, Inc. | Other Services (except Public Administration) | $21,500 | $21,785 | 1 | <$5M | AI Deep Dive |
| Right Angle Mv INC | Construction | $21,389 | $21,526 | 2 | <$5M | AI Deep Dive |
| Vineyard Hearth Patio & Spa, Inc. | Retail Trade | $21,200 | $21,395 | 3 | <$5M | AI Deep Dive |
| Blackpoint Realty Ventures LLC | Real Estate and Rental and Leasing | $21,153 | $21,314 | 1 | <$5M | AI Deep Dive |
| Tyler Chronister | Administrative and Support and Waste Management | $21,100 | $20,923 | 1 | <$5M | AI Deep Dive |