| Rasheed Smith | Professional, Scientific, and Technical Services | $20,767 | $20,849 | 1 | <$5M | AI Deep Dive |
| Rasheed Smith | Professional, Scientific, and Technical Services | $20,767 | $20,856 | 1 | <$5M | AI Deep Dive |
| Life at Humphreys | Retail Trade | $20,753 | $20,978 | 6 | <$5M | AI Deep Dive |
| Willis Welcome | Construction | $20,740 | $20,863 | 1 | <$5M | AI Deep Dive |
| Eric Adams | Construction | $20,733 | $20,829 | 1 | <$5M | AI Deep Dive |
| Tisbury Marina, LLC | Arts, Entertainment, and Recreation | $20,600 | $20,748 | 2 | <$5M | AI Deep Dive |
| Michelle Jasny Vmd | Professional, Scientific, and Technical Services | $20,600 | $16,199 | 3 | <$5M | AI Deep Dive |
| Edward Charter | Construction | $20,583 | $20,791 | 1 | <$5M | AI Deep Dive |
| Matija Dikanovic | Transportation and Warehousing | $20,345 | $20,419 | 1 | <$5M | AI Deep Dive |
| Vineyard Arts Gallery | Retail Trade | $20,289 | $20,295 | 1 | <$5M | AI Deep Dive |
| East Chop Sleep Shop Inc. | Retail Trade | $20,278 | $20,557 | 4 | <$5M | AI Deep Dive |
| East Chop Sleep Shop Inc. | Retail Trade | $20,200 | $20,532 | 4 | <$5M | AI Deep Dive |
| George a Santos Jr Optometrist | Health Care and Social Assistance | $20,000 | $15,978 | 3 | <$5M | AI Deep Dive |
| Environmental Health Center of Martha's Vineyard LLC | Health Care and Social Assistance | $20,000 | $20,245 | 2 | <$5M | AI Deep Dive |
| Teixeira Heating and Cooling, LLC | Construction | $20,000 | $20,108 | 2 | <$5M | AI Deep Dive |
| Lucas Silva | Construction | $20,000 | $6,030 | 1 | <$5M | AI Deep Dive |
| Chris Buehler | Construction | $20,000 | $20,198 | 5 | <$5M | AI Deep Dive |
| Vineyard Performance LLC | Other Services (except Public Administration) | $19,700 | $19,927 | 2 | <$5M | AI Deep Dive |
| Hansen Financial Mv, Inc. | Finance and Insurance | $19,580 | $19,761 | 1 | <$5M | AI Deep Dive |
| Veterans of Foreign Wars Department 9261 Vfw-Ma | Other Services (except Public Administration) | $19,450 | $19,655 | 4 | N/A | AI Deep Dive |
| Tisbury Marina LLC | Arts, Entertainment, and Recreation | $19,392 | $19,659 | 172 | $24.1M | AI Deep Dive |
| Martha's Vineyard Real Estate Inc. | Real Estate and Rental and Leasing | $19,200 | $19,290 | 1 | <$5M | AI Deep Dive |
| Coastwise Wharf Company LLC | Transportation and Warehousing | $18,900 | $19,002 | 6 | <$5M | AI Deep Dive |
| Kathryn a Tate | Professional, Scientific, and Technical Services | $18,900 | $19,116 | 1 | <$5M | AI Deep Dive |
| Bilzerian Tree Inc. | Administrative and Support and Waste Management | $18,258 | $18,499 | 1 | <$5M | AI Deep Dive |