| The Tisbury Printer, Inc. | Manufacturing | $56,900 | $57,630 | 5 | <$5M | AI Deep Dive |
| K.r.s. INC | Accommodation and Food Services | $56,400 | $56,908 | 8 | <$5M | AI Deep Dive |
| Brickman's Inc. | Retail Trade | $55,800 | $56,199 | 10 | <$5M | AI Deep Dive |
| Vineyard Haven Restaurant Associates LLC | Accommodation and Food Services | $55,116 | $55,845 | 43 | $7.6M | AI Deep Dive |
| Mv Salads LLC | Accommodation and Food Services | $54,477 | $54,761 | 8 | <$5M | AI Deep Dive |
| Martha's Vineyard Dry Cleaners LLC | Other Services (except Public Administration) | $53,062 | $53,635 | 7 | <$5M | AI Deep Dive |
| Courtesy Motors Inc. | Other Services (except Public Administration) | $52,900 | $53,470 | 3 | <$5M | AI Deep Dive |
| Vineyard Tax Matters LLC | Professional, Scientific, and Technical Services | $52,835 | $53,300 | 4 | <$5M | AI Deep Dive |
| Yu Asian Bistro LLC | Accommodation and Food Services | $52,600 | $52,957 | 5 | <$5M | AI Deep Dive |
| Rocco's LLC | Unknown | $52,200 | $52,576 | 9 | N/A | AI Deep Dive |
| Edmond G. Coogan Law Office, P.c. | Professional, Scientific, and Technical Services | $50,820 | $51,399 | 3 | <$5M | AI Deep Dive |
| J. Deb's Garage Inc. | Other Services (except Public Administration) | $50,700 | $51,235 | 6 | <$5M | AI Deep Dive |
| Martha's Vineyard Logistics, Inc. | Transportation and Warehousing | $50,599 | $51,193 | 5 | <$5M | AI Deep Dive |
| Sean Buckley | Utilities | $50,500 | $0 | 5 | N/A | AI Deep Dive |
| Coulter Brown LLC | Retail Trade | $50,478 | $50,754 | 6 | <$5M | AI Deep Dive |
| Martha's Vineyard Shipping Company INC | Transportation and Warehousing | $49,678 | $50,225 | 5 | <$5M | AI Deep Dive |
| David A. Merry & Sons, Inc. | Professional, Scientific, and Technical Services | $48,900 | $47,824 | 4 | <$5M | AI Deep Dive |
| Another Rainy Day Inc. | Retail Trade | $48,198 | $48,571 | 22 | <$5M | AI Deep Dive |
| Another Rainy Day INC | Retail Trade | $48,100 | $48,404 | 21 | <$5M | AI Deep Dive |
| Robert W. Herman Dmd | Health Care and Social Assistance | $47,500 | $47,819 | 4 | <$5M | AI Deep Dive |
| Grace Episcopal Church Vineyard Haven | Other Services (except Public Administration) | $47,246 | $47,668 | 4 | <$5M | AI Deep Dive |
| Martha's Vineyard Cerebral Palsy Camp, Inc. | Accommodation and Food Services | $46,900 | $47,444 | 3 | N/A | AI Deep Dive |
| Garden Gate Child Development Center INC | Health Care and Social Assistance | $46,563 | $46,780 | 7 | <$5M | AI Deep Dive |
| Paradise Dental Group | Health Care and Social Assistance | $46,500 | $46,765 | 5 | <$5M | AI Deep Dive |
| Garden Gate Child Development Center, INC | Health Care and Social Assistance | $45,600 | $46,015 | 7 | <$5M | AI Deep Dive |