| Scott Mullin | Professional, Scientific, and Technical Services | $37,500 | $9,202 | 2 | <$5M |  AI Deep Dive |
| Martha's Vineyard Film Society Inc. | Information | $37,293 | $37,421 | 3 | <$5M | AI Deep Dive |
| Barbara Ronchetti | Agriculture, Forestry, Fishing and Hunting | $37,200 | $21,059 | 6 | <$5M | AI Deep Dive |
| Jopa INC | Transportation and Warehousing | $36,368 | $36,670 | 3 | <$5M | AI Deep Dive |
| The Bookkeeping Bureau LLC | Professional, Scientific, and Technical Services | $36,300 | $36,534 | 2 | <$5M | AI Deep Dive |
| John's Fish Market, Inc. | Retail Trade | $36,280 | $36,655 | 6 | <$5M | AI Deep Dive |
| Robert Arcudi | Professional, Scientific, and Technical Services | $35,971 | $36,299 | 3 | <$5M | AI Deep Dive |
| Hors D'oeuvres, Inc. | Accommodation and Food Services | $34,900 | $35,351 | 7 | <$5M | AI Deep Dive |
| Island Children's School Inc. | Health Care and Social Assistance | $34,150 | $34,472 | 5 | N/A | AI Deep Dive |
| Colonial Drive Real Estate Corp | Retail Trade | $33,750 | $33,972 | 4 | <$5M | AI Deep Dive |
| Michelle Mccrumb | Health Care and Social Assistance | $33,700 | $33,843 | 2 | <$5M | AI Deep Dive |
| Sail Martha's Vineyard | Educational Services | $33,320 | $33,505 | 2 | <$5M | AI Deep Dive |
| E. Falmouth On the Go INC | Accommodation and Food Services | $33,100 | $33,475 | 5 | <$5M | AI Deep Dive |
| Indian Hill Power Equipment | Retail Trade | $32,800 | $33,176 | 4 | <$5M | AI Deep Dive |
| Menemsha Life, Inc. | Real Estate and Rental and Leasing | $32,800 | $27,666 | 1 | <$5M | AI Deep Dive |
| Nancy C Berger Chiropractor INC | Health Care and Social Assistance | $32,700 | $22,848 | 4 | <$5M | AI Deep Dive |
| Martha's Vineyard Tile Co. Inc. | Retail Trade | $32,200 | $18,602 | 2 | <$5M | AI Deep Dive |
| Sarka Greene | Other Services (except Public Administration) | $31,800 | $14,959 | 2 | <$5M | AI Deep Dive |
| Island Color Center, Inc. | Retail Trade | $31,500 | $31,717 | 4 | <$5M | AI Deep Dive |
| Sourati Engineering INC | Professional, Scientific, and Technical Services | $31,250 | $31,426 | 2 | <$5M | AI Deep Dive |
| Kb Construction | Construction | $31,000 | $31,379 | 2 | <$5M | AI Deep Dive |
| Building Shelter INC | Health Care and Social Assistance | $30,800 | $31,100 | 3 | <$5M | AI Deep Dive |
| Autoeuropa of Martha's Vineyard Inc. | Other Services (except Public Administration) | $29,685 | $29,782 | 3 | <$5M | AI Deep Dive |
| Vineyard Tennis Center | Arts, Entertainment, and Recreation | $29,534 | $29,764 | 5 | <$5M | AI Deep Dive |
| Ace Mv INC | Educational Services | $29,500 | $29,669 | 3 | N/A | AI Deep Dive |