| Edg Workshop LLC | Accommodation and Food Services | $140,849 | $142,715 | 6 | <$5M |  AI Deep Dive |
| Squash Meadow Construction Inc. | Construction | $140,600 | $103,483 | 10 | <$5M | AI Deep Dive |
| Microtronic, Inc. | Manufacturing | $132,770 | $134,080 | 6 | <$5M | AI Deep Dive |
| Microtronic, Inc. | Manufacturing | $132,770 | $134,272 | 6 | <$5M | AI Deep Dive |
| Working Earth Organic Gardening & Landscaping, INC | Administrative and Support and Waste Management | $131,600 | $132,245 | 10 | <$5M | AI Deep Dive |
| Island Water Source Inc. | Construction | $129,500 | $100,051 | 5 | <$5M | AI Deep Dive |
| Indigo Farm INC | Agriculture, Forestry, Fishing and Hunting | $129,400 | $130,811 | 11 | <$5M | AI Deep Dive |
| Sea Spa Salon Inc. | Other Services (except Public Administration) | $128,100 | $22,529 | 11 | <$5M | AI Deep Dive |
| Martha's Vineyard Boys and Girls Club INC | Health Care and Social Assistance | $126,347 | $127,642 | 10 | <$5M | AI Deep Dive |
| Murdick's Fudge Company of Massachusetts INC | Retail Trade | $124,015 | $125,221 | 4 | <$5M | AI Deep Dive |
| Martha's Vineyard Boys and Girls Club INC | Health Care and Social Assistance | $123,850 | $125,044 | 17 | <$5M | AI Deep Dive |
| Courtney LLC | Retail Trade | $117,912 | $119,455 | 12 | <$5M | AI Deep Dive |
| Vineyard Cantina INC | Accommodation and Food Services | $112,559 | $113,835 | 16 | <$5M | AI Deep Dive |
| Vineyard Complimentary Medicine | Health Care and Social Assistance | $111,400 | $112,477 | 9 | <$5M | AI Deep Dive |
| Baumhofer Estes, Inc. | Construction | $110,100 | $111,436 | 8 | <$5M | AI Deep Dive |
| Edgartown Art Gallery Inc, | Accommodation and Food Services | $109,185 | $110,395 | 9 | <$5M | AI Deep Dive |
| Macphail's Corner Cafe INC | Accommodation and Food Services | $107,039 | $107,943 | 16 | <$5M | AI Deep Dive |
| Ppe&r Corp | Retail Trade | $105,000 | $106,024 | 7 | <$5M | AI Deep Dive |
| Innovative Publishing Company LLC | Information | $104,847 | $105,249 | 8 | <$5M | AI Deep Dive |
| Burnham and Magnuson Inc. | Construction | $103,500 | $104,195 | 4 | <$5M | AI Deep Dive |
| The Great Put On INC | Retail Trade | $102,713 | $103,868 | 12 | <$5M | AI Deep Dive |
| Innovative Publishing Company, Inc. | Information | $101,915 | $102,909 | 9 | <$5M | AI Deep Dive |
| Colonial Reproductions, INC | Construction | $100,650 | $101,444 | 5 | <$5M | AI Deep Dive |
| Shirt Tales; Blackwater; Paperstore | Accommodation and Food Services | $100,607 | $101,887 | 6 | <$5M | AI Deep Dive |
| Aquamarine Builders INC | Construction | $99,600 | $99,878 | 7 | <$5M | AI Deep Dive |