| Bite On the Go INC | Accommodation and Food Services | $84,500 | $85,447 | 13 | <$5M |  AI Deep Dive |
| David Finkelstein Od and Ryan Shea Od LLC | Health Care and Social Assistance | $84,500 | $85,155 | 4 | <$5M | AI Deep Dive |
| Offshore Engineering | Professional, Scientific, and Technical Services | $82,543 | $66,706 | 6 | <$5M | AI Deep Dive |
| Vineyard Conservation Society, INC | Other Services (except Public Administration) | $82,000 | $82,546 | 4 | N/A | AI Deep Dive |
| Trademark Services LLC | Construction | $81,200 | $81,683 | 7 | $8.0M | AI Deep Dive |
| Martha's Vineyard Chamber of Commerce INC | Administrative and Support and Waste Management | $80,735 | $81,117 | 12 | <$5M | AI Deep Dive |
| L & P Simmons INC | Construction | $80,632 | $81,111 | 5 | <$5M | AI Deep Dive |
| Copper Wok Inc. | Accommodation and Food Services | $79,071 | $79,971 | 15 | <$5M | AI Deep Dive |
| Gannon & Benjamin Inc. | Manufacturing | $78,909 | $79,272 | 10 | <$5M | AI Deep Dive |
| Coastwise Packet Company | Administrative and Support and Waste Management | $78,398 | $79,021 | 18 | $5.7M | AI Deep Dive |
| Vineyard Haven Restaurant Associates LLC | Accommodation and Food Services | $77,163 | $78,154 | 172 | $30.5M | AI Deep Dive |
| Bite On the Go INC | Accommodation and Food Services | $77,000 | $77,989 | 12 | <$5M | AI Deep Dive |
| The Resource Inc. for Community and Economic Development | Other Services (except Public Administration) | $75,598 | $75,984 | 5 | N/A | AI Deep Dive |
| Martha's Vineyard Center for Living | Health Care and Social Assistance | $75,000 | $75,473 | 10 | N/A | AI Deep Dive |
| Mvmedshop INC | Retail Trade | $75,000 | $75,495 | 9 | <$5M | AI Deep Dive |
| Yu Asian Bistro LLC | Accommodation and Food Services | $74,169 | $75,018 | 5 | <$5M | AI Deep Dive |
| Paradise Dental Group P C | Health Care and Social Assistance | $73,980 | $74,833 | 5 | <$5M | AI Deep Dive |
| Michael Loberg | Health Care and Social Assistance | $73,756 | $74,173 | 8 | <$5M | AI Deep Dive |
| Mink Meadows Association, Inc. | Arts, Entertainment, and Recreation | $73,300 | $73,616 | 6 | <$5M | AI Deep Dive |
| Island Dentistry, P.c. | Health Care and Social Assistance | $72,627 | $73,466 | 7 | <$5M | AI Deep Dive |
| Warren Electric Corporation | Construction | $72,595 | $73,301 | 6 | <$5M | AI Deep Dive |
| Karpet Kare INC | Retail Trade | $72,592 | $73,203 | 7 | <$5M | AI Deep Dive |
| William H Russell | Construction | $72,500 | $73,318 | 1 | <$5M | AI Deep Dive |
| Marthas Vineyard Center for Living | Health Care and Social Assistance | $72,305 | $72,679 | 10 | N/A | AI Deep Dive |
| Island Star Partnership LLC | Retail Trade | $71,053 | $0 | 6 | <$5M | AI Deep Dive |