| Lowe Energy Design INC | Construction | $38,500 | $39,026 | 5 | <$5M |  AI Deep Dive |
| Eastland Landscape | Administrative and Support and Waste Management | $36,500 | $36,828 | 7 | <$5M | AI Deep Dive |
| Island Children's School, Inc. | Health Care and Social Assistance | $36,300 | $36,475 | 5 | N/A | AI Deep Dive |
| P&p Masonry Mv INC | Construction | $35,036 | $35,476 | 4 | <$5M | AI Deep Dive |
| Geoffrey Patterson | Construction | $33,668 | $33,902 | 2 | <$5M | AI Deep Dive |
| P&p Masonry Mv INC | Construction | $32,500 | $32,900 | 3 | <$5M | AI Deep Dive |
| Rosemarie Willett DBA North Tisbury Farm and Market | Agriculture, Forestry, Fishing and Hunting | $31,500 | $19,117 | 15 | <$5M | AI Deep Dive |
| Stephen J Gallagher | Construction | $30,800 | $21,108 | 1 | <$5M | AI Deep Dive |
| Maciel Land and Tree LLC | Administrative and Support and Waste Management | $30,000 | $30,254 | 3 | <$5M | AI Deep Dive |
| Contact Stone INC | Construction | $30,000 | $30,104 | 2 | <$5M | AI Deep Dive |
| Tdr Landscaping & Irrigation INC | Administrative and Support and Waste Management | $29,945 | $30,330 | 5 | <$5M | AI Deep Dive |
| The Grill On Main INC | Accommodation and Food Services | $27,700 | $27,844 | 8 | <$5M | AI Deep Dive |
| Martha's Vineyard Glassworks, Inc. | Manufacturing | $26,700 | $26,986 | 5 | <$5M | AI Deep Dive |
| Martha's Vineyard Glassworks Inc. | Manufacturing | $24,947 | $25,250 | 4 | <$5M | AI Deep Dive |
| Tea Lane Real Estate LLC | Real Estate and Rental and Leasing | $24,700 | $24,828 | 2 | <$5M | AI Deep Dive |
| First Congregational Church of West Tisbury | Other Services (except Public Administration) | $24,600 | $24,751 | 2 | N/A | AI Deep Dive |
| Martha's Vineyard Agricultural Society | Other Services (except Public Administration) | $24,000 | $24,155 | 4 | N/A | AI Deep Dive |
| Mcarthur Tree Care | Agriculture, Forestry, Fishing and Hunting | $23,300 | $22,993 | 3 | <$5M | AI Deep Dive |
| Saunier's Heather Gardens, Inc. | Retail Trade | $22,946 | $23,121 | 6 | <$5M | AI Deep Dive |
| Martha's Vineyard Agricultural Society INC | Other Services (except Public Administration) | $22,760 | $22,822 | 3 | N/A | AI Deep Dive |
| Debra Cedeno | Professional, Scientific, and Technical Services | $22,600 | $21,052 | 1 | <$5M | AI Deep Dive |
| Randi Baird | Professional, Scientific, and Technical Services | $22,325 | $22,508 | 1 | <$5M | AI Deep Dive |
| All Phaze Excavation, INC | Construction | $21,600 | $21,733 | 3 | <$5M | AI Deep Dive |
| Comfort Air Solutions, Inc. | Construction | $21,530 | $21,715 | 1 | <$5M | AI Deep Dive |
| Alyssa M Dubin | Real Estate and Rental and Leasing | $20,833 | $20,938 | 1 | <$5M | AI Deep Dive |