| Bettencourt Irrigation & Landscaping, INC | Utilities | $46,029 | $46,508 | 6 | N/A |  AI Deep Dive |
| St Andrew's Episcopal Church | Other Services (except Public Administration) | $45,751 | $46,067 | 5 | N/A | AI Deep Dive |
| Daves Handyman Services INC | Construction | $45,538 | $45,952 | 4 | <$5M | AI Deep Dive |
| Judicial Management Services LLC | Administrative and Support and Waste Management | $44,310 | $44,535 | 4 | <$5M | AI Deep Dive |
| Lucky Hanks Restaurant and Cafe Inc. | Accommodation and Food Services | $42,725 | $43,234 | 7 | <$5M | AI Deep Dive |
| Boucle INC | Other Services (except Public Administration) | $42,223 | $42,659 | 2 | <$5M | AI Deep Dive |
| Cars Unlimited INC | Other Services (except Public Administration) | $41,700 | $42,152 | 5 | <$5M | AI Deep Dive |
| D.t. Garvin Construction LLC | Construction | $41,700 | $41,997 | 2 | <$5M | AI Deep Dive |
| Detente LLC | Accommodation and Food Services | $40,700 | $40,950 | 3 | <$5M | AI Deep Dive |
| The Depot | Retail Trade | $40,600 | $41,145 | 6 | <$5M | AI Deep Dive |
| Kaplan & Associates, PC | Professional, Scientific, and Technical Services | $38,876 | $39,273 | 3 | <$5M | AI Deep Dive |
| Enhance Mv, INC | Other Services (except Public Administration) | $38,070 | $38,467 | 4 | <$5M | AI Deep Dive |
| South Summer Mv, LLC | Real Estate and Rental and Leasing | $38,023 | $38,470 | 2 | <$5M | AI Deep Dive |
| Premier Chef Services, Inc. | Accommodation and Food Services | $37,532 | $38,016 | 2 | <$5M | AI Deep Dive |
| Ihay, Inc. | Administrative and Support and Waste Management | $37,200 | $37,429 | 2 | <$5M | AI Deep Dive |
| Soph Matt, LLC | Professional, Scientific, and Technical Services | $37,083 | $37,537 | 1 | <$5M | AI Deep Dive |
| Slw INC | Retail Trade | $37,000 | $37,210 | 4 | <$5M | AI Deep Dive |
| Mv Spearpoint | Agriculture, Forestry, Fishing and Hunting | $36,500 | $36,853 | 4 | <$5M | AI Deep Dive |
| Leo Mchugh Builders, INC | Real Estate and Rental and Leasing | $35,209 | $35,531 | 2 | <$5M | AI Deep Dive |
| Frederick Hurley | Accommodation and Food Services | $34,952 | $35,339 | 4 | <$5M | AI Deep Dive |
| Edgartown Pizza INC | Accommodation and Food Services | $34,500 | $34,721 | 4 | <$5M | AI Deep Dive |
| T C Pierce Enterprises INC | Construction | $34,300 | $34,670 | 2 | <$5M | AI Deep Dive |
| 41 Degrees North Construction INC | Construction | $34,200 | $33,873 | 2 | <$5M | AI Deep Dive |
| Enhance Mv INC | Other Services (except Public Administration) | $32,237 | $32,632 | 3 | <$5M | AI Deep Dive |
| Deercrest Company, LLC | Professional, Scientific, and Technical Services | $32,100 | $71,992 | 6 | <$5M | AI Deep Dive |