| R & R Rapido Corporation | Transportation and Warehousing | $202,610 | $203,809 | 20 | <$5M |  AI Deep Dive |
| Post Road Auto Body Shop INC | Other Services (except Public Administration) | $193,086 | $194,488 | 11 | <$5M | AI Deep Dive |
| Greenwich Historical Society INC | Arts, Entertainment, and Recreation | $189,760 | $191,257 | 26 | N/A | AI Deep Dive |
| Greewich Historical Society, Inc. | Arts, Entertainment, and Recreation | $189,700 | $190,765 | 13 | N/A | AI Deep Dive |
| Greenwich Adult Day Care, Inc. | Health Care and Social Assistance | $187,076 | $188,349 | 15 | N/A | AI Deep Dive |
| James R. Santaguida LLC | Administrative and Support and Waste Management | $183,500 | $184,651 | 20 | <$5M | AI Deep Dive |
| Garrick F. Wong, Dmd, Ltd. | Health Care and Social Assistance | $179,100 | $55,325 | 4 | <$5M | AI Deep Dive |
| R.m. Harris Electrical Contractors Inc. | Construction | $175,000 | $176,813 | 10 | <$5M | AI Deep Dive |
| Rm Harris Electrical Contractors | Construction | $175,000 | $176,206 | 13 | <$5M | AI Deep Dive |
| Leon Tennis LLC | Arts, Entertainment, and Recreation | $168,490 | $170,720 | 12 | <$5M | AI Deep Dive |
| Leon Tennis LLC | Arts, Entertainment, and Recreation | $168,489 | $171,046 | 12 | <$5M | AI Deep Dive |
| Joseph F Risoli, Pe, LLC | Unknown | $155,000 | $156,523 | 10 | N/A | AI Deep Dive |
| R & R Rapido Corporation | Transportation and Warehousing | $152,307 | $154,327 | 14 | <$5M | AI Deep Dive |
| Bridges School Early Childhood Program, Inc. | Health Care and Social Assistance | $150,864 | $152,762 | 22 | N/A | AI Deep Dive |
| Wernert Associates INC | Construction | $150,692 | $151,914 | 8 | <$5M | AI Deep Dive |
| Bridges School Early Childhood Program INC | Health Care and Social Assistance | $150,000 | $151,025 | 22 | N/A | AI Deep Dive |
| Cos Cob Diner LLC | Accommodation and Food Services | $144,721 | $145,546 | 5 | <$5M | AI Deep Dive |
| Greenwich Construction, LLC | Accommodation and Food Services | $136,700 | $137,666 | 10 | <$5M | AI Deep Dive |
| Lynn Carnegie LLC | Educational Services | $131,530 | $132,103 | 12 | <$5M | AI Deep Dive |
| Lynn Carnegie, LLC | Educational Services | $131,500 | $132,203 | 17 | <$5M | AI Deep Dive |
| Philip Russell, LLC | Professional, Scientific, and Technical Services | $129,300 | $130,274 | 7 | <$5M | AI Deep Dive |
| Jeff Greco Landscaping LLC | Professional, Scientific, and Technical Services | $121,956 | $122,584 | 18 | <$5M | AI Deep Dive |
| Wernert Associates INC | Construction | $118,682 | $119,415 | 7 | $8.0M | AI Deep Dive |
| D P T Enterprises INC | Accommodation and Food Services | $116,075 | $117,350 | 14 | <$5M | AI Deep Dive |
| Jeff Greco Landscaping LLC | Administrative and Support and Waste Management | $114,500 | $115,237 | 15 | <$5M | AI Deep Dive |