| Penguin Holdings LLC | Accommodation and Food Services | $381,734 | $385,558 | 31 | $5.5M |  AI Deep Dive |
| Stephen Gamble INC | Manufacturing | $375,560 | $378,400 | 40 | $39.7M | AI Deep Dive |
| Champion Holding LLC | Agriculture, Forestry, Fishing and Hunting | $372,710 | $0 | 19 | <$5M | AI Deep Dive |
| Interconnexia Usa, Inc. | Information | $372,160 | $377,165 | 49 | $8.2M | AI Deep Dive |
| Charter Realty & Development Corp | Real Estate and Rental and Leasing | $370,612 | $377,151 | 21 | <$5M | AI Deep Dive |
| The Nantucket Project LLC | Information | $367,105 | $370,062 | 18 | <$5M | AI Deep Dive |
| J S Legacy LLC | Accommodation and Food Services | $364,602 | $369,281 | 20 | <$5M | AI Deep Dive |
| Greenwich Premier Services Co. | Real Estate and Rental and Leasing | $362,000 | $364,685 | 27 | <$5M | AI Deep Dive |
| Chabad Lubavitch of Greenwich Inc. | Other Services (except Public Administration) | $361,740 | $365,367 | 42 | $8.0M | AI Deep Dive |
| Brenwood Hospitality LLC | Accommodation and Food Services | $361,700 | $364,634 | 83 | $26.0M | AI Deep Dive |
| Pentalpha Surveillance LLC | Finance and Insurance | $360,582 | $364,980 | 23 | $11.8M | AI Deep Dive |
| Portico Holdings LLC | Finance and Insurance | $358,539 | $363,185 | 14 | $7.2M | AI Deep Dive |
| Townhouse Greenwich LLC | Accommodation and Food Services | $352,362 | $355,577 | 29 | $5.1M | AI Deep Dive |
| Ramze Zakka INC | Accommodation and Food Services | $352,143 | $331,607 | 31 | $5.5M | AI Deep Dive |
| Ramze Zakka INC | Accommodation and Food Services | $352,143 | $354,844 | 31 | $5.5M | AI Deep Dive |
| Ramze Zakka INC | Accommodation and Food Services | $352,143 | $354,670 | 31 | $5.5M | AI Deep Dive |
| Shoes N More Retail Connecticut LLC | Retail Trade | $349,716 | $354,315 | 26 | $7.2M | AI Deep Dive |
| Nichols MD of Greenwich, PC | Health Care and Social Assistance | $348,507 | $353,289 | 10 | <$5M | AI Deep Dive |
| Merry Go Round INC | Health Care and Social Assistance | $347,443 | $349,861 | 43 | N/A | AI Deep Dive |
| Stephen Gamble INC | Manufacturing | $342,597 | $345,225 | 30 | $29.8M | AI Deep Dive |
| Homestead Associates, LLC | Accommodation and Food Services | $338,825 | $343,456 | 45 | $14.1M | AI Deep Dive |
| Evolvere Health, LLC | Health Care and Social Assistance | $333,891 | $336,928 | 14 | <$5M | AI Deep Dive |
| Fairfield House & Garden Company | Retail Trade | $332,500 | $334,213 | 20 | <$5M | AI Deep Dive |
| Eiger Marketing Group LLC | Professional, Scientific, and Technical Services | $331,000 | $333,501 | 14 | <$5M | AI Deep Dive |
| Desrosier of Greenwich INC | Professional, Scientific, and Technical Services | $325,895 | $327,673 | 18 | <$5M | AI Deep Dive |