| Wakeman Memorial Association, INC | Other Services (except Public Administration) | $319,800 | $322,744 | 96 | N/A |  AI Deep Dive |
| 18 Harbor Point Hospitality INC | Accommodation and Food Services | $313,600 | $316,203 | 45 | $8.0M | AI Deep Dive |
| Elinco International Jpc, Inc. | Wholesale Trade | $313,560 | $316,361 | 18 | $5.5M | AI Deep Dive |
| Riclos S.p.a. | Accommodation and Food Services | $309,659 | $313,271 | 23 | <$5M | AI Deep Dive |
| Felner Corporation | Real Estate and Rental and Leasing | $301,500 | $303,507 | 20 | <$5M | AI Deep Dive |
| Simplistic LLC | Retail Trade | $300,608 | $303,359 | 28 | $7.0M | AI Deep Dive |
| Old Post Tavern LLC | Accommodation and Food Services | $297,500 | $300,076 | 33 | $5.9M | AI Deep Dive |
| John J. Masi Company, Inc. | Administrative and Support and Waste Management | $295,400 | $297,190 | 85 | $18.4M | AI Deep Dive |
| Yankee Electric Construction Company, Inc. | Construction | $294,300 | $295,929 | 20 | $6.6M | AI Deep Dive |
| Mecha Noodle Bar LLC | Accommodation and Food Services | $291,400 | $295,120 | 44 | $7.8M | AI Deep Dive |
| Quality Eats LLC | Accommodation and Food Services | $287,100 | $288,663 | 22 | <$5M | AI Deep Dive |
| Fairfield Theatre Company, Inc. | Arts, Entertainment, and Recreation | $286,593 | $289,411 | 38 | N/A | AI Deep Dive |
| Operation Hope of Fairfield INC | Health Care and Social Assistance | $286,200 | $289,799 | 26 | <$5M | AI Deep Dive |
| Irish Hound LLC | Accommodation and Food Services | $283,274 | $285,797 | 22 | <$5M | AI Deep Dive |
| Oconnell Group LLC | Administrative and Support and Waste Management | $276,667 | $279,161 | 11 | <$5M | AI Deep Dive |
| O'connell Group Ll | Administrative and Support and Waste Management | $276,600 | $278,548 | 17 | <$5M | AI Deep Dive |
| 1177 Group INC | Accommodation and Food Services | $269,640 | $271,531 | 35 | $6.2M | AI Deep Dive |
| Allergy & Asthma Care | Health Care and Social Assistance | $269,062 | $272,029 | 19 | $6.0M | AI Deep Dive |
| Innovation in Medtech, LLC | Information | $267,669 | $270,278 | 17 | <$5M | AI Deep Dive |
| Clean Air Group, Inc. | Wholesale Trade | $267,000 | $271,206 | 15 | <$5M | AI Deep Dive |
| B Square Burger Co., LLC | Accommodation and Food Services | $266,500 | $268,296 | 50 | $8.9M | AI Deep Dive |
| Southport Tavern LLC | Accommodation and Food Services | $264,200 | $265,952 | 24 | <$5M | AI Deep Dive |
| Back to Front LLC | Accommodation and Food Services | $264,000 | $266,814 | 12 | <$5M | AI Deep Dive |
| Allergy & Asthma Care of Fairfield County LLC | Health Care and Social Assistance | $259,463 | $262,036 | 13 | <$5M | AI Deep Dive |
| Brick and Wood LLC | Accommodation and Food Services | $250,805 | $253,828 | 40 | $7.1M | AI Deep Dive |