| Eastern Dentists Insurance Company | Westborough | $425,145 | $427,440 | 23 | $11.8M | AI Deep Dive |
| Fitts Insurance Agency, Inc. | Southborough | $423,615 | $426,595 | 23 | $11.8M | AI Deep Dive |
| Samuel F Mccormick Co., Inc. | Braintree | $422,500 | $427,171 | 27 | $11.9M | AI Deep Dive |
| Monument Group, L.p. | Boston | $418,750 | $423,461 | 14 | $7.2M | AI Deep Dive |
| Roger Keith & Sons Insurance Agency, Inc. | Brockton | $414,323 | $417,039 | 24 | $12.3M | AI Deep Dive |
| Eastern States Insurance Agency, Inc. | Waltham | $409,400 | $457,695 | 24 | $12.3M | AI Deep Dive |
| Gallant Insurance Agency Inc. | Acton | $408,925 | $412,196 | 28 | $14.4M | AI Deep Dive |
| New England Insurance Group, LLC | Needham Heights | $403,545 | $430,817 | 35 | $18.0M | AI Deep Dive |
| Finck & Perras Insurance Agency INC | Easthampton | $401,700 | $405,233 | 30 | $15.4M | AI Deep Dive |
| Homestead Mortgage LLC | Centerville | $398,850 | $402,794 | 25 | $12.8M | AI Deep Dive |
| Smw Adjusters, Inc. | Wellesley Hills | $394,200 | $398,768 | 14 | $7.2M | AI Deep Dive |
| Covington Associates, LLC | Boston | $394,100 | $398,667 | 16 | $8.2M | AI Deep Dive |
| Herbert H. Landy Insurance Agency, Inc. | Norwood | $385,700 | $388,378 | 26 | $13.4M | AI Deep Dive |
| Armstrong Partners, Inc. | Needham | $384,600 | $387,993 | 17 | $8.7M | AI Deep Dive |
| American Cycle Finance, Inc. | Marlborough | $382,500 | $0 | 23 | $11.8M | AI Deep Dive |
| Waterway Capital | Boston | $381,370 | $384,050 | 15 | $7.7M | AI Deep Dive |
| Wingate Wealth Advisors LLC | Lexington | $380,700 | $0 | 18 | $9.2M | AI Deep Dive |
| Hospitality Mutual Insurance | Southborough | $376,800 | $378,820 | 22 | $9.7M | AI Deep Dive |
| Beaumont Capital Management, LLC | Needham Heights | $375,000 | $379,022 | 24 | $12.3M | AI Deep Dive |
| Capital Analysts of New England Inc. | Braintree | $373,000 | $376,927 | 20 | $10.3M | AI Deep Dive |
| Agis Capital LLC | Boston | $372,227 | $374,756 | 19 | $9.8M | AI Deep Dive |
| Array Services, LLC | Wellesley Hills | $371,900 | $375,764 | 25 | $12.8M | AI Deep Dive |
| State Fund Insurance Agency INC | Boston | $370,383 | $373,245 | 21 | $10.8M | AI Deep Dive |
| Fincura, Inc. | Boston | $367,230 | $371,361 | 9 | <$5M | AI Deep Dive |
| Various Insureds | Southborough | $361,960 | $363,297 | 21 | $10.8M | AI Deep Dive |