| Knight Dik Insurance Agency INC | Worcester | $253,772 | $255,677 | 17 | $8.7M | AI Deep Dive |
| Source One Financial Corporation | Braintree | $251,888 | $0 | 20 | $10.3M | AI Deep Dive |
| Dowling Insurance Agency INC | Braintree | $251,400 | $253,535 | 19 | $9.8M | AI Deep Dive |
| Contravisory Investment Management, Inc. | Norwell | $250,000 | $146,184 | 7 | <$5M | AI Deep Dive |
| Home & Auto Appraisal Bureau, Inc. | Dorchester | $248,900 | $252,160 | 35 | $15.4M | AI Deep Dive |
| Walter J. May Insurance Agency, Inc. | Hingham | $248,800 | $251,281 | 18 | $9.2M | AI Deep Dive |
| The Hanley Agency, Inc. | South Boston | $248,749 | $197,276 | 15 | $7.7M | AI Deep Dive |
| Mcclure Insurance Agency INC | West Springfield | $247,932 | $248,993 | 19 | $9.8M | AI Deep Dive |
| Ddm Insurance Solutions LLC | North Easton | $247,627 | $250,798 | 14 | $7.2M | AI Deep Dive |
| Hfc Settlement Services INC | Hingham | $247,312 | $0 | 22 | $11.3M | AI Deep Dive |
| All Checks Cashed INC | Dorchester | $245,500 | $247,839 | 37 | $19.0M | AI Deep Dive |
| Halstead Insurance Agency, Inc. | Fitchburg | $245,400 | $247,500 | 18 | $9.2M | AI Deep Dive |
| Money Experience INC | Boston | $245,000 | $248,103 | 7 | <$5M | AI Deep Dive |
| Feenan Holdings Inc. | Quincy | $243,235 | $245,816 | 14 | $7.2M | AI Deep Dive |
| Gilbert Insurance Agency INC | Reading | $241,337 | $243,241 | 19 | $9.8M | AI Deep Dive |
| Hadley Insurit Group Insurance Agency, Inc. | Fall River | $239,905 | $242,664 | 19 | $9.8M | AI Deep Dive |
| Shepherd Financial Partners LLC | Winchester | $239,212 | $240,235 | 11 | $5.7M | AI Deep Dive |
| State Financial Services INC | Boston | $238,997 | $229,548 | 44 | $22.6M | AI Deep Dive |
| Bcg Pension Risk Consultants INC | Braintree | $238,560 | $241,789 | 13 | $6.7M | AI Deep Dive |
| The Coyle Company Insurance Group LLC | Wellesley | $238,555 | $239,947 | 11 | $5.7M | AI Deep Dive |
| Divirgilio Insurance Agency, Inc. | Lynn | $237,500 | $239,222 | 11 | $5.7M | AI Deep Dive |
| Hannon-Murphy Insurance Associates, Inc. | Pembroke | $234,262 | $236,149 | 19 | $9.8M | AI Deep Dive |
| Ddm Insurance Solutions | North Easton | $233,752 | $235,888 | 13 | $6.7M | AI Deep Dive |
| Paul and Dixon Insurance Agency, Inc. | New Bedford | $233,300 | $235,710 | 15 | $7.7M | AI Deep Dive |
| United Consumer Finance, Inc. | Middleboro | $232,600 | $0 | 21 | $10.8M | AI Deep Dive |