| Leland Siding & Windows Inc. | Construction | $36,250 | $36,550 | 2 | <$5M | AI Deep Dive |
| Ctmd LLC | Accommodation and Food Services | $36,000 | $36,292 | 7 | <$5M | AI Deep Dive |
| Colonial Engineering, Inc. | Professional, Scientific, and Technical Services | $35,570 | $35,792 | 5 | <$5M | AI Deep Dive |
| Gold Star Lacrosse, LLC | Arts, Entertainment, and Recreation | $35,000 | $35,302 | 2 | <$5M | AI Deep Dive |
| Medway Szechuan Garden | Accommodation and Food Services | $35,000 | $35,297 | 5 | <$5M | AI Deep Dive |
| True Performance Training, LLC | Arts, Entertainment, and Recreation | $34,500 | $34,857 | 5 | <$5M | AI Deep Dive |
| Condon Hardware, Inc. | Retail Trade | $34,030 | $34,279 | 5 | <$5M | AI Deep Dive |
| Ye Chan INC | Accommodation and Food Services | $34,002 | $34,153 | 6 | <$5M | AI Deep Dive |
| Medway Fitness INC | Arts, Entertainment, and Recreation | $33,861 | $34,143 | 2 | <$5M | AI Deep Dive |
| Performance Plumbing and Heating, Inc. | Construction | $33,610 | $33,787 | 2 | <$5M | AI Deep Dive |
| Classic Tile Inc. | Retail Trade | $33,447 | $33,700 | 3 | <$5M | AI Deep Dive |
| Classic Tile INC | Construction | $33,447 | $33,761 | 3 | <$5M | AI Deep Dive |
| Molly's Apothecary Ltd | Other Services (except Public Administration) | $32,947 | $33,300 | 17 | <$5M | AI Deep Dive |
| Medway Beverages, Inc. | Retail Trade | $32,700 | $33,117 | 6 | <$5M | AI Deep Dive |
| The Evangelical Congregational Society in Medway | Other Services (except Public Administration) | $32,560 | $32,845 | 7 | N/A | AI Deep Dive |
| Molly's Apothecary Ltd | Other Services (except Public Administration) | $32,200 | $32,546 | 36 | $6.9M | AI Deep Dive |
| Galante's Restaurant Corporation | Accommodation and Food Services | $31,925 | $32,113 | 4 | <$5M | AI Deep Dive |
| Tbr Associates, Inc. | Finance and Insurance | $31,698 | $31,893 | 1 | <$5M | AI Deep Dive |
| O'connell Brothers Painting | Construction | $30,632 | $21,009 | 2 | <$5M | AI Deep Dive |
| Afacr, LLC | Construction | $30,500 | $30,882 | 2 | <$5M | AI Deep Dive |
| Ann M. Irons, Cpa, LLC | Professional, Scientific, and Technical Services | $29,669 | $30,053 | 3 | <$5M | AI Deep Dive |
| T.l.c. Cleaners, Inc. | Other Services (except Public Administration) | $29,620 | $29,929 | 5 | <$5M | AI Deep Dive |
| Hang Tai Enterprises, L.l.c. | Accommodation and Food Services | $29,360 | $29,570 | 9 | <$5M | AI Deep Dive |
| Willowbrook Landscape | Administrative and Support and Waste Management | $28,832 | $28,986 | 3 | <$5M | AI Deep Dive |
| Chris Hayes, INC DBA Willowbrook Landscape Co | Administrative and Support and Waste Management | $28,831 | $29,066 | 3 | <$5M | AI Deep Dive |