| Worcester Natural History Society | Arts, Entertainment, and Recreation | $409,700 | $412,944 | 61 | N/A | AI Deep Dive |
| Smarter Staffing Partners Inc. | Administrative and Support and Waste Management | $408,485 | $412,167 | 27 | <$5M | AI Deep Dive |
| Nine Points Woodworking, Inc. | Manufacturing | $402,800 | $404,904 | 34 | $8.9M | AI Deep Dive |
| Ginseng Up Corporation | Manufacturing | $402,530 | $405,011 | 33 | $11.6M | AI Deep Dive |
| Grace Excel Healthcare Services LLC | Health Care and Social Assistance | $398,267 | $0 | 67 | $11.5M | AI Deep Dive |
| Custom Insulation Company, Inc. | Construction | $397,600 | $400,476 | 36 | $9.1M | AI Deep Dive |
| Ace Medical Services, Inc. | Health Care and Social Assistance | $395,000 | $398,500 | 97 | $16.6M | AI Deep Dive |
| Hopduvel Enterprises Inc-Sba Small 7a Term | Unknown | $393,750 | $171,618 | 40 | N/A | AI Deep Dive |
| Lauring Construction Co., Inc. | Construction | $389,600 | $392,365 | 50 | $57.0M | AI Deep Dive |
| Four Way Meat Corp | Retail Trade | $385,300 | $390,031 | 51 | $12.7M | AI Deep Dive |
| Oliver M. Dean, Inc. | Wholesale Trade | $384,600 | $387,593 | 19 | $5.8M | AI Deep Dive |
| Visimark Inc. | Manufacturing | $382,458 | $384,742 | 25 | $6.5M | AI Deep Dive |
| Lamoureux Pagano Associates|architects Inc. | Professional, Scientific, and Technical Services | $381,232 | $383,196 | 19 | $5.9M | AI Deep Dive |
| Saeilo, Inc. | Manufacturing | $380,840 | $386,119 | 56 | $13.7M | AI Deep Dive |
| Center for Applied Behavioral Instruction, Inc. | Educational Services | $378,006 | $952,680 | 89 | N/A | AI Deep Dive |
| Killeen Machine and Tool Co. INC | Manufacturing | $377,252 | $379,640 | 30 | $7.3M | AI Deep Dive |
| Raymond James Restoration INC | Construction | $376,997 | $381,552 | 24 | $8.2M | AI Deep Dive |
| Raymond James Restoration, INC | Construction | $376,990 | $380,659 | 24 | <$5M | AI Deep Dive |
| Omni Healthcare Staffing INC | Health Care and Social Assistance | $376,700 | $379,557 | 44 | $7.5M | AI Deep Dive |
| Peter Garabedian Plumbing | Construction | $375,347 | $379,882 | 26 | $8.2M | AI Deep Dive |
| Worcester Ophthalmology Associates INC | Health Care and Social Assistance | $374,777 | $376,451 | 26 | $8.2M | AI Deep Dive |
| Worcester Ophthalmology Associates, Inc. | Health Care and Social Assistance | $374,777 | $377,940 | 30 | $9.4M | AI Deep Dive |
| S.i. Howard Glass Co., Inc. | Construction | $373,700 | $377,966 | 39 | $9.0M | AI Deep Dive |
| Worcester Internal Medicine, Inc. | Health Care and Social Assistance | $372,092 | $376,433 | 35 | $11.0M | AI Deep Dive |
| Mountain Dearborn & Whiting LLP | Professional, Scientific, and Technical Services | $370,113 | $372,719 | 22 | $5.3M | AI Deep Dive |