| Mike's Auto & Towing, Inc. | Other Services (except Public Administration) | $36,700 | $36,918 | 5 | <$5M | AI Deep Dive |
| Middlebury Wood Products, Inc. | Retail Trade | $36,300 | $36,536 | 4 | <$5M | AI Deep Dive |
| Denise Fleming | Health Care and Social Assistance | $35,599 | $35,838 | 4 | <$5M | AI Deep Dive |
| Autumn Gold, Inc. | Retail Trade | $35,050 | $35,423 | 5 | <$5M | AI Deep Dive |
| American Land Title, LLC | Professional, Scientific, and Technical Services | $34,650 | $35,021 | 3 | <$5M | AI Deep Dive |
| Mechanical Advantage, LLC | Professional, Scientific, and Technical Services | $34,500 | $34,791 | 3 | <$5M | AI Deep Dive |
| Addison County Court Diversion & Community Justice Projects | Public Administration | $34,120 | $34,422 | 4 | N/A | AI Deep Dive |
| Trinitas Advisors LLC | Professional, Scientific, and Technical Services | $33,900 | $34,167 | 2 | <$5M | AI Deep Dive |
| C David Belcher LLC | Professional, Scientific, and Technical Services | $33,417 | $33,661 | 3 | <$5M | AI Deep Dive |
| Yellow House Community LLC | Health Care and Social Assistance | $32,545 | $32,826 | 6 | <$5M | AI Deep Dive |
| Mdy Taxes INC | Professional, Scientific, and Technical Services | $32,200 | $32,651 | 7 | <$5M | AI Deep Dive |
| Mdy Taxes INC | Retail Trade | $32,200 | $32,447 | 7 | <$5M | AI Deep Dive |
| Stone Leaf Teahouse LLC | Accommodation and Food Services | $31,388 | $31,618 | 5 | <$5M | AI Deep Dive |
| Meadowbrook Equine, LLC | Professional, Scientific, and Technical Services | $31,320 | $31,488 | 3 | <$5M | AI Deep Dive |
| Addison Residential, LLC | Professional, Scientific, and Technical Services | $30,625 | $30,980 | 5 | <$5M | AI Deep Dive |
| Middlebury Inn On the Green | Accommodation and Food Services | $29,900 | $30,210 | 6 | <$5M | AI Deep Dive |
| Sheldon Art Museum, Archaeological and Historical Society | Arts, Entertainment, and Recreation | $29,500 | $29,687 | 5 | N/A | AI Deep Dive |
| Sheldon Art Museum Archaeological and Historical Society | Arts, Entertainment, and Recreation | $29,500 | $29,765 | 5 | N/A | AI Deep Dive |
| Dochop INC Pc-Sba Small 7a Term | Unknown | $28,975 | $29,286 | 4 | N/A | AI Deep Dive |
| Dochop INC PC | Health Care and Social Assistance | $28,860 | $29,059 | 4 | <$5M | AI Deep Dive |
| Dunn Baker, Inc. | Retail Trade | $28,000 | $28,193 | 8 | <$5M | AI Deep Dive |
| Soriano Insurance Agency, Inc. | Finance and Insurance | $28,000 | $28,178 | 3 | <$5M | AI Deep Dive |
| St. Stephen's Episcopal Church | Other Services (except Public Administration) | $28,000 | $28,178 | 10 | N/A | AI Deep Dive |
| Dunn Baker Inc. | Retail Trade | $28,000 | $28,208 | 6 | <$5M | AI Deep Dive |
| Tom Bodette Landscaping & Excavating, Inc. | Construction | $27,500 | $27,796 | 5 | <$5M | AI Deep Dive |