| Middlebury Area Land Trust | Public Administration | $14,000 | $14,103 | 3 | N/A | AI Deep Dive |
| Middlebury Area Land Trust | Public Administration | $14,000 | $14,106 | 3 | N/A | AI Deep Dive |
| Theresa Sawyer | Health Care and Social Assistance | $13,970 | $14,053 | 1 | <$5M | AI Deep Dive |
| Him and Her, LLC | Construction | $13,920 | $14,041 | 2 | <$5M | AI Deep Dive |
| Middlebury Studio School Inc. | Educational Services | $13,732 | $13,784 | 5 | <$5M | AI Deep Dive |
| Jeffrey Fifield DBA Fifield Border Acres | Agriculture, Forestry, Fishing and Hunting | $13,680 | $0 | 4 | <$5M | AI Deep Dive |
| The Gridley Group, LLC | Real Estate and Rental and Leasing | $13,200 | $13,312 | 2 | <$5M | AI Deep Dive |
| Addison Central Teens & Friends, Inc. | Other Services (except Public Administration) | $13,050 | $13,117 | 3 | N/A | AI Deep Dive |
| Texture, Inc. | Other Services (except Public Administration) | $13,000 | $13,132 | 4 | <$5M | AI Deep Dive |
| Texture Inc. | Other Services (except Public Administration) | $13,000 | $13,114 | 4 | <$5M | AI Deep Dive |
| Amanda Rheaume | Other Services (except Public Administration) | $12,922 | $13,025 | 1 | <$5M | AI Deep Dive |
| Middlebury Mountaineer INC | Retail Trade | $12,890 | $12,932 | 5 | <$5M | AI Deep Dive |
| Manshel Design LLC | Other Services (except Public Administration) | $12,300 | $12,419 | 1 | <$5M | AI Deep Dive |
| Magic Chinese Wok Inc. | Accommodation and Food Services | $12,282 | $12,383 | 4 | <$5M | AI Deep Dive |
| Kameny Design LLC | Professional, Scientific, and Technical Services | $12,145 | $12,249 | 1 | <$5M | AI Deep Dive |
| Kameny Design LLC | Professional, Scientific, and Technical Services | $12,145 | $12,222 | 1 | <$5M | AI Deep Dive |
| Venus Junchalong | Other Services (except Public Administration) | $11,582 | $11,639 | 1 | <$5M | AI Deep Dive |
| Middlebury Lock, LLC | Administrative and Support and Waste Management | $11,300 | $11,378 | 1 | <$5M | AI Deep Dive |
| Mary Claire Dehaven, Clsw | Health Care and Social Assistance | $11,100 | $11,203 | 1 | <$5M | AI Deep Dive |
| Distinctive Paint & Interiors, LLC | Retail Trade | $11,000 | $11,071 | 2 | <$5M | AI Deep Dive |
| Michael A. Castelli Counseling & Music Therapy, Plc | Health Care and Social Assistance | $10,785 | $10,854 | 1 | <$5M | AI Deep Dive |
| Vermont Shade and Blind LLC | Retail Trade | $10,500 | $10,565 | 2 | <$5M | AI Deep Dive |
| Buck Ridge Construction, LLC | Construction | $10,395 | $10,537 | 1 | <$5M | AI Deep Dive |
| Tim's Garage, LLC | Other Services (except Public Administration) | $10,250 | $10,310 | 1 | <$5M | AI Deep Dive |
| Emilo Construction, LLC | Construction | $10,030 | $10,120 | 1 | <$5M | AI Deep Dive |