| Elderly Service, Inc. | Health Care and Social Assistance | $310,000 | $311,835 | 33 | N/A |  AI Deep Dive |
| Parent Child Center, Inc. | Health Care and Social Assistance | $285,670 | $287,462 | 28 | N/A | AI Deep Dive |
| Cutthroat Enterprises | Accommodation and Food Services | $266,400 | $269,173 | 53 | $9.4M | AI Deep Dive |
| Silver Creek Restaurant Company | Accommodation and Food Services | $258,559 | $262,434 | 24 | <$5M | AI Deep Dive |
| Addison Press, Inc. | Retail Trade | $240,350 | $242,622 | 30 | $7.1M | AI Deep Dive |
| Addison Press Inc. | Information | $240,350 | $242,523 | 26 | <$5M | AI Deep Dive |
| Middlebury Dining Inc. | Accommodation and Food Services | $238,000 | $240,080 | 23 | <$5M | AI Deep Dive |
| Tb & H Jacobs Inc. | Accommodation and Food Services | $231,266 | $233,509 | 18 | <$5M | AI Deep Dive |
| Elderly Services Inc. | Health Care and Social Assistance | $225,000 | $226,677 | 10 | N/A | AI Deep Dive |
| American Retroworks, Inc. D/b/a Good Point Recycling | Administrative and Support and Waste Management | $224,590 | $226,676 | 30 | $5.7M | AI Deep Dive |
| Court House Square, LLC | Accommodation and Food Services | $223,000 | $225,346 | 39 | $12.2M | AI Deep Dive |
| Bourdeau Bros. of Middlebury, Inc. | Wholesale Trade | $222,993 | $224,245 | 20 | $5.1M | AI Deep Dive |
| Otter Creek Engineering, Inc. | Professional, Scientific, and Technical Services | $220,100 | $221,987 | 16 | <$5M | AI Deep Dive |
| Middlebury Dental, L.l.c. | Health Care and Social Assistance | $208,393 | $210,711 | 17 | <$5M | AI Deep Dive |
| Middlebury Dental L.l.c. | Health Care and Social Assistance | $208,393 | $210,026 | 17 | <$5M | AI Deep Dive |
| Middlebury Volunteer Ambulance Association | Health Care and Social Assistance | $190,000 | $191,504 | 44 | N/A | AI Deep Dive |
| Middlebury Family Health | Health Care and Social Assistance | $189,700 | $190,799 | 18 | $5.6M | AI Deep Dive |
| Silver Creek Restaurant Company | Accommodation and Food Services | $184,685 | $186,426 | 39 | $6.9M | AI Deep Dive |
| Macintyre Services, LLC | Retail Trade | $183,027 | $184,346 | 12 | <$5M | AI Deep Dive |
| Rouse Tire Sales, Inc. | Retail Trade | $178,900 | $180,086 | 17 | <$5M | AI Deep Dive |
| County Tire Center, Inc. | Retail Trade | $174,285 | $175,282 | 12 | <$5M | AI Deep Dive |
| County Tire Center Inc. | Other Services (except Public Administration) | $174,285 | $175,813 | 12 | <$5M | AI Deep Dive |
| Beau Ties of Vermont LLC | Retail Trade | $167,034 | $168,036 | 36 | $10.9M | AI Deep Dive |
| Tb & H Jacobs, Inc. | Accommodation and Food Services | $165,190 | $166,607 | 41 | $7.3M | AI Deep Dive |
| Northeast Hemp Commodities, LLC | Agriculture, Forestry, Fishing and Hunting | $163,650 | $163,091 | 16 | <$5M | AI Deep Dive |