| Children's World a Bilingual Montessori | Unknown | $91,000 | $91,849 | 25 | N/A |  AI Deep Dive |
| Billy Oliver INC | Accommodation and Food Services | $90,535 | $91,321 | 6 | <$5M | AI Deep Dive |
| Southern Oregon Chiropractic - Ashland LLC | Health Care and Social Assistance | $90,091 | $90,792 | 7 | <$5M | AI Deep Dive |
| Domestic Solutions LLC | Accommodation and Food Services | $89,950 | $90,307 | 15 | <$5M | AI Deep Dive |
| Anthology Woods, LLC | Administrative and Support and Waste Management | $89,927 | $90,373 | 5 | <$5M | AI Deep Dive |
| Source3 LLC | Wholesale Trade | $89,797 | $90,341 | 11 | <$5M | AI Deep Dive |
| Skinner Aviation Inc. | Transportation and Warehousing | $89,700 | $90,530 | 8 | <$5M | AI Deep Dive |
| Tbs INC | Accommodation and Food Services | $88,120 | $89,160 | 20 | <$5M | AI Deep Dive |
| Harfst and Associates INC | Finance and Insurance | $88,000 | $88,907 | 11 | $5.7M | AI Deep Dive |
| Skinner Aviation INC | Transportation and Warehousing | $87,998 | $88,412 | 10 | <$5M | AI Deep Dive |
| Anthology Woods, LLC | Administrative and Support and Waste Management | $87,934 | $88,938 | 6 | <$5M | AI Deep Dive |
| Elizabeth Institute LLC | Health Care and Social Assistance | $87,688 | $88,764 | 5 | <$5M | AI Deep Dive |
| Whiskeytown LLC | Accommodation and Food Services | $87,500 | $87,905 | 17 | <$5M | AI Deep Dive |
| Caldera Brewing Company | Manufacturing | $87,399 | $88,532 | 11 | <$5M | AI Deep Dive |
| Siskiyou Optical | Retail Trade | $86,155 | $87,260 | 3 | <$5M | AI Deep Dive |
| El Paraiso Mexican Cuisine INC | Accommodation and Food Services | $86,041 | $86,418 | 14 | <$5M | AI Deep Dive |
| I&g the Breadboard LLC | Accommodation and Food Services | $85,900 | $86,752 | 24 | <$5M | AI Deep Dive |
| Amuse Restaurant INC | Accommodation and Food Services | $84,850 | $85,308 | 7 | <$5M | AI Deep Dive |
| Ashland Eatery INC | Accommodation and Food Services | $84,800 | $85,495 | 36 | $6.4M | AI Deep Dive |
| Mclellan Creative LLC | Professional, Scientific, and Technical Services | $84,065 | $84,512 | 6 | <$5M | AI Deep Dive |
| Beam Consulting & Ventures LLC | Accommodation and Food Services | $83,900 | $84,872 | 13 | <$5M | AI Deep Dive |
| Flavor the Restaurant LLC | Accommodation and Food Services | $83,409 | $83,825 | 8 | <$5M | AI Deep Dive |
| Herddogg, INC | Manufacturing | $83,000 | $83,796 | 7 | <$5M | AI Deep Dive |
| Geos Institute | Professional, Scientific, and Technical Services | $82,960 | $83,371 | 6 | <$5M | AI Deep Dive |
| Geos Institute | Other Services (except Public Administration) | $82,900 | $83,704 | 6 | <$5M | AI Deep Dive |