| Embody Healing Center | Health Care and Social Assistance | $27,517 | $27,689 | 3 | <$5M | AI Deep Dive |
| Stephen Bacon LLC | Other Services (except Public Administration) | $27,426 | $27,589 | 4 | <$5M | AI Deep Dive |
| Wilderness Trails, Inc. | Health Care and Social Assistance | $27,400 | $27,570 | 5 | <$5M | AI Deep Dive |
| K5 Homes, Inc. | Construction | $27,344 | $27,532 | 2 | <$5M | AI Deep Dive |
| Nochistlence Incorporated | Accommodation and Food Services | $27,118 | $27,244 | 4 | <$5M | AI Deep Dive |
| First Presbyterian Church of Ashland | Other Services (except Public Administration) | $27,000 | $27,269 | 5 | N/A | AI Deep Dive |
| Wessler Design Associates Inc. | Professional, Scientific, and Technical Services | $26,635 | $26,771 | 2 | <$5M | AI Deep Dive |
| Shelstad Consulting Services DBA Inner Guide Expeditions | Accommodation and Food Services | $26,301 | $26,472 | 2 | <$5M | AI Deep Dive |
| Shelstad Consulting Services DBA Inner Guide Expeditions | Accommodation and Food Services | $26,301 | $26,512 | 2 | <$5M | AI Deep Dive |
| This Season's Color Inc. | Administrative and Support and Waste Management | $26,270 | $26,377 | 5 | <$5M | AI Deep Dive |
| Ashland Fence Company LLC | Construction | $25,974 | $26,104 | 2 | <$5M | AI Deep Dive |
| Bloomsbury Blends INC | Accommodation and Food Services | $25,939 | $26,040 | 1 | <$5M | AI Deep Dive |
| Erin E. Gould, LLC | Public Administration | $25,933 | $26,207 | 2 | N/A | AI Deep Dive |
| South Town Market LLC | Retail Trade | $25,900 | $26,155 | 6 | <$5M | AI Deep Dive |
| Cheers LLC | Accommodation and Food Services | $25,900 | $26,063 | 6 | <$5M | AI Deep Dive |
| Willow-Witt Ranch LLC | Agriculture, Forestry, Fishing and Hunting | $25,800 | $26,067 | 4 | <$5M | AI Deep Dive |
| Rogue Rowing | Arts, Entertainment, and Recreation | $25,400 | $25,644 | 2 | <$5M | AI Deep Dive |
| David P.a. Seulean, P.c. | Professional, Scientific, and Technical Services | $25,372 | $25,666 | 4 | <$5M | AI Deep Dive |
| Crater Lake Natural History Association, INC | Arts, Entertainment, and Recreation | $25,325 | $25,557 | 2 | <$5M | AI Deep Dive |
| Cashflow Heaven INC | Information | $25,302 | $25,611 | 4 | <$5M | AI Deep Dive |
| Jefferson Neurology LLC | Health Care and Social Assistance | $25,300 | $25,528 | 1 | <$5M | AI Deep Dive |
| Brothers K Building LLC | Construction | $25,048 | $25,196 | 2 | <$5M | AI Deep Dive |
| Organic Skin Care Boutique and Spa LLC | Other Services (except Public Administration) | $25,000 | $25,274 | 5 | <$5M | AI Deep Dive |
| Piccadilly Investments LLC | Retail Trade | $25,000 | $25,260 | 5 | <$5M | AI Deep Dive |
| Shree Jalaram Hospitality LLC | Accommodation and Food Services | $25,000 | $25,255 | 7 | <$5M | AI Deep Dive |