| Oregon Shakespeare Festival Association | Arts, Entertainment, and Recreation | $5,495,700 | $4,872,413 | 118 | N/A |  Research |
| Blackstone Audio, Inc. | Retail Trade | $2,336,200 | $2,362,122 | 200 | $31.2M | Research |
| Neuman Hotel Group LLC | Accommodation and Food Services | $2,000,000 | $2,022,575 | 172 | $53.8M | Research |
| Coming Attractions Theatres INC | Information | $1,593,570 | $1,611,558 | 204 | $34.3M | Research |
| Coming Attractions Theatres, Inc. | Information | $1,593,570 | $1,617,539 | 357 | $60.0M | Research |
| Darex LLC | Manufacturing | $1,573,200 | $1,586,660 | 112 | $29.3M | Research |
| Ashland Food Cooperative | Retail Trade | $1,513,700 | $1,531,118 | 160 | $40.0M | Research |
| Adroit Construction Co INC | Construction | $1,470,846 | $1,478,672 | 103 | $117.4M | Research |
| Summitt Forests Inc. | Agriculture, Forestry, Fishing and Hunting | $1,379,843 | $1,391,562 | 268 | $13.5M | Research |
| Butler Automotive Group | Retail Trade | $1,290,600 | $1,307,378 | 100 | $25.2M | Research |
| Plexis Healthcare Systems INC | Information | $1,081,700 | $1,090,324 | 71 | $11.9M | Research |
| Brim Equipment Leasing LLC | Transportation and Warehousing | $931,643 | $938,304 | 45 | $11.4M | Research |
| Brim Equipment Leasing LLC | Real Estate and Rental and Leasing | $900,900 | $906,581 | 50 | $22.6M | Research |
| Samtech LLC | Management of Companies and Enterprises | $762,686 | $779,695 | 51 | $8.4M | Research |
| Mark Antony Historic Property LLC | Accommodation and Food Services | $659,000 | $668,427 | 64 | $20.0M | Research |
| Jmw Sales, Inc. | Wholesale Trade | $633,870 | $639,462 | 40 | $12.3M | Research |
| S and J Reed, Inc. | Retail Trade | $560,900 | $565,200 | 92 | $23.0M | Research |
| Ashland Hills Hotel, LLC | Accommodation and Food Services | $547,700 | $555,535 | 66 | $20.6M | Research |
| Yakima Spartan, LLC | Retail Trade | $480,657 | $487,293 | 45 | $11.3M | Research |
| Premiercare Dental Centers LLC | Health Care and Social Assistance | $467,100 | $470,087 | 42 | $9.7M | Research |
| Pacific Domes Inc. | Manufacturing | $443,685 | $446,481 | 30 | $29.8M | Research |
| Tc Chevrolet, Inc. | Retail Trade | $436,328 | $440,291 | 43 | $10.8M | Research |
| Standing Stone Brewing Co. | Accommodation and Food Services | $432,750 | $415,448 | 45 | $8.0M | Research |
| Lomakatsi Restoration Project | Agriculture, Forestry, Fishing and Hunting | $431,673 | $436,723 | 39 | N/A | Research |
| Cropper Medical, Inc. | Retail Trade | $423,500 | $427,932 | 40 | $6.2M | Research |