| Dancing Beans Coffee LLC | Accommodation and Food Services | $29,215 | $29,562 | 2 | <$5M | AI Deep Dive |
| Princes Towing LLC | Transportation and Warehousing | $29,075 | $29,322 | 4 | <$5M | AI Deep Dive |
| Princes Towing LLC | Transportation and Warehousing | $29,075 | $29,317 | 3 | <$5M | AI Deep Dive |
| Imperial Concrete LLC | Construction | $28,750 | $28,878 | 4 | <$5M | AI Deep Dive |
| Daniel Bueno LLC | Construction | $28,320 | $28,400 | 7 | <$5M | AI Deep Dive |
| Jefferson County Youth Organizations | Health Care and Social Assistance | $28,104 | $28,297 | 9 | N/A | AI Deep Dive |
| Pacific Crest Roofing INC | Construction | $28,087 | $28,440 | 5 | <$5M | AI Deep Dive |
| Jefferson County Youth Organizations | Health Care and Social Assistance | $27,679 | $27,828 | 9 | N/A | AI Deep Dive |
| Robert Vanek | Agriculture, Forestry, Fishing and Hunting | $27,150 | $27,261 | 1 | <$5M | AI Deep Dive |
| Oregon Theater Supply INC | Wholesale Trade | $26,805 | $27,088 | 2 | <$5M | AI Deep Dive |
| Country Vines LLC | Agriculture, Forestry, Fishing and Hunting | $26,770 | $26,881 | 3 | <$5M | AI Deep Dive |
| The Madras Free Methodist Church | Other Services (except Public Administration) | $26,250 | $26,572 | 2 | N/A | AI Deep Dive |
| Top Notch Electric INC | Construction | $25,512 | $25,608 | 2 | <$5M | AI Deep Dive |
| Solar Light INC | Construction | $25,472 | $25,626 | 4 | <$5M | AI Deep Dive |
| Built 4 U Woodworking Inc. | Manufacturing | $25,117 | $25,246 | 5 | <$5M | AI Deep Dive |
| Poland Organic Dairy LLC | Agriculture, Forestry, Fishing and Hunting | $23,605 | $23,718 | 5 | <$5M | AI Deep Dive |
| Smith Greene Logging | Agriculture, Forestry, Fishing and Hunting | $22,500 | $22,626 | 3 | <$5M | AI Deep Dive |
| Players Investments, LLC | Accommodation and Food Services | $22,457 | $22,605 | 7 | <$5M | AI Deep Dive |
| Land Use Consulting INC | Real Estate and Rental and Leasing | $22,136 | $22,270 | 2 | <$5M | AI Deep Dive |
| Built 4 U Woodworking INC | Construction | $21,952 | $22,239 | 2 | <$5M | AI Deep Dive |
| Madras Cinema 5, LLC | Information | $21,695 | $8,766 | 12 | <$5M | AI Deep Dive |
| Bradley Klann | Agriculture, Forestry, Fishing and Hunting | $21,682 | $21,803 | 10 | <$5M | AI Deep Dive |
| Madras Brewing LLC | Accommodation and Food Services | $21,665 | $21,811 | 6 | <$5M | AI Deep Dive |
| Michael Jasa | Agriculture, Forestry, Fishing and Hunting | $20,833 | $20,911 | 1 | <$5M | AI Deep Dive |
| Poland Organic Dairy LLC | Agriculture, Forestry, Fishing and Hunting | $20,833 | $21,151 | 3 | <$5M | AI Deep Dive |