| Kenneth Howard | Construction | $17,100 | $17,240 | 1 | <$5M | AI Deep Dive |
| Safeway Relocation LLC | Transportation and Warehousing | $16,991 | $17,103 | 1 | <$5M | AI Deep Dive |
| Mark Geneser | Agriculture, Forestry, Fishing and Hunting | $16,830 | $16,881 | 1 | <$5M | AI Deep Dive |
| Madrid Automotive INC | Manufacturing | $16,400 | $16,563 | 2 | <$5M | AI Deep Dive |
| Seth Gordon | Agriculture, Forestry, Fishing and Hunting | $16,400 | $16,453 | 1 | <$5M | AI Deep Dive |
| Patrick Sheehan | Agriculture, Forestry, Fishing and Hunting | $16,371 | $20,980 | 1 | <$5M | AI Deep Dive |
| Snus Hill Vineyard & Winery | Manufacturing | $16,352 | $16,508 | 4 | <$5M | AI Deep Dive |
| Amber Hora Real Estate | Real Estate and Rental and Leasing | $16,182 | $16,275 | 1 | <$5M | AI Deep Dive |
| Amber Hora | Real Estate and Rental and Leasing | $16,180 | $16,252 | 1 | <$5M | AI Deep Dive |
| Bradley Perkins | Professional, Scientific, and Technical Services | $16,006 | $16,083 | 1 | <$5M | AI Deep Dive |
| Madrid Evangelical Free Church | Other Services (except Public Administration) | $16,000 | $16,153 | 2 | N/A | AI Deep Dive |
| Springer Law Firm Plcc | Professional, Scientific, and Technical Services | $15,809 | $15,922 | 3 | <$5M | AI Deep Dive |
| St John's Evangelical Lutheran Church of Madrid | Other Services (except Public Administration) | $15,800 | $15,954 | 2 | N/A | AI Deep Dive |
| Sisters in Cheese LLC | Accommodation and Food Services | $15,207 | $15,280 | 9 | <$5M | AI Deep Dive |
| Carrie Harvey | Health Care and Social Assistance | $15,206 | $15,271 | 1 | <$5M | AI Deep Dive |
| Jls LLC | Construction | $14,515 | $14,684 | 1 | <$5M | AI Deep Dive |
| St. Paul's United Church of the United Church of Christ | Other Services (except Public Administration) | $14,300 | $14,390 | 1 | N/A | AI Deep Dive |
| Mallori Phillips | Health Care and Social Assistance | $13,810 | $13,888 | 1 | <$5M | AI Deep Dive |
| Madrid Service Center | Retail Trade | $13,670 | $13,868 | 2 | <$5M | AI Deep Dive |
| Kokemiller Farms INC | Agriculture, Forestry, Fishing and Hunting | $11,993 | $12,048 | 9 | <$5M | AI Deep Dive |
| Kokemiller Farms | Agriculture, Forestry, Fishing and Hunting | $11,800 | $11,885 | 1 | <$5M | AI Deep Dive |
| Always Greener Home Services L.l.c. | Construction | $11,569 | $11,624 | 2 | <$5M | AI Deep Dive |
| Raymond Ortmann | Agriculture, Forestry, Fishing and Hunting | $11,492 | $11,556 | 1 | <$5M | AI Deep Dive |
| Daniel Van Veldhuizen | Finance and Insurance | $11,458 | $11,491 | 1 | <$5M | AI Deep Dive |
| Shellie Allen | Health Care and Social Assistance | $11,249 | $11,287 | 1 | <$5M | AI Deep Dive |