| Ryan M. Sperfslage | Agriculture, Forestry, Fishing and Hunting | $25,412 | $25,500 | 2 | <$5M | AI Deep Dive |
| Monticello Auto Center, Inc. | Other Services (except Public Administration) | $24,810 | $24,977 | 3 | <$5M | AI Deep Dive |
| Smith Family Campground, L.l.c | Accommodation and Food Services | $24,788 | $24,939 | 5 | <$5M | AI Deep Dive |
| Ace Concrete, LLC | Construction | $24,400 | $24,575 | 3 | <$5M | AI Deep Dive |
| Sgr Plumbing & Heating Inc. | Construction | $24,237 | $24,325 | 3 | <$5M | AI Deep Dive |
| La Hacienda Mexican Restaurant | Accommodation and Food Services | $24,203 | $24,473 | 8 | <$5M | AI Deep Dive |
| M Town Tire & Auto LLC | Other Services (except Public Administration) | $24,200 | $24,494 | 3 | <$5M | AI Deep Dive |
| Keith Dirks Auto Body, Inc. | Other Services (except Public Administration) | $24,000 | $24,167 | 3 | <$5M | AI Deep Dive |
| Randy L Toenjes | Agriculture, Forestry, Fishing and Hunting | $23,833 | $23,929 | 2 | <$5M | AI Deep Dive |
| Be Strong Fitness & Yoga LLC | Arts, Entertainment, and Recreation | $23,779 | $23,917 | 8 | <$5M | AI Deep Dive |
| Darrell's a Family Tradition | Accommodation and Food Services | $23,600 | $23,767 | 8 | <$5M | AI Deep Dive |
| Delturn, Inc. | Agriculture, Forestry, Fishing and Hunting | $23,500 | $23,642 | 3 | <$5M | AI Deep Dive |
| Castle Grove Mutual Insurance Association | Finance and Insurance | $23,500 | $23,622 | 3 | <$5M | AI Deep Dive |
| Steven Monk Construction, Ltd | Construction | $23,100 | $23,255 | 6 | $6.8M | AI Deep Dive |
| Kellie Arduser | Finance and Insurance | $23,094 | $23,374 | 1 | <$5M | AI Deep Dive |
| Ejg LLC | Accommodation and Food Services | $22,900 | $23,071 | 7 | <$5M | AI Deep Dive |
| Monticello Golf Club | Arts, Entertainment, and Recreation | $22,531 | $22,639 | 8 | N/A | AI Deep Dive |
| First Presbyterian Church | Other Services (except Public Administration) | $22,400 | $22,542 | 4 | N/A | AI Deep Dive |
| Wernimont Enterprises LLC | Transportation and Warehousing | $21,920 | $22,055 | 2 | <$5M | AI Deep Dive |
| Chapman Brothers Export INC | Agriculture, Forestry, Fishing and Hunting | $21,560 | $21,664 | 4 | <$5M | AI Deep Dive |
| Recycled Products Company | Manufacturing | $21,308 | $21,393 | 4 | <$5M | AI Deep Dive |
| Oasis Salon & Spa | Other Services (except Public Administration) | $21,200 | $21,311 | 9 | <$5M | AI Deep Dive |
| Monticello Golf Club | Arts, Entertainment, and Recreation | $21,000 | $21,145 | 13 | N/A | AI Deep Dive |
| J & B Electric LLC | Construction | $20,973 | $21,085 | 3 | <$5M | AI Deep Dive |
| Kevin Steiner | Agriculture, Forestry, Fishing and Hunting | $20,833 | $20,905 | 1 | <$5M | AI Deep Dive |