| Downtowner INC | Accommodation and Food Services | $36,280 | $36,598 | 6 | <$5M | AI Deep Dive |
| Glacier Valley Enterprises, LLC | Manufacturing | $36,039 | $36,285 | 6 | $6.0M | AI Deep Dive |
| Redlin Funeral Home II LLC | Other Services (except Public Administration) | $36,026 | $36,162 | 4 | <$5M | AI Deep Dive |
| Karen a Quinn LLC | Educational Services | $35,802 | $35,987 | 5 | <$5M | AI Deep Dive |
| Johnsen Central Agency, Inc. | Finance and Insurance | $35,782 | $36,012 | 4 | <$5M | AI Deep Dive |
| J&d Concrete & Construction, LLC | Construction | $35,715 | $35,896 | 4 | <$5M | AI Deep Dive |
| Beverage Profit Consultants Inc. | Professional, Scientific, and Technical Services | $34,589 | $34,772 | 4 | <$5M | AI Deep Dive |
| Beverage Profit Consultants, INC | Professional, Scientific, and Technical Services | $34,589 | $34,804 | 4 | <$5M | AI Deep Dive |
| Igredo LLC | Accommodation and Food Services | $34,440 | $34,778 | 24 | <$5M | AI Deep Dive |
| Quindt's Towne Lounge Restaurant & Eating House LLC | Accommodation and Food Services | $33,502 | $33,734 | 10 | <$5M | AI Deep Dive |
| Dj Henkel & Associates LLC | Professional, Scientific, and Technical Services | $33,192 | $33,401 | 2 | <$5M | AI Deep Dive |
| Fire & Safety Ii, Inc. | Public Administration | $32,600 | $32,854 | 4 | N/A | AI Deep Dive |
| Baraboo Broadcasting Corp. | Information | $32,577 | $32,920 | 7 | <$5M | AI Deep Dive |
| Square Tavern LLC | Accommodation and Food Services | $32,573 | $32,721 | 9 | <$5M | AI Deep Dive |
| Redlin Funeral Home II LLC | Other Services (except Public Administration) | $32,154 | $32,306 | 2 | <$5M | AI Deep Dive |
| Boardman's Stump Removal & Tree Service LLC | Administrative and Support and Waste Management | $31,962 | $32,157 | 4 | <$5M | AI Deep Dive |
| Boardman's Stump Removal & Tree Service, LLC | Administrative and Support and Waste Management | $31,603 | $32,052 | 4 | <$5M | AI Deep Dive |
| Baraboo Custom Lube & Wash LLC | Other Services (except Public Administration) | $31,212 | $31,429 | 5 | <$5M | AI Deep Dive |
| Bolder Services, LLC | Construction | $31,172 | $31,550 | 4 | <$5M | AI Deep Dive |
| Shear Delight Salon LLC | Other Services (except Public Administration) | $30,823 | $30,971 | 4 | <$5M | AI Deep Dive |
| H & S Financial Services LLC | Finance and Insurance | $30,805 | $30,975 | 4 | <$5M | AI Deep Dive |
| Top Tier Grading Company LLC | Construction | $30,800 | $31,015 | 5 | <$5M | AI Deep Dive |
| Bella Vita Cafe LLC | Accommodation and Food Services | $30,772 | $30,924 | 10 | <$5M | AI Deep Dive |
| Al Ringling Theatre Friends INC | Arts, Entertainment, and Recreation | $30,659 | $30,832 | 4 | <$5M | AI Deep Dive |
| Bowar Management, Inc. | Administrative and Support and Waste Management | $30,630 | $30,848 | 2 | <$5M | AI Deep Dive |