| James Steffenson | Construction | $15,361 | $15,387 | 1 | <$5M |  AI Deep Dive |
| John F. Hauser | Other Services (except Public Administration) | $14,450 | $14,471 | 1 | <$5M | AI Deep Dive |
| Leafblad Construction | Construction | $13,747 | $13,850 | 2 | <$5M | AI Deep Dive |
| Alpha Theory LLC | Unknown | $13,582 | $13,735 | 1 | N/A | AI Deep Dive |
| Susan Defoe | Accommodation and Food Services | $13,217 | $13,307 | 4 | <$5M | AI Deep Dive |
| Andrea Falconer | Retail Trade | $13,200 | $13,343 | 1 | <$5M | AI Deep Dive |
| Highland Valley Farm, INC | Agriculture, Forestry, Fishing and Hunting | $13,000 | $13,101 | 2 | <$5M | AI Deep Dive |
| Tribovich Construction LLC | Construction | $12,902 | $12,969 | 3 | <$5M | AI Deep Dive |
| Leonarda C Boughton | Professional, Scientific, and Technical Services | $12,855 | $12,977 | 1 | <$5M | AI Deep Dive |
| Leonarda C Boughton | Professional, Scientific, and Technical Services | $12,855 | $12,956 | 1 | <$5M | AI Deep Dive |
| Woodside Cottages of Bayfield INC | Accommodation and Food Services | $12,500 | $12,636 | 2 | <$5M | AI Deep Dive |
| Mlc Lodging, Inc. | Accommodation and Food Services | $11,700 | $11,774 | 2 | <$5M | AI Deep Dive |
| Windseeker Realty LLC | Real Estate and Rental and Leasing | $11,617 | $11,661 | 3 | <$5M | AI Deep Dive |
| Bayfield Heritage Association, Inc. | Arts, Entertainment, and Recreation | $11,030 | $11,061 | 1 | N/A | AI Deep Dive |
| Barningham Forestry Inc. | Agriculture, Forestry, Fishing and Hunting | $11,015 | $11,074 | 3 | <$5M | AI Deep Dive |
| Grant's Point, Inc. | Retail Trade | $10,845 | $10,925 | 4 | <$5M | AI Deep Dive |
| Apostle Islands Booksellers LLC | Retail Trade | $10,773 | $10,845 | 2 | <$5M | AI Deep Dive |
| Apostle Islands Booksellers LLC | Retail Trade | $10,773 | $10,853 | 4 | <$5M | AI Deep Dive |
| Valley Birch LLC | Health Care and Social Assistance | $10,037 | $10,171 | 1 | <$5M | AI Deep Dive |
| Richard Ryan | Construction | $10,010 | $10,085 | 1 | <$5M | AI Deep Dive |
| Distinctive Painting LLC | Construction | $10,000 | $10,037 | 6 | <$5M | AI Deep Dive |
| Black Wolf Construction LLC | Construction | $9,586 | $9,670 | 10 | <$5M | AI Deep Dive |
| Copper Crow Distillery, LLC | Manufacturing | $9,045 | $9,112 | 5 | <$5M | AI Deep Dive |
| Superior Body Massage & Spa LLC | Other Services (except Public Administration) | $9,005 | $9,094 | 1 | <$5M | AI Deep Dive |
| Roys Point Marina Association INC | Arts, Entertainment, and Recreation | $8,663 | $8,711 | 2 | <$5M | AI Deep Dive |