| Red Arrow Roadhous | Accommodation and Food Services | $293,972 | $296,445 | 30 | $5.3M |  AI Deep Dive |
| Timothy's LLC | Accommodation and Food Services | $236,142 | $238,303 | 27 | <$5M | AI Deep Dive |
| Oselka Constructors Company LLC | Construction | $225,321 | $226,815 | 18 | $6.1M | AI Deep Dive |
| Red Arrow Roadhouse Corporation | Accommodation and Food Services | $209,990 | $211,532 | 32 | $5.7M | AI Deep Dive |
| Timothy's, LLC | Accommodation and Food Services | $185,200 | $186,560 | 24 | <$5M | AI Deep Dive |
| Union Pier Acquisition, LLC | Retail Trade | $99,303 | $100,067 | 16 | <$5M | AI Deep Dive |
| Light Harbor Rentals, LLC | Real Estate and Rental and Leasing | $65,875 | $66,409 | 5 | <$5M | AI Deep Dive |
| Carpentry Services of Illinois, LLC | Unknown | $58,835 | $59,144 | 5 | N/A | AI Deep Dive |
| Carpentry Services of Illinois LLC | Construction | $55,405 | $55,797 | 3 | <$5M | AI Deep Dive |
| The T-Shirt Deli Co. | Retail Trade | $37,917 | $38,191 | 5 | <$5M | AI Deep Dive |
| The T-Shirt Deli, Co. | Accommodation and Food Services | $35,992 | $36,335 | 7 | <$5M | AI Deep Dive |
| Inn at Union Pier | Accommodation and Food Services | $35,298 | $35,498 | 7 | <$5M | AI Deep Dive |
| Frankie's Other Place Inc. | Accommodation and Food Services | $33,075 | $24,732 | 262 | $46.5M | AI Deep Dive |
| Gbl Foodservice LLC | Accommodation and Food Services | $31,210 | $31,430 | 7 | <$5M | AI Deep Dive |
| Union Pier Builders, Inc. | Construction | $30,620 | $30,873 | 4 | <$5M | AI Deep Dive |
| Enzo Management | Professional, Scientific, and Technical Services | $30,455 | $30,684 | 2 | <$5M | AI Deep Dive |
| Ondrus Amusement & Vending, Inc. | Retail Trade | $26,350 | $26,586 | 3 | <$5M | AI Deep Dive |
| Inn at Union Pier, LLC | Accommodation and Food Services | $25,212 | $25,417 | 7 | <$5M | AI Deep Dive |
| Tom Hemingway, PC | Real Estate and Rental and Leasing | $25,000 | $25,238 | 2 | <$5M | AI Deep Dive |
| Frankies Other Place, INC | Accommodation and Food Services | $23,625 | $23,804 | 13 | <$5M | AI Deep Dive |
| Joshua Johnson | Construction | $20,832 | $20,944 | 1 | <$5M | AI Deep Dive |
| Ondrus Amusement & Vending Inc. | Retail Trade | $20,800 | $20,919 | 2 | <$5M | AI Deep Dive |
| Gordon Beach Inn LLC | Accommodation and Food Services | $20,561 | $20,676 | 8 | <$5M | AI Deep Dive |
| Collins Caviar Company | Wholesale Trade | $19,607 | $19,682 | 6 | <$5M | AI Deep Dive |
| Goldberry LLC | Accommodation and Food Services | $19,503 | $19,648 | 7 | <$5M | AI Deep Dive |