| Vistanational Insurance Group Inc. | Oak Brook | $504,922 | $509,536 | 27 | $13.9M | AI Deep Dive |
| Datair Employee Benefit Systems, Inc. | Westmont | $500,000 | $502,712 | 32 | $16.4M | AI Deep Dive |
| Quantum Global Advisors LLC | Chicago | $500,000 | $503,819 | 21 | $9.2M | AI Deep Dive |
| James H. Cunningham Insurance Agency, Inc. | Elmwood Park | $498,300 | $503,351 | 31 | $13.6M | AI Deep Dive |
| Great Prairie Risk Solutions, Inc. | Deerfield | $497,200 | $499,990 | 28 | $12.3M | AI Deep Dive |
| Tave & Associates, LLC | Chicago | $494,700 | $497,844 | 22 | $9.7M | AI Deep Dive |
| Oakridge Healthcare Center LLC | Hillside | $487,700 | $493,254 | 94 | $48.3M | AI Deep Dive |
| Title Underwriters Agency, Inc. of Rockford | Rockford | $487,000 | $493,020 | 48 | $24.7M | AI Deep Dive |
| Destra Capital Management | Chicago | $484,800 | $490,160 | 22 | $11.3M | AI Deep Dive |
| Budo Trading LLC | Chicago | $484,746 | $0 | 17 | $8.7M | AI Deep Dive |
| Trean Group LLC | Chicago | $480,700 | $483,712 | 35 | $18.0M | AI Deep Dive |
| Linn & Associates LLC | Chicago | $479,500 | $483,682 | 20 | $10.3M | AI Deep Dive |
| Cfw Holdings LLC | Chicago | $478,565 | $484,990 | 43 | $22.1M | AI Deep Dive |
| Cm Services, Inc. | Glen Ellyn | $475,000 | $480,265 | 18 | $9.2M | AI Deep Dive |
| Dental Management & Investments, Ltd. | Villa Park | $474,670 | $480,795 | 52 | $26.7M | AI Deep Dive |
| G.a. Mavon & Co. | Hinsdale | $466,000 | $468,553 | 38 | $19.5M | AI Deep Dive |
| The Tranel Financial Group, Ltd. | Libertyville | $464,600 | $468,652 | 29 | $14.9M | AI Deep Dive |
| Loman Ray Insurance Group LLC | Broadlands | $462,355 | $465,964 | 32 | $16.4M | AI Deep Dive |
| Reliance Capital Markets II LLC | Chicago | $461,253 | $464,779 | 26 | $13.4M | AI Deep Dive |
| Loop Capital Holdings II LLC | Chicago | $460,200 | $388,722 | 23 | $11.8M | AI Deep Dive |
| Waller Helms Advisors, LLC | Chicago | $460,000 | $463,131 | 21 | $10.8M | AI Deep Dive |
| Amigo Insurance Agency INC | Riverside | $459,700 | $465,293 | 129 | $66.3M | AI Deep Dive |
| Sbsi, INC | Chicago | $455,098 | $460,023 | 16 | $8.2M | AI Deep Dive |
| Gentry Management Services LLC | Chicago | $453,418 | $457,763 | 24 | $12.3M | AI Deep Dive |
| Trade Risk Partners INC | Oak Brook | $452,245 | $166,466 | 11 | $5.7M | AI Deep Dive |