| Sheboygan Motor Company LLC | $1,248,900 | $1,263,471 | 104 | $26.2M | AI Deep Dive |
| Watson's Vending & Foodservice, Inc. | $1,117,000 | $949,237 | 97 | $23.7M | AI Deep Dive |
| Sheboygan Automotive Center LLC | $550,500 | $556,968 | 46 | $11.6M | AI Deep Dive |
| Dick Brantmeier Ford INC | $525,855 | $528,762 | 43 | $10.8M | AI Deep Dive |
| Tswi, LLC | $479,075 | $484,592 | 40 | $10.1M | AI Deep Dive |
| Edgar A. Radue, Inc. | $409,400 | $411,682 | 37 | $11.3M | AI Deep Dive |
| Miesfeld's Triangle Market, LLC | $386,800 | $390,488 | 55 | $12.9M | AI Deep Dive |
| Horn's Sales & Service Inc. | $344,500 | $347,794 | 34 | $8.9M | AI Deep Dive |
| Van Horn Hyundai, Inc. | $312,000 | $314,045 | 37 | $9.3M | AI Deep Dive |
| Hwi LLC | $279,530 | $282,772 | 25 | $6.3M | AI Deep Dive |
| Caan Floral & Greenhouses, LLC | $202,700 | $224,154 | 67 | $13.8M | AI Deep Dive |
| The Sheboygan Oil Company | $185,200 | $186,635 | 34 | $11.4M | AI Deep Dive |
| Glander, INC | $174,772 | $175,660 | 15 | <$5M | AI Deep Dive |
| Martin Automotive, Inc. | $132,600 | $133,915 | 12 | <$5M | AI Deep Dive |
| The Sheboygan Oil Company | $130,820 | $131,365 | 45 | $15.1M | AI Deep Dive |
| Dulmes Decor, Inc. | $122,200 | $173,564 | 16 | <$5M | AI Deep Dive |
| Sheboygan Powersports | $105,497 | $106,309 | 12 | <$5M | AI Deep Dive |
| Omega Fields, INC | $98,452 | $99,032 | 12 | <$5M | AI Deep Dive |
| Bill Kummer Inc. | $92,500 | $93,253 | 10 | <$5M | AI Deep Dive |
| Van Horn Motors of Sheboygan, Inc. | $91,200 | $92,082 | 18 | <$5M | AI Deep Dive |
| Schwarz Fish Company INC | $89,204 | $89,563 | 17 | <$5M | AI Deep Dive |
| Schwarz Fish Company INC | $89,100 | $89,918 | 17 | <$5M | AI Deep Dive |
| N.c.g., Inc. | $87,800 | $88,446 | 20 | <$5M | AI Deep Dive |
| Habitat for Humanity Lakeside Inc. | $76,590 | $76,890 | 15 | N/A | AI Deep Dive |
| Superior Discount Liquors, Inc. | $72,700 | $73,108 | 15 | <$5M | AI Deep Dive |