| Cap America, Inc. | Manufacturing | $2,255,900 | $2,283,973 | 322 | $113.6M |  Research |
| Madison Medical Center Stockhoff Nursing Home | Health Care and Social Assistance | $1,998,500 | $2,016,487 | 268 | N/A | Research |
| Covenant Care Services, LLC | Health Care and Social Assistance | $1,682,329 | $1,691,956 | 394 | $67.5M | Research |
| Black River Electric Cooperative | Utilities | $1,172,530 | $1,182,561 | 76 | N/A | Research |
| Pense Brothers Drilling Company | Mining, Quarrying, and Oil and Gas Extraction | $1,041,990 | $1,050,065 | 91 | $5.5M | Research |
| Pense Brothers Drilling Company | Mining, Quarrying, and Oil and Gas Extraction | $958,355 | $963,253 | 50 | <$5M | Research |
| Madison County Wood Products, Inc. | Manufacturing | $933,200 | $938,695 | 96 | $95.2M | Research |
| Southeast Missouri Transportation Service, INC | Transportation and Warehousing | $829,893 | $836,601 | 187 | N/A | Research |
| Faith Tabernacle World Outreach INC | Other Services (except Public Administration) | $750,000 | $755,688 | 145 | N/A | Research |
| Madison County Council for Developmentally Disabled, INC | Health Care and Social Assistance | $400,000 | $402,778 | 58 | N/A | Research |
| Classic Equine Equipment LLC | Manufacturing | $377,737 | $380,056 | 39 | $10.2M | Research |
| Safe Harbor Hospice, Inc. | Health Care and Social Assistance | $338,800 | $341,077 | 52 | $8.8M | Research |
| Dale Cooper LLC | Construction | $305,000 | $306,737 | 35 | $11.9M | Research |
| Safe Harbor Hospice INC | Health Care and Social Assistance | $294,727 | $296,405 | 47 | $8.1M | Research |
| N and R Fredericktown, Inc. | Health Care and Social Assistance | $285,600 | $288,956 | 80 | $13.6M | Research |
| Laut's Hog Farm, Inc. | Agriculture, Forestry, Fishing and Hunting | $242,500 | $243,773 | 35 | $5.7M | Research |
| Sargent Construction Company | Construction | $237,892 | $239,240 | 22 | $25.1M | Research |
| Fredericktown Family Dental LLC | Health Care and Social Assistance | $191,015 | $192,230 | 23 | $5.3M | Research |
| Auto Plaza Ford St. Genevieve, L.l.c. | Retail Trade | $175,600 | $177,293 | 23 | $5.8M | Research |
| Madison County Health Department | Public Administration | $156,697 | $157,489 | 14 | N/A | Research |
| Community Health Care Associates INC | Health Care and Social Assistance | $142,612 | $143,416 | 47 | $14.8M | Research |
| Home Care Nursing, INC | Health Care and Social Assistance | $136,107 | $137,090 | 24 | <$5M | Research |
| Community Health Care Associates Inc. | Health Care and Social Assistance | $132,330 | $133,117 | 16 | $5.0M | Research |
| Ozark Manor, INC | Health Care and Social Assistance | $109,100 | $109,982 | 23 | <$5M | Research |
| Cedar Creek Hardwoods, INC | Manufacturing | $108,985 | $109,590 | 12 | $11.9M | Research |