| Hermann Area District Hospital | Health Care and Social Assistance | $1,780,100 | $1,793,414 | 212 | N/A |  Research |
| Kallmeyer Dedicated Freight LLC | Transportation and Warehousing | $900,400 | $910,930 | 63 | $9.5M | Research |
| Moore Gear & Manufacturing | Manufacturing | $752,125 | $754,737 | 77 | $20.2M | Research |
| Moore Gear and Manufacturing | Manufacturing | $752,100 | $756,425 | 78 | $19.1M | Research |
| Lampkin Masonry INC | Construction | $613,634 | $616,071 | 36 | <$5M | Research |
| Stone Hill Wine Co INC | Manufacturing | $494,952 | $498,265 | 69 | $24.4M | Research |
| Lampkin Masonry INC | Construction | $462,500 | $465,414 | 42 | <$5M | Research |
| Kallmeyer Bros. Enterprises, INC | Transportation and Warehousing | $407,800 | $411,889 | 35 | $5.3M | Research |
| Hermann Sand & Gravel, Inc. | Mining, Quarrying, and Oil and Gas Extraction | $396,250 | $400,301 | 30 | <$5M | Research |
| Tri-County Trucking & Excavating, INC | Transportation and Warehousing | $389,500 | $392,703 | 35 | $5.3M | Research |
| Herman Hill Vineyards INC | Accommodation and Food Services | $353,206 | $354,069 | 67 | $21.0M | Research |
| Lennerston Sample Company | Manufacturing | $302,500 | $305,119 | 33 | $11.6M | Research |
| Hermann Lumber Co. | Wholesale Trade | $268,197 | $270,462 | 25 | $7.7M | Research |
| Lennertson Sample Company | Manufacturing | $255,885 | $258,128 | 40 | $39.7M | Research |
| St. George Catholic Church, Hermann | Other Services (except Public Administration) | $213,200 | $214,402 | 32 | N/A | Research |
| Hermann Ford, INC | Retail Trade | $193,800 | $194,855 | 20 | $5.0M | Research |
| Calvins Distributing Co | Wholesale Trade | $190,800 | $191,993 | 20 | $5.1M | Research |
| Horton Steel LLC | Construction | $180,733 | $182,660 | 5 | <$5M | Research |
| St. George Catholic Church Hermann | Other Services (except Public Administration) | $176,122 | $176,939 | 27 | N/A | Research |
| Hermann Hill Vineyards INC | Manufacturing | $175,878 | $176,860 | 25 | $8.8M | Research |
| Adam Puchta & Son Wine Company INC | Manufacturing | $145,600 | $146,433 | 12 | <$5M | Research |
| Weiss Holdings LLC | Accommodation and Food Services | $137,105 | $137,521 | 32 | $5.7M | Research |
| Village Market, INC | Retail Trade | $116,500 | $117,380 | 41 | $10.2M | Research |
| Morrison Apparel, LLC | Manufacturing | $114,700 | $115,360 | 27 | $9.5M | Research |
| Hermann LLC | Accommodation and Food Services | $114,593 | $115,790 | 20 | <$5M | Research |