| Blake & Christopher Enterprises LLC | Accommodation and Food Services | $232,357 | $235,610 | 47 | $8.3M |  Research |
| The J. M. Clayton Company | Manufacturing | $215,940 | $451,789 | 47 | $16.6M | Research |
| Bay Country Security Inc. | Administrative and Support and Waste Management | $212,849 | $214,715 | 13 | <$5M | Research |
| Gills Ocean City Inc. | Accommodation and Food Services | $211,694 | $213,877 | 43 | $7.6M | Research |
| Kool Ice & Seafood Co., Inc. | Wholesale Trade | $208,018 | $209,306 | 40 | $10.3M | Research |
| Avas 543 Poplar LLC | Accommodation and Food Services | $206,107 | $208,834 | 9 | <$5M | Research |
| Realerevival Brewing, LLC | Manufacturing | $195,087 | $197,449 | 43 | $15.2M | Research |
| Realerevival Brewing, LLC | Manufacturing | $195,087 | $198,016 | 43 | $15.2M | Research |
| Delmarva Custom Applicators, LLC | Administrative and Support and Waste Management | $194,700 | $196,882 | 16 | <$5M | Research |
| Blake and Christopher Enterprises LLC | Accommodation and Food Services | $166,500 | $168,604 | 50 | $8.9M | Research |
| Toca Restaurant Group LLC | Accommodation and Food Services | $165,059 | $166,226 | 32 | $5.7M | Research |
| Annapurna Restaurant Group LLC | Accommodation and Food Services | $164,335 | $166,100 | 21 | <$5M | Research |
| Dorchester Family Medicine LLC | Health Care and Social Assistance | $164,280 | $166,192 | 16 | $5.0M | Research |
| Teider Electric, LLC | Construction | $164,073 | $165,507 | 16 | $5.3M | Research |
| Jess Jr's & Sons LLC | Other Services (except Public Administration) | $159,826 | $161,522 | 10 | <$5M | Research |
| Russell Paving Co., Inc. | Construction | $155,640 | $156,819 | 16 | <$5M | Research |
| Jess Jr's & Sons LLC | Other Services (except Public Administration) | $155,600 | $156,512 | 12 | <$5M | Research |
| The J.m. Clayton Company | Manufacturing | $155,597 | $156,461 | 20 | $7.1M | Research |
| Caesar Guerini, U.s.a., LLC | Retail Trade | $152,800 | $154,148 | 14 | <$5M | Research |
| Dorchester County Commission On the Aging, Inc. | Health Care and Social Assistance | $150,700 | $152,591 | 17 | N/A | Research |
| C & K Lord Inc. | Manufacturing | $147,597 | $147,916 | 10 | <$5M | Research |
| Avas 543 Poplar, LLC | Accommodation and Food Services | $147,400 | $149,213 | 55 | $9.8M | Research |
| Gills Ocean City Inc. | Accommodation and Food Services | $144,100 | $145,437 | 22 | <$5M | Research |
| Rose Hill Family Physicians, LLC | Health Care and Social Assistance | $142,500 | $144,218 | 13 | <$5M | Research |
| C & K Lord, Inc. | Manufacturing | $141,300 | $142,725 | 10 | <$5M | Research |