| Samuel F. Davis Enterprises INC | Retail Trade | $18,800 | $19,062 | 7 | <$5M | AI Deep Dive |
| Arthur Somers | Agriculture, Forestry, Fishing and Hunting | $18,182 | $18,304 | 1 | <$5M | AI Deep Dive |
| Brittingham Farms Inc. | Agriculture, Forestry, Fishing and Hunting | $15,400 | $15,461 | 2 | <$5M | AI Deep Dive |
| Bajarangbali INC | Accommodation and Food Services | $14,784 | $14,885 | 4 | <$5M | AI Deep Dive |
| Stanley Cochrane Post 16 American | Retail Trade | $14,200 | $14,324 | 5 | N/A | AI Deep Dive |
| Hair Studio 24/7 | Other Services (except Public Administration) | $14,125 | $14,223 | 1 | <$5M | AI Deep Dive |
| Hair Studio 24/7 | Other Services (except Public Administration) | $14,125 | $14,217 | 1 | <$5M | AI Deep Dive |
| Maryland Canvas & Upholstery LLC | Manufacturing | $13,030 | $13,120 | 2 | <$5M | AI Deep Dive |
| Johns Auto Repair INC | Other Services (except Public Administration) | $12,084 | $12,286 | 2 | <$5M | AI Deep Dive |
| William R Wooster & Sons INC | Construction | $11,900 | $0 | 1 | <$5M | AI Deep Dive |
| Kathy Crockett | Retail Trade | $10,252 | $10,346 | 2 | <$5M | AI Deep Dive |
| Crisfield Chamber of Commerce | Other Services (except Public Administration) | $10,248 | $10,378 | 3 | N/A | AI Deep Dive |
| Timothy Howlett | Retail Trade | $10,139 | $10,225 | 2 | <$5M | AI Deep Dive |
| Natalie Evans | Other Services (except Public Administration) | $10,001 | $0 | 1 | <$5M | AI Deep Dive |
| Robert Daniels | Agriculture, Forestry, Fishing and Hunting | $8,899 | $8,930 | 1 | <$5M | AI Deep Dive |
| Julia Somers | Agriculture, Forestry, Fishing and Hunting | $8,748 | $8,777 | 1 | <$5M | AI Deep Dive |
| Somerset County Arts Council | Arts, Entertainment, and Recreation | $8,300 | $8,350 | 1 | N/A | AI Deep Dive |
| Maryland Canvas & Upholstery, LLC | Other Services (except Public Administration) | $8,200 | $0 | 2 | <$5M | AI Deep Dive |
| Bajarangbali, Inc. | Retail Trade | $8,200 | $8,264 | 2 | <$5M | AI Deep Dive |
| Shiloh Methodist Church | Finance and Insurance | $7,857 | $7,906 | 4 | N/A | AI Deep Dive |
| The Crisfield Heritage Foundation I | Arts, Entertainment, and Recreation | $7,800 | $7,903 | 2 | N/A | AI Deep Dive |
| Timothy Howlett | Other Services (except Public Administration) | $7,483 | $7,575 | 1 | <$5M | AI Deep Dive |
| Annemessex Plumbing and Heating Inc. | Construction | $7,436 | $7,539 | 3 | <$5M | AI Deep Dive |
| Omkara, Inc. | Retail Trade | $7,300 | $7,357 | 3 | <$5M | AI Deep Dive |
| Robert Daniels Sr | Agriculture, Forestry, Fishing and Hunting | $6,910 | $6,934 | 1 | <$5M | AI Deep Dive |