| Miles River Marine LLC | Arts, Entertainment, and Recreation | $30,000 | $30,375 | 3 | <$5M |  AI Deep Dive |
| Eastern Shore Brewing LLC | Manufacturing | $30,000 | $30,174 | 4 | <$5M | AI Deep Dive |
| Chesapeake Trading Co. Properties, INC & Ctc Group, Inc. | Retail Trade | $29,900 | $30,307 | 2 | <$5M | AI Deep Dive |
| M2 Salon LLC | Other Services (except Public Administration) | $29,182 | $29,432 | 2 | <$5M | AI Deep Dive |
| Higgins Yacht Yard, LLC | Manufacturing | $29,000 | $29,259 | 5 | <$5M | AI Deep Dive |
| Higgins Yacht Yard Inc. | Arts, Entertainment, and Recreation | $28,769 | $28,901 | 5 | <$5M | AI Deep Dive |
| St. Luke's Methodists Church of St. Michaels, Maryland | Other Services (except Public Administration) | $28,000 | $28,266 | 12 | N/A | AI Deep Dive |
| Pascale Bernasse & Co, Inc. | Administrative and Support and Waste Management | $27,500 | $27,743 | 2 | <$5M | AI Deep Dive |
| Uhuru LLC | Accommodation and Food Services | $26,300 | $26,532 | 11 | <$5M | AI Deep Dive |
| Charisma Clothing Boutique, LLC | Retail Trade | $24,900 | $25,139 | 8 | <$5M | AI Deep Dive |
| Come by Chance, LLC | Real Estate and Rental and Leasing | $24,700 | $24,998 | 4 | <$5M | AI Deep Dive |
| La Collection International, LLC | Wholesale Trade | $24,063 | $24,241 | 1 | <$5M | AI Deep Dive |
| Kmg Limited Liability Company | Accommodation and Food Services | $23,948 | $24,183 | 5 | <$5M | AI Deep Dive |
| Green Eyes LLC | Manufacturing | $23,100 | $23,296 | 5 | <$5M | AI Deep Dive |
| Tidewater Vacations, Inc. | Administrative and Support and Waste Management | $21,000 | $21,182 | 1 | <$5M | AI Deep Dive |
| Traylor Professional Services LLC | Professional, Scientific, and Technical Services | $20,833 | $20,875 | 1 | <$5M | AI Deep Dive |
| William Warner | Construction | $20,833 | $20,887 | 1 | <$5M | AI Deep Dive |
| Jbw LLC | Construction | $20,833 | $20,996 | 1 | <$5M | AI Deep Dive |
| Appraisal Source, LLC | Real Estate and Rental and Leasing | $20,833 | $20,957 | 2 | <$5M | AI Deep Dive |
| Maggie B. Black LLC | Health Care and Social Assistance | $20,833 | $20,945 | 1 | <$5M | AI Deep Dive |
| Cornelia Heckenbach | Real Estate and Rental and Leasing | $20,800 | $21,068 | 1 | <$5M | AI Deep Dive |
| James Barnhart | Agriculture, Forestry, Fishing and Hunting | $20,800 | $20,871 | 1 | <$5M | AI Deep Dive |
| James Barnhart | Agriculture, Forestry, Fishing and Hunting | $20,800 | $20,835 | 1 | <$5M | AI Deep Dive |
| Maggie B Black LLC | Health Care and Social Assistance | $20,800 | $21,025 | 1 | <$5M | AI Deep Dive |
| Udo Heckenbach | Professional, Scientific, and Technical Services | $20,800 | $21,065 | 1 | <$5M | AI Deep Dive |