| Lyon Distilling Company LLC | Manufacturing | $65,000 | $65,632 | 14 | <$5M |  AI Deep Dive |
| Destination Lodging, LLC | Accommodation and Food Services | $60,713 | $61,282 | 18 | $5.6M | AI Deep Dive |
| Bay Hundred INC | Other Services (except Public Administration) | $60,000 | $60,738 | 5 | <$5M | AI Deep Dive |
| Compass Rose LLC DBA Pixel Print & Post | Information | $55,600 | $56,132 | 8 | <$5M | AI Deep Dive |
| Ejd, Inc. DBA the Gatz Home & Garden | Retail Trade | $54,900 | $55,441 | 9 | <$5M | AI Deep Dive |
| Serendipity Salon & Spa LLC | Other Services (except Public Administration) | $54,505 | $55,100 | 4 | <$5M | AI Deep Dive |
| Leisure INC | Retail Trade | $53,800 | $54,388 | 9 | <$5M | AI Deep Dive |
| All Trades Solutions LLC | Construction | $52,400 | $53,055 | 7 | <$5M | AI Deep Dive |
| Guilford Jewelry Company, LLC | Retail Trade | $52,200 | $50,781 | 8 | <$5M | AI Deep Dive |
| Christ Church St Michaels Parish | Other Services (except Public Administration) | $47,300 | $47,832 | 4 | N/A | AI Deep Dive |
| Cbo Corporation | Retail Trade | $46,992 | $47,296 | 7 | <$5M | AI Deep Dive |
| Barlyn LLC | Accommodation and Food Services | $45,241 | $45,428 | 12 | <$5M | AI Deep Dive |
| Gina Beana's LLC | Accommodation and Food Services | $45,200 | $45,745 | 17 | <$5M | AI Deep Dive |
| American Holiday LLC | Retail Trade | $42,200 | $42,593 | 7 | <$5M | AI Deep Dive |
| Apwb Holdings, LLC | Real Estate and Rental and Leasing | $41,500 | $42,009 | 5 | <$5M | AI Deep Dive |
| Gina Beanas LLC | Accommodation and Food Services | $40,425 | $40,743 | 13 | <$5M | AI Deep Dive |
| Gourmet by the Bay LLC | Accommodation and Food Services | $38,400 | $38,771 | 5 | <$5M | AI Deep Dive |
| Barlyn LLC | Accommodation and Food Services | $38,100 | $38,427 | 16 | <$5M | AI Deep Dive |
| Bay Hundred Seafood, INC | Wholesale Trade | $36,600 | $37,023 | 10 | <$5M | AI Deep Dive |
| Chesapeake Bay Cruises LLC | Transportation and Warehousing | $34,121 | $34,261 | 15 | <$5M | AI Deep Dive |
| Serendipity Salon & Spa LLC | Other Services (except Public Administration) | $33,600 | $34,021 | 3 | <$5M | AI Deep Dive |
| Balanced Care Physical Therapy, LLC | Health Care and Social Assistance | $33,400 | $33,837 | 3 | <$5M | AI Deep Dive |
| Chesapeake Builders Inc. | Construction | $32,300 | $32,689 | 10 | <$5M | AI Deep Dive |
| St Michaels Community Center, INC | Educational Services | $30,700 | $30,990 | 6 | <$5M | AI Deep Dive |
| Crouch & Crouch, Inc. | Real Estate and Rental and Leasing | $30,400 | $30,692 | 2 | <$5M | AI Deep Dive |