| Annapolis Watersports | Retail Trade | $51,712 | $52,444 | 3 | <$5M |  AI Deep Dive |
| Jac Construction INC | Construction | $51,472 | $52,020 | 5 | <$5M | AI Deep Dive |
| Caulking Services INC | Construction | $50,957 | $51,282 | 5 | <$5M | AI Deep Dive |
| Crew Cut Enterprises LLC | Administrative and Support and Waste Management | $50,757 | $51,217 | 10 | <$5M | AI Deep Dive |
| Crew Cut Enterprises LLC | Professional, Scientific, and Technical Services | $50,756 | $51,186 | 14 | <$5M | AI Deep Dive |
| Nishan Subway INC | Accommodation and Food Services | $50,717 | $51,175 | 16 | <$5M | AI Deep Dive |
| Vintage Homes LLC | Construction | $50,669 | $51,122 | 3 | <$5M | AI Deep Dive |
| Recinos Landscaping & Tree Service INC | Administrative and Support and Waste Management | $50,488 | $51,150 | 9 | <$5M | AI Deep Dive |
| Datang Corporation | Accommodation and Food Services | $50,392 | $51,019 | 10 | <$5M | AI Deep Dive |
| Caulking Services, Inc. | Construction | $50,323 | $51,034 | 6 | <$5M | AI Deep Dive |
| A D Z Electrical Service INC | Construction | $49,800 | $50,167 | 6 | <$5M | AI Deep Dive |
| Creations by Taylor Lnc | Other Services (except Public Administration) | $49,700 | $50,027 | 7 | <$5M | AI Deep Dive |
| Dixon Financial Group, LLC | Finance and Insurance | $49,566 | $50,043 | 6 | <$5M | AI Deep Dive |
| Edgewater Restaurant INC | Accommodation and Food Services | $49,400 | $50,028 | 20 | <$5M | AI Deep Dive |
| Noyes Industries INC | Manufacturing | $48,000 | $48,441 | 5 | <$5M | AI Deep Dive |
| Recordsone Transcription, LLC | Retail Trade | $47,284 | $47,601 | 4 | <$5M | AI Deep Dive |
| United Church of Christ of Annapolis | Other Services (except Public Administration) | $47,244 | $47,607 | 14 | N/A | AI Deep Dive |
| Cecil's Alignment Center, Inc. | Other Services (except Public Administration) | $47,100 | $47,410 | 4 | <$5M | AI Deep Dive |
| Thermocline Inc. | Construction | $46,652 | $46,993 | 3 | <$5M | AI Deep Dive |
| Hbs Solutions INC | Professional, Scientific, and Technical Services | $46,626 | $46,978 | 5 | <$5M | AI Deep Dive |
| Our Lady of Perpetual Help, Edgewater, Roman Catholic Congre | Other Services (except Public Administration) | $46,500 | $44,111 | 5 | N/A | AI Deep Dive |
| Thoc INC | Accommodation and Food Services | $46,440 | $46,697 | 11 | <$5M | AI Deep Dive |
| Moraleigh Design Build LLC | Construction | $45,373 | $45,670 | 5 | <$5M | AI Deep Dive |
| Capital Insurance & Financial Services LLC | Finance and Insurance | $45,342 | $45,885 | 8 | <$5M | AI Deep Dive |
| Noyes Industries Inc. | Other Services (except Public Administration) | $45,280 | $45,658 | 4 | <$5M | AI Deep Dive |