| Smartlink Holdings LLC | Professional, Scientific, and Technical Services | $9,513,713 | $9,620,742 | 500 | $51.8M |  AI Deep Dive |
| The Rc Group | Accommodation and Food Services | $8,717,500 | $8,816,139 | 500 | $88.8M | AI Deep Dive |
| Corporate Brokers, LLC | Administrative and Support and Waste Management | $5,200,000 | $5,259,800 | 449 | $70.7M | AI Deep Dive |
| Brightkey, Inc. | Administrative and Support and Waste Management | $4,639,900 | $4,693,001 | 499 | $94.4M | AI Deep Dive |
| West River Group, Inc. | Administrative and Support and Waste Management | $4,005,082 | $0 | 310 | $58.6M | AI Deep Dive |
| Signature Collision Centers LLC | Other Services (except Public Administration) | $2,967,200 | $3,624,101 | 250 | $49.0M | AI Deep Dive |
| Naval Academy Athletic Association | Other Services (except Public Administration) | $2,856,649 | $2,889,183 | 185 | N/A | AI Deep Dive |
| Baywoods Cooperative Housing Corporation | Health Care and Social Assistance | $2,602,242 | $1,381,658 | 173 | N/A | AI Deep Dive |
| Visit Annapolis & Anne Arundel County INC | Administrative and Support and Waste Management | $2,500,000 | $175,009 | 12 | <$5M | AI Deep Dive |
| St. John's College | Educational Services | $2,399,700 | $2,428,365 | 193 | N/A | AI Deep Dive |
| St. Mary's Annapolis Roman Catholic Congregation, Inc. | Other Services (except Public Administration) | $2,324,043 | $2,337,034 | 302 | N/A | AI Deep Dive |
| Annapolis Micro Systems, Inc. | Manufacturing | $2,166,702 | $2,197,155 | 73 | $19.1M | AI Deep Dive |
| South Moon Sales, Inc. | Retail Trade | $2,080,659 | $2,106,197 | 330 | $111.1M | AI Deep Dive |
| Annapolis Life Care INC | Health Care and Social Assistance | $2,071,800 | $2,097,295 | 300 | $51.0M | AI Deep Dive |
| Naval Academy Athletic Association | Other Services (except Public Administration) | $2,000,000 | $2,019,389 | 188 | N/A | AI Deep Dive |
| Signature Collision Centers LLC | Other Services (except Public Administration) | $2,000,000 | $2,008,444 | 254 | $49.8M | AI Deep Dive |
| South Moon Sales Inc. | Retail Trade | $2,000,000 | $0 | 295 | $99.3M | AI Deep Dive |
| Laser Assets, INC | Health Care and Social Assistance | $1,990,930 | $149,393 | 156 | $36.1M | AI Deep Dive |
| Horizon Builders Group LLC | Construction | $1,974,200 | $1,995,916 | 90 | $27.3M | AI Deep Dive |
| Annapolis Pediatrics, P.a. | Health Care and Social Assistance | $1,810,500 | $1,822,915 | 126 | $39.5M | AI Deep Dive |
| Otac No 4, INC | Accommodation and Food Services | $1,795,489 | $1,816,543 | 479 | $85.0M | AI Deep Dive |
| Argent Marine Operations, Inc. | Transportation and Warehousing | $1,763,827 | $1,786,586 | 116 | $29.4M | AI Deep Dive |
| Argent Marine Operations Inc. | Transportation and Warehousing | $1,763,827 | $1,773,622 | 116 | $29.4M | AI Deep Dive |
| Horizon Builders Group LLC | Construction | $1,720,452 | $1,734,263 | 89 | $27.0M | AI Deep Dive |
| Chesapeake Crewing, L.l.c. | Transportation and Warehousing | $1,711,605 | $1,734,063 | 137 | $34.7M | AI Deep Dive |