| Advantech, Inc. | Professional, Scientific, and Technical Services | $436,883 | $422,727 | 35 | $7.2M |  AI Deep Dive |
| Megalos Corporation | Accommodation and Food Services | $436,740 | $442,687 | 46 | $8.2M | AI Deep Dive |
| DC Hotels Annapolis LLC | Accommodation and Food Services | $436,279 | $439,248 | 99 | $31.0M | AI Deep Dive |
| Annapolis Billing Services, Inc. | Health Care and Social Assistance | $434,625 | $438,352 | 40 | $12.6M | AI Deep Dive |
| Acg Systems Incorporated | Manufacturing | $434,510 | $436,127 | 23 | $6.0M | AI Deep Dive |
| Chick and Ruth's Delly Inc. | Accommodation and Food Services | $434,422 | $437,017 | 35 | $6.2M | AI Deep Dive |
| Annapolis Hyundai, LLC | Retail Trade | $432,385 | $419,066 | 34 | $8.6M | AI Deep Dive |
| Bayview Builders, LLC | Construction | $429,105 | $433,634 | 26 | $7.9M | AI Deep Dive |
| Heidler INC | Construction | $428,570 | $430,368 | 26 | $8.2M | AI Deep Dive |
| Covington Machine and Welding | Manufacturing | $428,542 | $431,477 | 31 | $7.6M | AI Deep Dive |
| Wm Enterprises INC | Accommodation and Food Services | $427,400 | $466,804 | 107 | $19.0M | AI Deep Dive |
| Free State Reporting Inc. | Administrative and Support and Waste Management | $427,159 | $428,974 | 45 | $8.5M | AI Deep Dive |
| Adams Automotive INC | Retail Trade | $426,400 | $317,535 | 51 | $12.9M | AI Deep Dive |
| Vin909 Winecafe LLC | Accommodation and Food Services | $422,786 | $425,053 | 33 | $5.9M | AI Deep Dive |
| Iron Rooster-Annapolis, LLC | Accommodation and Food Services | $421,577 | $426,232 | 55 | $9.8M | AI Deep Dive |
| Berla Corporation | Professional, Scientific, and Technical Services | $420,115 | $425,436 | 21 | <$5M | AI Deep Dive |
| Homes for America, Inc. | Administrative and Support and Waste Management | $420,000 | $423,138 | 20 | N/A | AI Deep Dive |
| Middleton Tavern | Accommodation and Food Services | $418,317 | $424,440 | 55 | $9.8M | AI Deep Dive |
| Anne Arundel Gastroenterology Assocites PA | Health Care and Social Assistance | $416,900 | $419,721 | 14 | <$5M | AI Deep Dive |
| Ceremony Coffee, Inc. | Manufacturing | $414,855 | $417,194 | 52 | $18.4M | AI Deep Dive |
| Sushi by Joss INC | Accommodation and Food Services | $411,513 | $416,428 | 42 | $7.5M | AI Deep Dive |
| Building Owners and Managers Institute International INC | Educational Services | $410,300 | $413,423 | 23 | N/A | AI Deep Dive |
| Oceanetics, Inc. | Manufacturing | $410,267 | $414,757 | 43 | $15.2M | AI Deep Dive |
| Oceanetics INC | Professional, Scientific, and Technical Services | $410,267 | $414,233 | 46 | $5.7M | AI Deep Dive |
| Chesapeake Charter Inc. | Transportation and Warehousing | $409,685 | $413,277 | 50 | $19.2M | AI Deep Dive |