| Loftus Masonry Incorperated | Construction | $350,000 | $356,245 | 33 | <$5M | AI Deep Dive |
| Stratum Networks, Inc. | Professional, Scientific, and Technical Services | $349,692 | $352,279 | 16 | <$5M | AI Deep Dive |
| Maryland Brain, Spine and Pain, LLC | Health Care and Social Assistance | $349,100 | $353,624 | 17 | $5.3M | AI Deep Dive |
| Fifth Management & Consulting, Inc. | Real Estate and Rental and Leasing | $349,100 | $352,911 | 45 | $5.2M | AI Deep Dive |
| 643 Dp INC | Accommodation and Food Services | $346,804 | $349,280 | 30 | $5.3M | AI Deep Dive |
| Complete Commissioning INC | Construction | $345,432 | $347,610 | 25 | $7.9M | AI Deep Dive |
| Duran Restaurant INC | Accommodation and Food Services | $344,389 | $345,996 | 50 | $8.9M | AI Deep Dive |
| Evolutions Body Clinic, LLC | Arts, Entertainment, and Recreation | $344,300 | $346,298 | 85 | $11.9M | AI Deep Dive |
| Coastal Heating & Air Conditioning Co. | Construction | $343,700 | $346,316 | 25 | $7.9M | AI Deep Dive |
| Mcdonnell Veterinary Neurology Consulting Grd INC | Professional, Scientific, and Technical Services | $343,200 | $347,600 | 28 | <$5M | AI Deep Dive |
| Bembe Beach LLC | Accommodation and Food Services | $341,511 | $345,366 | 16 | <$5M | AI Deep Dive |
| Wptr Management LLC | Real Estate and Rental and Leasing | $340,162 | $342,808 | 26 | <$5M | AI Deep Dive |
| Pd & E LLC | Administrative and Support and Waste Management | $339,962 | $341,415 | 15 | <$5M | AI Deep Dive |
| Ardalyst Federal LLC | Professional, Scientific, and Technical Services | $339,297 | $341,323 | 27 | $5.6M | AI Deep Dive |
| Samack Inc. | Accommodation and Food Services | $338,200 | $340,830 | 44 | $7.8M | AI Deep Dive |
| Annapolis Rheumatology, LLC | Health Care and Social Assistance | $337,000 | $340,286 | 34 | $6.7M | AI Deep Dive |
| Cook Electric Inc. | Construction | $336,200 | $338,650 | 32 | $10.5M | AI Deep Dive |
| Mcgarvey's Annapolis, LLC | Accommodation and Food Services | $335,920 | $339,749 | 45 | $8.0M | AI Deep Dive |
| Bert Jabin Yacht Yard INC | Arts, Entertainment, and Recreation | $335,400 | $337,417 | 24 | <$5M | AI Deep Dive |
| Vin 909 Wine Cafe LLC | Accommodation and Food Services | $335,288 | $337,691 | 27 | <$5M | AI Deep Dive |
| Severn Inn LLC | Accommodation and Food Services | $335,200 | $341,355 | 42 | $7.5M | AI Deep Dive |
| Cyber Reliant Corp | Professional, Scientific, and Technical Services | $333,942 | $338,032 | 18 | <$5M | AI Deep Dive |
| Chick & Ruth's Delly, Inc. | Accommodation and Food Services | $333,700 | $337,988 | 41 | $7.3M | AI Deep Dive |
| Rockfish Acquisition, LLC | Accommodation and Food Services | $332,400 | $334,764 | 65 | $11.5M | AI Deep Dive |
| J M Mullen Electrical Services INC | Construction | $330,700 | $333,536 | 30 | $9.9M | AI Deep Dive |