| Rnr Enterprises LLC | Other Services (except Public Administration) | $61,260 | $62,063 | 5 | <$5M | AI Deep Dive |
| Kent Narrows Yacht Yard | Manufacturing | $59,400 | $59,953 | 6 | <$5M | AI Deep Dive |
| Chesapeake Wildlife Heritage | Other Services (except Public Administration) | $59,000 | $59,637 | 9 | N/A | AI Deep Dive |
| Waterman Realty Co. | Real Estate and Rental and Leasing | $58,300 | $47,566 | 5 | <$5M | AI Deep Dive |
| Kent Narrows Yacht Yard Inc. | Other Services (except Public Administration) | $57,890 | $58,153 | 6 | <$5M | AI Deep Dive |
| Rick's Enterprises, Inc. DBA Bay Bridge Tire & Auto | Other Services (except Public Administration) | $55,900 | $56,520 | 7 | <$5M | AI Deep Dive |
| P.i.g. Inc. T/a Chesapeake Outdoors | Retail Trade | $55,900 | $56,416 | 8 | <$5M | AI Deep Dive |
| Ramamacorp | Retail Trade | $55,700 | $56,318 | 15 | <$5M | AI Deep Dive |
| Kent Island Chiropractic and Rehabilitation, L.l.c. | Health Care and Social Assistance | $54,800 | $55,321 | 6 | <$5M | AI Deep Dive |
| Boatel Operations, LLC | Real Estate and Rental and Leasing | $52,200 | $52,729 | 13 | <$5M | AI Deep Dive |
| Tnt Jewelers LLC | Retail Trade | $51,100 | $51,748 | 6 | <$5M | AI Deep Dive |
| Jim Brown Insurance & Financial Sevices INC | Finance and Insurance | $50,500 | $50,915 | 5 | <$5M | AI Deep Dive |
| Carmine's NY Pizza Kitchen, Inc. | Accommodation and Food Services | $50,332 | $51,028 | 6 | <$5M | AI Deep Dive |
| All in Automotive LLC | Other Services (except Public Administration) | $50,000 | $50,356 | 7 | <$5M | AI Deep Dive |
| K and D Enterprises LLC | Accommodation and Food Services | $50,000 | $50,625 | 9 | <$5M | AI Deep Dive |
| Stuart Contractors LLC | Construction | $46,700 | $47,271 | 10 | <$5M | AI Deep Dive |
| Daniel E. Bowman LLC | Construction | $46,300 | $46,736 | 6 | <$5M | AI Deep Dive |
| Chester Subway Inc. | Accommodation and Food Services | $45,600 | $45,812 | 11 | <$5M | AI Deep Dive |
| Adjustfirst, LLC | Health Care and Social Assistance | $45,000 | $45,595 | 5 | <$5M | AI Deep Dive |
| Pichada Chhay Honick DDS PA | Health Care and Social Assistance | $44,100 | $44,256 | 6 | <$5M | AI Deep Dive |
| Pichada Chhay Honick DDS | Health Care and Social Assistance | $42,800 | $43,161 | 4 | <$5M | AI Deep Dive |
| Piney Narrows Yacht Haven Condominium Association, Inc. | Other Services (except Public Administration) | $41,400 | $41,850 | 7 | <$5M | AI Deep Dive |
| New Wave Communications INC | Information | $41,335 | $41,797 | 3 | <$5M | AI Deep Dive |
| Fasteners Rx INC | Wholesale Trade | $40,900 | $41,288 | 4 | <$5M | AI Deep Dive |
| Bada Bean LLC | Accommodation and Food Services | $39,108 | $39,413 | 9 | <$5M | AI Deep Dive |