| Fluharty's Electric, Inc. | Construction | $220,400 | $223,093 | 18 | $5.9M |  AI Deep Dive |
| 21551 Tilghman Investors | Accommodation and Food Services | $180,124 | $182,572 | 30 | $9.4M | AI Deep Dive |
| Marker Five, LLC | Accommodation and Food Services | $147,000 | $147,731 | 20 | <$5M | AI Deep Dive |
| Knapp's Narrows Marina LLC | Accommodation and Food Services | $146,918 | $147,653 | 12 | <$5M | AI Deep Dive |
| Knapp's Narrows Marina, LLC | Arts, Entertainment, and Recreation | $93,887 | $94,730 | 14 | <$5M | AI Deep Dive |
| Bridges Automotive, LLC | Other Services (except Public Administration) | $80,500 | $81,263 | 8 | <$5M | AI Deep Dive |
| Marker Five, LLC | Accommodation and Food Services | $50,000 | $65,348 | 8 | <$5M | AI Deep Dive |
| Sullivan Building & Design Inc. | Construction | $43,961 | $44,150 | 4 | <$5M | AI Deep Dive |
| Sullivan Building & Design, Inc. | Construction | $43,960 | $44,437 | 5 | <$5M | AI Deep Dive |
| Stinchcomb Land Improvements Inc. | Construction | $38,947 | $39,110 | 4 | <$5M | AI Deep Dive |
| Talbot Builders & Sons | Construction | $38,900 | $39,268 | 11 | $12.5M | AI Deep Dive |
| Talbot Builders & Sons | Construction | $38,659 | $38,843 | 3 | <$5M | AI Deep Dive |
| Tilghman Island Country Store LLC | Retail Trade | $36,275 | $36,677 | 12 | <$5M | AI Deep Dive |
| Stinchcomb Land Improvements, INC | Construction | $33,700 | $34,121 | 5 | <$5M | AI Deep Dive |
| Phillips Wharf Environmental Center | Other Services (except Public Administration) | $30,497 | $30,639 | 1 | N/A | AI Deep Dive |
| Phillips Wharf Environmental Center, Inc. | Other Services (except Public Administration) | $30,497 | $30,796 | 9 | N/A | AI Deep Dive |
| Two If by Sea INC | Accommodation and Food Services | $26,460 | $26,582 | 7 | <$5M | AI Deep Dive |
| Barrow & Sons, LLC | Construction | $22,400 | $22,609 | 8 | $9.1M | AI Deep Dive |
| Jason Wilson | Agriculture, Forestry, Fishing and Hunting | $20,833 | $20,890 | 1 | <$5M | AI Deep Dive |
| William Bowen Jr. | Agriculture, Forestry, Fishing and Hunting | $20,833 | $20,890 | 1 | <$5M | AI Deep Dive |
| Clifford Wilson | Agriculture, Forestry, Fishing and Hunting | $20,833 | $20,890 | 1 | <$5M | AI Deep Dive |
| Clifford Wilson | Agriculture, Forestry, Fishing and Hunting | $20,833 | $20,892 | 1 | <$5M | AI Deep Dive |
| Graham Sherwood | Construction | $20,833 | $20,902 | 1 | <$5M | AI Deep Dive |
| Jason Wilson | Agriculture, Forestry, Fishing and Hunting | $20,833 | $20,894 | 1 | <$5M | AI Deep Dive |
| William Lednum | Agriculture, Forestry, Fishing and Hunting | $20,833 | $20,888 | 1 | <$5M | AI Deep Dive |