| Bendure Communications Inc. | Professional, Scientific, and Technical Services | $61,539 | $61,843 | 5 | <$5M |  AI Deep Dive |
| St. Stephens Catholic Church | Other Services (except Public Administration) | $59,100 | $59,663 | 7 | N/A | AI Deep Dive |
| The Fun Shop, INC | Retail Trade | $58,750 | $59,287 | 9 | <$5M | AI Deep Dive |
| American Water Resources Association | Other Services (except Public Administration) | $53,765 | $54,286 | 3 | N/A | AI Deep Dive |
| The Fun Shop INC | Retail Trade | $53,750 | $54,041 | 8 | <$5M | AI Deep Dive |
| Southern Operations, LLC | Agriculture, Forestry, Fishing and Hunting | $52,462 | $44,643 | 5 | <$5M | AI Deep Dive |
| Mount Defiance Cidery & Distillery, LLC | Manufacturing | $49,842 | $50,322 | 6 | <$5M | AI Deep Dive |
| Wiseman and Associates Financial Services, Ltd. | Professional, Scientific, and Technical Services | $48,200 | $48,871 | 5 | <$5M | AI Deep Dive |
| The Upper Crust Inc. of Middleburg Virginia | Retail Trade | $47,895 | $48,201 | 6 | <$5M | AI Deep Dive |
| The Upper Crust, Inc. | Manufacturing | $47,800 | $48,123 | 6 | <$5M | AI Deep Dive |
| Middleburg Common Grounds L.l.c. | Accommodation and Food Services | $44,800 | $45,084 | 10 | <$5M | AI Deep Dive |
| Allen Moore & Associates, Inc. | Construction | $44,700 | $45,163 | 4 | <$5M | AI Deep Dive |
| Edward Macmahon, Jr., Plc | Professional, Scientific, and Technical Services | $41,100 | $44,093 | 2 | <$5M | AI Deep Dive |
| Rebecca Rica Clay, LLC | Professional, Scientific, and Technical Services | $40,980 | $41,360 | 4 | <$5M | AI Deep Dive |
| Mmr Marketing Associates, INC | Professional, Scientific, and Technical Services | $40,943 | $41,212 | 2 | <$5M | AI Deep Dive |
| Lynn Symansky | Agriculture, Forestry, Fishing and Hunting | $40,500 | $40,781 | 23 | <$5M | AI Deep Dive |
| Wallach and Company INC | Finance and Insurance | $40,500 | $40,796 | 3 | <$5M | AI Deep Dive |
| Northstar Property Management Group LLC | Accommodation and Food Services | $39,300 | $39,774 | 8 | <$5M | AI Deep Dive |
| Empower Adventure Operations LLC | Arts, Entertainment, and Recreation | $39,236 | $39,448 | 10 | <$5M | AI Deep Dive |
| Horn Harbor Restaurant | Accommodation and Food Services | $38,882 | $39,131 | 6 | <$5M | AI Deep Dive |
| Middleburg Baptist Church | Other Services (except Public Administration) | $38,774 | $39,145 | 3 | N/A | AI Deep Dive |
| Duchessa INC | Retail Trade | $38,745 | $33,993 | 2 | <$5M | AI Deep Dive |
| Cook's Car Care LLC | Other Services (except Public Administration) | $38,500 | $38,864 | 4 | <$5M | AI Deep Dive |
| Empower Adventure Operations, LLC | Arts, Entertainment, and Recreation | $38,000 | $38,255 | 10 | <$5M | AI Deep Dive |
| Melmore, Inc. | Construction | $37,500 | $27,762 | 2 | <$5M | AI Deep Dive |