| St. John's College | $2,399,700 | $2,428,365 | 193 | N/A |  AI Deep Dive |
| The Key School | $1,700,000 | $1,712,901 | 168 | N/A | AI Deep Dive |
| Higherschool Publishing Company | $1,140,302 | $1,149,143 | 150 | $19.5M | AI Deep Dive |
| St. Anne's School of Annapolis, INC | $483,552 | $486,225 | 51 | N/A | AI Deep Dive |
| Building Owners and Managers Institute International INC | $410,300 | $413,423 | 23 | N/A | AI Deep Dive |
| Shippers' Choice of Virginia, Inc. | $391,261 | $395,377 | 44 | $5.9M | AI Deep Dive |
| Naval Academy Primary School | $391,220 | $393,176 | 50 | N/A | AI Deep Dive |
| Naval Academy Primary School | $368,600 | $358,153 | 52 | N/A | AI Deep Dive |
| Shippers' Choice of Virginia Inc. | $365,783 | $368,328 | 44 | $9.2M | AI Deep Dive |
| Building Owners and Managers Institute International INC | $356,495 | $359,060 | 18 | N/A | AI Deep Dive |
| Parents for Montessori Education INC | $284,185 | $286,038 | 24 | N/A | AI Deep Dive |
| Classic Learning Initiatives, LLC | $279,470 | $282,479 | 15 | <$5M | AI Deep Dive |
| Chesapeake Montessori Foundation, Inc. | $265,140 | $268,096 | 34 | N/A | AI Deep Dive |
| Nacon Consulting, LLC | $244,299 | $0 | 11 | <$5M | AI Deep Dive |
| Parents for Montessori Education INC | $225,887 | $227,855 | 24 | N/A | AI Deep Dive |
| Tmg INC | $183,604 | $184,634 | 15 | <$5M | AI Deep Dive |
| Automation Dynamics Incorporated | $164,102 | $165,685 | 9 | <$5M | AI Deep Dive |
| It Works Learning Center INC | $116,200 | $113,802 | 12 | <$5M | AI Deep Dive |
| International Academy, Inc. | $86,800 | $87,562 | 7 | <$5M | AI Deep Dive |
| Naval Academy Junior Swim Club INC | $85,369 | $86,138 | 6 | N/A | AI Deep Dive |
| Innovative Systems Design and Training, Inc. | $83,300 | $83,702 | 4 | <$5M | AI Deep Dive |
| Let's Go Boys and Girls INC | $70,094 | $70,419 | 7 | N/A | AI Deep Dive |
| Leadership Maryland Inc. | $67,727 | $68,586 | 4 | N/A | AI Deep Dive |
| Snyapse Sports INC | $60,000 | $60,329 | 3 | <$5M | AI Deep Dive |
| Let's Go Boys and Girls INC | $54,639 | $54,935 | 6 | N/A | AI Deep Dive |