| Brightsum | Professional, Scientific, and Technical Services | $8,000 | $8,067 | 1 | <$5M | AI Deep Dive |
| Milton Legion Home Association | Accommodation and Food Services | $7,931 | $7,951 | 3 | <$5M | AI Deep Dive |
| Blue Line Secure Transportation Services, LLC | Transportation and Warehousing | $7,590 | $7,644 | 1 | <$5M | AI Deep Dive |
| Blue Line Secure Transportation Services, LLC | Transportation and Warehousing | $7,590 | $7,658 | 1 | <$5M | AI Deep Dive |
| Ye Olde Meeting Place INC | Accommodation and Food Services | $7,530 | $7,578 | 1 | <$5M | AI Deep Dive |
| Matthew Bogart | Construction | $7,390 | $7,427 | 1 | <$5M | AI Deep Dive |
| Samuel J Byler Jr | Agriculture, Forestry, Fishing and Hunting | $7,265 | $7,305 | 1 | <$5M | AI Deep Dive |
| Samuel Byler | Agriculture, Forestry, Fishing and Hunting | $7,265 | $7,307 | 1 | <$5M | AI Deep Dive |
| Tiny Tots Daycare | Educational Services | $7,100 | $2,231 | 1 | <$5M | AI Deep Dive |
| Gare De Pas Cooties 40 and 8 Voiture 13 | Other Services (except Public Administration) | $7,053 | $7,123 | 2 | <$5M | AI Deep Dive |
| Stahlnecker's Portable Toilets | Other Services (except Public Administration) | $6,300 | $6,335 | 2 | <$5M | AI Deep Dive |
| Rwr Trucking, LLC | Transportation and Warehousing | $6,200 | $6,249 | 1 | <$5M | AI Deep Dive |
| Original Italian Pizza | Accommodation and Food Services | $6,000 | $6,054 | 3 | <$5M | AI Deep Dive |
| Nicholas Anspach | Construction | $5,955 | $5,993 | 1 | <$5M | AI Deep Dive |
| Pioneer Drywall & Painting | Construction | $5,955 | $5,992 | 1 | <$5M | AI Deep Dive |
| Divers Concessions LLC | Accommodation and Food Services | $5,780 | $5,826 | 1 | <$5M | AI Deep Dive |
| The Improved Milton Experience | Administrative and Support and Waste Management | $5,697 | $5,756 | 8 | <$5M | AI Deep Dive |
| The Improved Milton Experience | Administrative and Support and Waste Management | $5,697 | $5,780 | 8 | <$5M | AI Deep Dive |
| Milton Legion Home Association | Accommodation and Food Services | $5,665 | $5,685 | 4 | <$5M | AI Deep Dive |
| Ye Olde Meeting Place INC | Accommodation and Food Services | $5,380 | $5,409 | 2 | <$5M | AI Deep Dive |
| Neuer, INC | Arts, Entertainment, and Recreation | $4,890 | $0 | 2 | <$5M | AI Deep Dive |
| Clewell Precision Machine INC | Manufacturing | $4,685 | $4,726 | 2 | <$5M | AI Deep Dive |
| Susan Lloyd | Administrative and Support and Waste Management | $4,460 | $4,473 | 1 | <$5M | AI Deep Dive |
| The Breaking Bread Co. | Accommodation and Food Services | $4,426 | $4,483 | 3 | <$5M | AI Deep Dive |
| Sharon Foust | Agriculture, Forestry, Fishing and Hunting | $4,350 | $4,375 | 1 | <$5M | AI Deep Dive |