| Headland Plumbing Company LLC | Construction | $26,400 | $26,625 | 5 | <$5M | AI Deep Dive |
| John W. Solomon Farms Inc. | Agriculture, Forestry, Fishing and Hunting | $25,442 | $25,730 | 4 | <$5M | AI Deep Dive |
| Headland Processing Co., LLC | Manufacturing | $24,885 | $24,988 | 5 | <$5M | AI Deep Dive |
| Knighton Construction LLC | Construction | $23,973 | $24,123 | 4 | <$5M | AI Deep Dive |
| Greater Shiloh Baptist Church, Inc. | Other Services (except Public Administration) | $23,500 | $23,619 | 9 | N/A | AI Deep Dive |
| Wiregrass Equipment Company LLC | Other Services (except Public Administration) | $23,000 | $23,287 | 2 | <$5M | AI Deep Dive |
| Knighton Construction, LLC | Construction | $22,872 | $23,023 | 3 | <$5M | AI Deep Dive |
| Headland Christian Preschool | Health Care and Social Assistance | $22,687 | $22,931 | 8 | <$5M | AI Deep Dive |
| Adam Johnson Distributing, Inc. | Wholesale Trade | $22,058 | $22,184 | 2 | <$5M | AI Deep Dive |
| Todd Syrup Farm & Country Market, LLC | Accommodation and Food Services | $21,500 | $21,690 | 7 | <$5M | AI Deep Dive |
| Headland Christian Preschool, LLC | Health Care and Social Assistance | $21,500 | $21,694 | 6 | <$5M | AI Deep Dive |
| Mustard Seed Landscaping, LLC | Professional, Scientific, and Technical Services | $21,200 | $21,397 | 2 | <$5M | AI Deep Dive |
| Jimmy Davis | Agriculture, Forestry, Fishing and Hunting | $20,833 | $0 | 1 | <$5M | AI Deep Dive |
| Olive Industrial, LLC | Administrative and Support and Waste Management | $20,833 | $20,971 | 1 | <$5M | AI Deep Dive |
| Scottie Ellison | Agriculture, Forestry, Fishing and Hunting | $20,833 | $21,134 | 1 | <$5M | AI Deep Dive |
| Danny Ellison | Agriculture, Forestry, Fishing and Hunting | $20,833 | $20,965 | 1 | <$5M | AI Deep Dive |
| Daniel Ellison | Agriculture, Forestry, Fishing and Hunting | $20,833 | $20,889 | 1 | <$5M | AI Deep Dive |
| Eddie Barrentine | Agriculture, Forestry, Fishing and Hunting | $20,833 | $20,926 | 1 | <$5M | AI Deep Dive |
| Kelly Griffin | Agriculture, Forestry, Fishing and Hunting | $20,833 | $20,932 | 1 | <$5M | AI Deep Dive |
| Katherine Edwards | Agriculture, Forestry, Fishing and Hunting | $20,833 | $20,930 | 1 | <$5M | AI Deep Dive |
| Scott Blankenship | Agriculture, Forestry, Fishing and Hunting | $20,833 | $20,990 | 1 | <$5M | AI Deep Dive |
| William Woodham | Agriculture, Forestry, Fishing and Hunting | $20,833 | $21,097 | 1 | <$5M | AI Deep Dive |
| Michael Johnson | Agriculture, Forestry, Fishing and Hunting | $20,833 | $21,013 | 1 | <$5M | AI Deep Dive |
| Thomas Solomon | Agriculture, Forestry, Fishing and Hunting | $20,833 | $21,052 | 1 | <$5M | AI Deep Dive |
| William Woodham | Agriculture, Forestry, Fishing and Hunting | $20,833 | $21,041 | 1 | <$5M | AI Deep Dive |