| Company Name / Location | Industry / Service | 2008 Employees |
| Southampton County Public Schools / Courtland | Elementary & Secondary Education | 617 |
| Southampton Memorial Hospital / Franklin | Health Care | 399 |
| Narricot Industries LLC / Boykins | Manufacturing / Narrow Fabric Mill | 372 |
| Deerfield Correctional Center / Capron | Public Administration / Correctional Institution | 362 |
| Wal-Mart Super Center / Franklin | Retail / Warehouse Supercenter | 336 |
| Franklin City Public Schools / Franklin | Elementary & Secondary Education | 302 |
| County of Southampton / Courtland | Public Administration / General Government Support | 191 |
| Farm Fresh / Franklin | Retail / Supermarkets & Other Grocery | 164 |
| Paul D. Camp Community College / Franklin | Junior College Education | 161 |
| Lowes Home Improvement / Franklin | Retail / Home Center | 110 |
| Ashland Inc. (formerly Hercules) / Courtland | Chemical Manufacturing | 108 |
| Courtland Health Care Center / Courtland | Residential Health Facility | 100 |
| Money Mailer LLC / Franklin | Professional Services / Direct Mail Advertising | 98 |
| Bronco Federal Credit Union / Franklin | Finance & Insurance | 82 |
| Southampton Academy / Courtland | Elementary & Secondary Education | 80 |
| Valley Proteins Inc / Emporia | Animal Food Manufacturing | 68 |
| McDonald's / Franklin | Accomodations & Food Services | 68 |
| James L Camp Jr YMCA / Franklin | Civic Organization | 67 |
| VA Department of Transportation / Courtland | Highway/Street/Bridge Construction | 64 |
| Blackwater Regional Library / Franklin | Information / Libraries & Archives | 62 |
| The Village at Woods Edge / Franklin | Health Care / Homes for Elderly | 58 |
| Meherrin Agricultural Chemical / Branchville | Wholesale Trade & Farm Supply | 55 |
| Kentucky Fried Chicken / Franklin | Accomodations & Food Services | 55 |
| VA State Department of Health / Courtland | Home Health Care | 55 |
| Nannie Home Health Care Inc / Franklin | Home Health Care | 53 |