| Complete Home Care Services | Health Care and Social Assistance | $200,000 | $0 | 70 | $16.2M | Research |
| Delta Oncology Inc. | Health Care and Social Assistance | $198,400 | $199,949 | 17 | $5.3M | Research |
| Fred T Neely and Company, Pllc | Professional, Scientific, and Technical Services | $192,300 | $193,406 | 19 | $6.0M | Research |
| Fred T Neely and Company, Pllc | Professional, Scientific, and Technical Services | $192,300 | $194,660 | 17 | $5.4M | Research |
| S/w Electrical LLC | Construction | $190,870 | $192,938 | 26 | $8.6M | Research |
| Delta Oncology, INC | Health Care and Social Assistance | $181,300 | $182,750 | 17 | $5.3M | Research |
| Staple Cotton Discount Corporation | Health Care and Social Assistance | $179,800 | $180,559 | 9 | <$5M | Research |
| S/w Electrical LLC | Construction | $178,262 | $181,026 | 23 | $7.6M | Research |
| Sonic Drive-In, Greenwood, Mississippi, Inc. | Accommodation and Food Services | $174,800 | $176,941 | 37 | $6.6M | Research |
| Upchurch Telecom & Data, INC | Other Services (except Public Administration) | $174,600 | $175,797 | 14 | <$5M | Research |
| North Greenwood Baptist Church | Other Services (except Public Administration) | $173,500 | $174,983 | 29 | N/A | Research |
| Southern Pizza Company, INC | Accommodation and Food Services | $170,998 | $171,888 | 46 | $8.2M | Research |
| Orsborn Sutphen & O'neal P.a. | Professional, Scientific, and Technical Services | $166,000 | $167,419 | 13 | <$5M | Research |
| Greenwood Comprehensive Medical Clinic | Health Care and Social Assistance | $163,700 | $165,445 | 20 | $6.3M | Research |
| Upchurch Telecom and Data INC | Other Services (except Public Administration) | $156,080 | $156,777 | 15 | <$5M | Research |
| The Greenwood Country Club Inc. | Arts, Entertainment, and Recreation | $155,670 | $156,719 | 22 | <$5M | Research |
| A Rock Construction Co., INC | Construction | $153,500 | $155,223 | 35 | $10.8M | Research |
| Jones Electrical Supply, LLC | Retail Trade | $153,341 | $154,610 | 12 | <$5M | Research |
| Indywood Glen, LLC | Health Care and Social Assistance | $150,920 | $151,888 | 64 | $10.9M | Research |
| A Rock Construction Co. INC | Construction | $149,586 | $150,480 | 37 | $11.5M | Research |
| Arnold Transportation, LLC | Construction | $144,500 | $145,680 | 16 | <$5M | Research |
| Kimmel Aviation Insurance Agency, INC | Finance and Insurance | $142,000 | $143,004 | 14 | $7.2M | Research |
| Todd Hall, O.d. P.a. | Health Care and Social Assistance | $135,400 | $136,290 | 16 | <$5M | Research |
| Arnold Transportation, LLC | Transportation and Warehousing | $134,534 | $135,330 | 12 | <$5M | Research |
| Family Dental Associates Pllc | Health Care and Social Assistance | $132,720 | $133,453 | 8 | <$5M | Research |