| # | Artist | Songs |
|---|---|---|
| 1 | George Strait | 342 |
| 2 | Willie Nelson | 235 |
| 3 | Merle Haggard | 201 |
| 4 | George Jones | 178 |
| 5 | Conway Twitty | 170 |
| 6 | Linda Ronstadt | 147 |
| 7 | Hank Williams, Jr. | 146 |
| 8 | Waylon Jennings | 124 |
| 9 | Loretta Lynn | 123 |
| 10 | Charley Pride | 122 |
| 11 | Gene Watson | 121 |
| 12 | Randy Travis | 116 |
| 13 | Bob Dylan | 115 |
| 14 | Eagles | 112 |
| 15 | Don Williams | 108 |
| 16 | Vince Gill | 106 |
| 17 | Dwight Yoakam | 105 |
| 18 | Tammy Wynette | 101 |
| 19 | The Bellamy Brothers | 101 |
| 20 | Tanya Tucker | 98 |