| Rank | All Time Rank | Artist | Single | Year | Sample |
| 1 | 1042 | Al Jolson | Swanee | 1919 | |
| 2 | 1197 | The Original Dixieland Jazz Band | Tiger Rag | 1918 | |
| 3 | 2038 | Chauncy Olcott | When Irish Eyes Are Smiling | 1913 | |
| 4 | 2175 | Sophie Tucker | Some of These Days | 1911 | |