Oldest Players at Top 2
| Top | Player | Age at Top 2 | Date |
|---|---|---|---|
| 1 |  Ken Rosewall | 40y 9m 16d | 1975-08-18 |
| 2 |  Novak Djokovic | 37y 3m 11d | 2024-09-02 |
| 3 |  Roger Federer | 37y 2m 0d | 2018-10-08 |
| 4 | Rod Laver | 36y 7m 29d | 1975-04-07 |
| 5 |  Rafael Nadal | 36y 7m 20d | 2023-01-23 |
| 6 |  Andre Agassi | 33y 4m 3d | 2003-09-01 |
| 7 | Arthur Ashe | 32y 11m 4d | 1976-06-14 |
| 8 | Jimmy Connors | 32y 6m 30d | 1985-04-01 |
| 9 | John Newcombe | 30y 9m 22d | 1975-03-17 |
| 10 | Ivan Lendl | 30y 5m 6d | 1990-08-13 |
| 11 |  Petr Korda | 30y 4m 9d | 1998-06-01 |
| 12 |  Andy Murray | 30y 3m 20d | 2017-09-04 |
| 13 |  Guillermo Vilas | 29y 11m 9d | 1982-07-26 |
| 14 |  Thomas Muster | 29y 6m 19d | 1997-04-21 |
| 15 | Pete Sampras | 29y 3m 8d | 2000-11-20 |
| 16 |  Alexander Zverev | 28y 0m 22d | 2025-05-12 |
| 17 |  Ilie Nastase | 27y 10m 8d | 1974-05-27 |
| 18 |  Daniil Medvedev | 27y 3m 25d | 2023-06-05 |
| 19 | John McEnroe | 27y 2m 5d | 1986-04-21 |
| 20 |  Stefan Edberg | 27y 0m 6d | 1993-01-25 |