Seasons at Year-End Top 5
| Top | Player | Seasons | Years |
|---|---|---|---|
| 21 |  Lleyton Hewitt | 4 | 2001, 2002, 2004, 2005 |
| 22 |  Michael Chang | 4 | 1989, 1995, 1996, 1997 |
| 23 |  Nikolay Davydenko | 4 | 2005, 2006, 2007, 2008 |
| 24 | Vitas Gerulaitis | 4 | 1977, 1978, 1979, 1982 |
| 25 | Andy Roddick | 3 | 2003, 2004, 2005 |
| 26 |  Carlos Moya | 3 | 1998, 2002, 2004 |
| 27 |  Dominic Thiem | 3 | 2017, 2019, 2020 |
| 28 |  Goran Ivanisevic | 3 | 1992, 1994, 1996 |
| 29 |  Gustavo Kuerten | 3 | 1999, 2000, 2001 |
| 30 | Jim Courier | 3 | 1991, 1992, 1993 |
| 31 | Juan Carlos Ferrero | 3 | 2001, 2002, 2003 |
| 32 |  Juan Martin del Potro | 3 | 2009, 2013, 2018 |
| 33 | Marat Safin | 3 | 2000, 2002, 2004 |
| 34 |  Stan Wawrinka | 3 | 2014, 2015, 2016 |
| 35 | Andrey Rublev | 2 | 2021, 2023 |
| 36 |  Felix Auger-Aliassime | 2 | 2025, 2026 |
| 37 |  Ilie Nastase | 2 | 1973, 1976 |
| 38 | John Newcombe | 2 | 1973, 1974 |
| 39 |  Kei Nishikori | 2 | 2014, 2016 |
| 40 | Manuel Orantes | 2 | 1975, 1976 |