| Timeframe | Title | Duration | Details |
| 24.01.2016 - 03.04.2016 | WWE World Heavyweight Champion (9x) | 70 days | Matches |
| 13.12.2009 - 08.02.2010 | World Tag Team Champion (2x) (with Shawn Michaels as D-Generation X) | 57 days | Matches |
| 13.12.2009 - 08.02.2010 | Unified WWE Tag Team Champion (with Shawn Michaels as D-Generation X) | 57 days | Matches |
| 15.02.2009 - 26.04.2009 | WWE Heavyweight Champion (8x) | 70 days | Matches |
| 27.04.2008 - 23.11.2008 | WWE Heavyweight Champion (7x) | 210 days | Matches |
| 07.10.2007 - 07.10.2007 | WWE Heavyweight Champion (6x) | <1 day | Matches |
| 09.01.2005 - 03.04.2005 | World Heavyweight Champion (5x) | 84 days | Matches |
| 12.09.2004 - 29.11.2004 | World Heavyweight Champion (4x) | 78 days | Matches |
| 14.12.2003 - 14.03.2004 | World Heavyweight Champion (3x) | 91 days | Matches |
| 15.12.2002 - 21.09.2003 | World Heavyweight Champion (2x) | 280 days | Matches |
| 02.09.2002 - 17.11.2002 | World Heavyweight Champion | 76 days | Matches |
| 20.10.2002 - 20.10.2002 | WWE Intercontinental Champion (5x) | <1 day | Matches |
| 17.03.2002 - 21.04.2002 | WWF Undisputed World Heavyweight Champion (5x) | 35 days | Matches |
| 29.04.2001 - 21.05.2001 | WWF World Tag Team Champion (with Steve Austin) | 22 days | Matches |
| 16.04.2001 - 20.05.2001 | WWF Intercontinental Champion (4x) | 34 days | Matches |
| 03.04.2001 - 10.04.2001 | WWF Intercontinental Champion (3x) | 7 days | Matches |
| 21.05.2000 - 25.06.2000 | WWF World Heavyweight Champion (4x) | 35 days | Matches |
| 03.01.2000 - 30.04.2000 | WWF World Heavyweight Champion (3x) | 118 days | Matches |
| 26.09.1999 - 14.11.1999 | WWF World Heavyweight Champion (2x) | 49 days | Matches |
| 23.08.1999 - 14.09.1999 | WWF World Heavyweight Champion | 22 days | Matches |
| 30.08.1998 - xx.10.1998 | WWF Intercontinental Champion (2x) | ? | Matches |
| 16.03.1998 - 14.07.1998 | WWF European Champion (2x) | 120 days | Matches |
| 11.12.1997 - 20.01.1998 | WWF European Champion | 40 days | Matches |
| 21.10.1996 - 13.02.1997 | WWF Intercontinental Champion (as Hunter Hearst Helmsley) | 115 days | Matches |
| Title | Duration |
| World Heavyweight Championship (5x) | 609 days |
| World Tag Team Championship (2x) | 79 days |
| WWE Championship (9x) | 609 days |
| WWE European Championship (2x) | 160 days |
| WWE Intercontinental Championship (5x) | 156 (+ ?) days |
| WWE World Tag Team Championship | 57 days |
