| Year | Contest winner | Club | Division | World Championship |
| 2024-2025 | Dan Magill | Croydon Communicators | H | |
| 2023-2024 | Dan Magill | Croydon Communicators | H | |
| 2022-2023 | Anthony Garvey | Shilling Speakers | L | |
| 2021-2022 | Dan Magill | Croydon Communicators | H | |
| 2020-2021 | Ben Sloyan | Casterbridge Speakers | A | |
| 2019-2020 | Robin Sundstrom | Holborn Speakers | C | |
| 2018-2019 | Sonia Aste | Riverside Communicators | B | |
| 2017-2018 | Fabio De Sio | London Business School | L | |
| 2016-2017 | Simon Bucknall | Excalibur | L | World Championship – 2nd place |
| 2015-2016 | Thien Nguyen Phan | St Paul’s Speakers | L | World semi-finals – 1st place |
| 2014-2015 | Jeremy Robinson | NZICA Bank Speakers | L | |
| District 71 | | | | |
| Year | Contest winner | Club | Division | World Championship |
| 2014 | Chris Boden | Maidenhead Speakers | | |
| 2013 | William Dempster | HOD Speakers | | |
| 2012 | Yvonne Jordan | Enniscorthy Toastmasters | | World semi-finals – 3rd place |
| 2011 | Malachi Talabi | Croydon Communicators | | World semi-finals – 3rd place |
| 2010 | Erick Rainey | Manchester Orators | | |
| 2009 | Gareth McHale | North Avon Speakers | | |
| 2008 | Sultan Nazir | Rathfarnham Toastmasters | | |
| 2007 | Simon Bucknall | London Cardinals | | Inter-District – 2nd place |
| 2006 | Simon Bucknall | London Cardinals | | |
| 2005 | Erick Rainey | Capital Communicators | | World Championship – 3rd place |
| 2004 | Erick Rainey | Capital Communicators | | Inter-District – 2nd place |
| 2003 | Bob Harvey | Bromley Speakers | | |
| 2002 | Bob Ferguson | Hertfordshire Speakers | | |
| 2001 | Phillip Khan-Panni | London Athenians | | Inter-District – 3rd place |
| 2000 | Brendan Toale | Glasnevin Toastmasters | | Inter-District – 1st place |
| 1999 | Paul Ellis | Lucan Toastmasters | | |
| 1998 | Joseph Portley | Crusaders Club | | |
| 1997 | Brian Cluer | Thurles Toastmasters | | |
| 1996 | Brendan Toale | Glasnevin Toastmasters | | |
| 1995 | Phillip Khan-Panni | Grosvenor Square Speakers | | World Championship – 2nd place |
| 1994 | Brian Cluer | Thurles Toastmasters | | |
| 1993 | Phillip Khan-Panni | Bromley Speakers | | Inter-District – 1st place |
| 1992 | Adrienne Daly | Naas Club | | |
| 1991 | David Lindsey | Thame Speakers | | |
| 1990 | Giles Robinson | Epsom Speakers | | |
| 1989 | Muiris O’Keefe | Bray Toastmasters | | |
| 1988 | Patricia Foley | Eblana Dublin City Centre Club | | |
| 1987 | Michael Fennessy | Grosvenor Square Speakers | | |
| 1986 | Betty Gosnell | Oxford Speakers | | |
| 1985 | Marie Pyne | Ennis Toastmasters | | World Champion of Public Speaking! |
| 1984 | Denis Vickers | Thame Speakers | | |
| 1983 | Ray Fullam | Dublin Toastmasters | | |
| 1982 | Stephen Johnson | Mildenhall Toastmasters | | |
| 1981 | Harry Knox | Waterford Club | | |
| 1980 | Dick Cullinane | Waterford Club | | |
| 1979 | Russ McDevitt | Dun Laoghaire Club | | |
| 1978 | Susan Cowles | Oxford Speakers | | |
| 1977 | David Lindsey | Aylesbury Speakers | | |
| 1976 | Bob Annenberg | Aylesbury Speakers | | |
| 1974 | Sean Hickey | Shannon Club | | |
| 1973 | George Brenner | Shillelagh | | |
