| Year | Contest Winner | Club | Division | |
|---|---|---|---|---|
| D91 | ||||
| 2024-2025 | Christopher Bovell | The Speakers of Croydon | H | |
| 2023-2024 | Sarina Mann | Hamwic Speakers | A | |
| 2022-2023 | Sarina Mann | Hamwic Speakers | A | |
| 2021-2022 | Elyssa Schneider | Sutton Speakeasy, Society Speakers | D | |
| 2020-2021 | Andrew Bennett | Experience French | L | |
| 2020 | Chris Murphy | Tunbridge Wells Speakers | H | |
| 2019 | Chris Boden | Maidenhead Speakers | J | |
| 2017 | Mark Hanly | Early Birds Speakers | C | |
| 2016 | Andrew Klimaytys | Riverside Communicators | B | |
| 2015 | David T. Jones | Holborn Speakers | L |
| Year | Contest Winner | Club | Division | |
D91 | ||||
| 2022-2023 | Sarina Mann | Hamwic Speakers | L | |
| 2021/22 | Elyssa Schneider | Sutton Speakeasy, Society Speakers | L | |
| 2020/21 | Andrew Bennett | Experience French | L | |
| 2020 | Chris Murphy | Tunbridge Wells Speakers | H | |
| 2019 | Chris Boden | Maidenhead Speakers | J | |
| 2017 | Mark Hanly | Early Birds Speakers | C | |
| 2016 | Andrew Klimaytys | Riverside Communicators | B | |
| 2015 | David T. Jones | Holborn Speakers | L |
| Year | Contest Winner | Club |
| D71 | ||
| 2014 | Elizabeth Toohig | Thame Speakers |
| 2013 | David T. Jones | Holborn Speakers |
| 2012 | David T. Jones | Excalibur Speakers |
| 2011 | James McGinty | Chelmsford Speakers |
| 2010 | David T. Jones | Excalibur Speakers |
| 2009 | Kevin Walsh | Fermoy Toastmasters Club |
| 2008 | David T. Jones | London Olympians |
| 2007 | John Kelly | Thurles Toastmasters Club |
| 2006 | Patrick Sexton | Speakeasy, Cork |
| 2005 | Sheila Merriman | North Norfolk Speakers |
| 2004 | David T. Jones | London Olympians |
| 2003 | Paul Carroll | London Athenians |
| 2002 | Bill Russell | London Corinthians |
| 2001 | Bob Harvey | Bromley Speakers |
| 2000 | Alan Warner | London Corinthians |
| 1999 | Bill Russell | London Corinthians |
| 1998 | John Cronin | Lucan Club |
| 1997 | Helen Heneghan | Society Speakers |
| 1996 | Patrick Sexton | Speakeasy, Cork |
| 1995 | William Horwood | Oxford Speakers |