Title History
- DOA UK heavyweight title defeating Brad Slayer (February 29, 2020);
Career History
- April 9, 2016 – WAW: Charlie Windsor defeated Jaiden Dowcra. Charlie Windsor was also in the battle royal won by Drew Marshall.
- September 16, 2016 – WAW: Charlie Windsor was in a #1 contenders gauntlet match for the British heavyweight title won by Bash.
- September 17, 2016 – WAW: AWOL & Critical Mass (Dominator and Revolution Titan) defeated Charlie Windsor, Demolition Davies and Keegan.
- October 16, 2016 – WAW: Charlie Windsor defeated Jimmy Joe Lee.
- November 11, 2016 – WAW: Charlie Windsor defeated Dayle Saunders.
- December 10, 2016 – WAW: Sonny Smasher defeated Charlie Windsor.
- December 16, 2016 – WAW: The UK Hooligans (Roy Knight and Zak Knight) defeated The Regency (Charlie Windsor and Keegan).
- December 17, 2016 – WAW: Big J Johnson defeated Adam Pattison and Battlekat CT and Brad O’Brien and Charlie Windsor and Coby Larson and David Silas and Jason Digby and Malky Taggart and Milky O’Hagan and PJ Knight and SAS in a rumble match.
- December 18, 2016 – WAW: The UK Hooligans (Roy Knight and Zak Knight) defeated The Regency (Charlie Windsor and Keegan).
- April 26, 2017 – UCW: Charlie Winston defeated Cody Blayde, Dillon Sharpe and Kris Hicks in a 4-way match. Charlie Winston was also in the battle royal won by Chip Chambers.
- April 27, 2017 – UCW: Julien Young defeated Charlie Windsor, Chip Chambers and JP Simms in a 4-way match to retain the junior heavyweight title.
- April 28, 2017 – UCW: Brody Steele defeated Charlie Windsor.
- May 12, 2017 – IHW: Charlie Winston defeated El Fuego Dragon.
- May 13, 2017 – CAW: Markus Burke defeated Charlie Winston.
- May 27, 2017 – UCW: Riddick Stone defeated Charlie Winston.
- May 28, 2017 – ECPW: Chip Chambers and Duke MacIsaac defeated Charlie Winston and Lincoln Steen.
- June 3, 2017 – CAW: American Patriot defeated Charlie Winston.
- June 9, 2017 – IHW: Riddick Stone defeated Charlie Winston.
- June 10, 2017 – IHW: Vegan Power (Markus Burke and Riddick Stone) defeated Charlie Winston and Remi Petit. Charlie Winston was also in the battle royal won by Chip Chambers.
- June 16, 2017 – NSPW: Alex North defeated Charlie Winston in a dark match.
- June 24, 2017 – IHW: Chip Chambers defeated Charlie Winston, James Liberty and Remi Petit in a 4-way, flag match.
- October 5, 2017 – Wedlock: Titus defeated Charlie Winston to retain the IHW heavyweight title.
- November 18, 2017 – NWE: Charlie Winston defeated Vladimir Durov.
- November 25, 2017 – UCW: JP Simms defeated Charlie Winston.
- December 1, 2017 – IHW: Chip Chambers defeated Charlie Winston, Shane Stephens and Dick Durning in a 4-way match to retain the Television title.
- January 13, 2018 – NSPW: Michael Style defeated Charlie Winston.
- January 27, 2018 – UCW: Markus Burke defeated Charlie Winston.
- February 11, 2018 – WAW: Charlie Winston defeated Markus Burke in a last mans standing match.
- April 1, 2018 – WAW: Alexander Young defeated Charlie Winston.
- April 13, 2018 – MSWNB: Charlie Winston defeated Justin Newhook.
- April 18, 2018 – Victory Championship Wrestling: Jason Rumble defeated Charlie Winston.
- April 26, 2018 – UCW: Sinn Bodhi defeated Charlie Winston.
- April 27, 2018 – UCW: Charlie Winston defeated Brody Steele.
- April 28, 2018 – UCW: Covey Christ defeated Charlie Winston to retain the Maritime heavyweight title.
- May 4, 2018 – MSWNB: Wesley Pipes defeated Charlie Winston.
- May 14-15, 2018 – CWE: Charlie Winston defeated Franco Varga.
- May 10, 2018 – WNS: Charlie Winston and Hurricane Flaco defeated Sabotage (Connors and Justin Newhook).
- May 16-17, 2018 – CWE: Franco Varga and Tyler Colton defeated Charlie Winston and Jacob Creed.
- May 18, 2018 – CWE: Charlie Winston and Jacob Creed defeated Franco Varga and Logan Cross.
- May 19, 2018 – CWE: Charlie Winston and Jacob Creed defeated Barricade and Franco Varga.
- May 20, 2018 – CWE: Charlie Winston and Tony Kozina (w. Quentin Michaels) defeated Bill Yates and Marky.
- May 21, 2018 – CWE: Danny Dugganand Tyler Colton defeated AJ Sanchez and Charlie Winston.
- May 22, 2018 – CWE: Michael More and Tasty Travis defeated Alex Anthony and Franco Varga & Charlie Winston and Jacob Creed in a 3-way tag team match.
- May 23, 2018 – CWE: Tyler Colton defeated Charlie Winston to retain the CWE title.
- May 24, 2018 – CWE: Charlie Winston, Dylan Knight and Jacob Creed defeated Cameron Stephens, Franco Varga and Marcellus Prime.
- May 25-26, 28, 2018 – CWE: Danny Duggan and Tyler Colton defeated AJ Sanchez and Charlie Winston to retain the tag titles.
- May 27, 2018 – CWE: The Cannon Clan (Bobby Collins & Jacob Creed), Charlie Winston and Rex Roberts defeated Big Chief, Franco Varga, Marcellus Prime and The Math Magician.
- May 29, 2018 – CWE: Charlie Winston defeated Franco Varga.
- May 30, 2018 – CWE: Danny Duggan and Marcellus Prime defeated AJ Sanchez and Charlie Winston.
- May 31, 2018 – CWE: Tyler Colton defeated Charlie Winston to retain the CWE title.
- June 2, 2018 – CWE: Charlie Winston defeated Alex Anthony.
- June 3, 2018 – CWE: Danny Duggan and Tyler Colton defeated AJ Sanchez and Charlie Winston to retain the tag titles.
- June 16, 2018 – IHW: Mike Hughes defeated Charlie Winston.
- June 29, 2018 – IHW: Charlie Winston defeated Remi Petit. Charlie Winston and Titus defeated Julien Young and Remi Petit.
- June 30, 2018 – IHW: Charlie Winston defeated Julius Fantana.
- August 3, 2018 – IHW: Kardinal Sinners (Brody Steele and Mike Hughes) defeated Charlie Winston and Titus.
- August 11, 2018 – RRW: Kardinal Sinners (Brody Steele and Mike Hughes) defeated Charlie Winston and Titus.
- August 17, 2018 – MSWNB: Charlie Winston defeated Thad Hairy Howett.
- September 7, 2018 – IHW: Mike Hughes defeated Charlie Winston in a looser leaves town match.
- September 14, 2018 – RRW: Mike Hughes defeated Charlie Winston to retain the heavyweight title.
- September 21, 2018 – NWE: Charlie Winston defeated Thad Hairy Howett.
- September 26, 2018 – VCW: Teddy Hart defeated Charlie Winston.
- September 27, 2018 – VCW: Charlie Winston defeated Narcis Saint.
- September 29, 2018 – ACWA: Phil Atlas defeated Charlie Winston.
- September 30, 2018 – ACWA: Chris Mordetzky & The Patriot defeated Phil Atlas & Charlie Winston.
- October 5, 2018 – MSWNB: That Howett defeated Charlie Winston.
- October 13, 2018 – EWA: Rukkas and Sean Devine defeated Bullit and Charlie Winston.
- October 14, 2018 – WWW: Charlie Winston defeated Brad Slayer.
- October 19, 2018 – POW: Hernandez defeated Charlie Winston to become #1 contender for the World heavyweight title.
- October 20, 2018 – POW: Chris Raaber defeated Charlie Winston and Damon Brix and Fabio Ferrari and Florenz De La Hunt and Hakeem Waqur and James Mason and Nik Hellström and Rockn Rolla and Vincent Heisenberg in a battle royal.
- October 27, 2018 – DOA: Charlie Winston defeated Brad Slayer, Dowan and Warren Banks in a 4-way match.
- November 10, 2018 – WWW: Charlie Winston defeated David Francisco.
- November 24, 2018 – DOA: Charlie Winston defeated Danny Darko by disqualification.
- December 2, 2018 – BEW: Damien defeated Charlie Winston.
- December 21, 2018 – DOA: BG Thrilliams, Charlie Winston, Sugar Dunkerton and Tim Lee defeated Ashley Dunn, Danny Darko, Jack Toreno and Taylor Essex.
- December 23, 2018 – WAW: Demolition Davies defeated Charlie Winston, Ruffneck and Tony Knight in a 4-way elimination match.
- February 22, 2019 – PWA: Charlie Winston defeated Scumbag Yates.
- February 23, 2019 – PWA: Jeff Black defeated Charlie Winston.
- March 1, 2019 – PPW: Charlie Winston defeated Dave Turner.
- March 2, 2019 – ASW: Tony Baroni defeated Charlie Winston.
- March 22, 2019 – IHW: Mike Hughes defeated Charlie Winston to retain the heavyweight title.
- March 27-28, 2019 – VCW: Charlie Winston vs. Eric Johnson ended in a double disqualification.
- April 20, 2019 – NWE: Charlie Winston defeated Kid Legacy.
- April 24, 2019 – VCW: Charlie Winston defeated Titus.
- April 26, 2019 – IHW: The Firm (Charlie Winston and Titus) defeated Kardinal Sinners (Brody Steele and Mike Hughes) by disqualification.
- May 11, 2019 – POW: Brody Steele defeated Charlie Winston to retain the World heavyweight title.
- May 24, 2019 – WAW: Charlie Winston and Maddison Miles defeated PJ Knight and Vanessa.
- May 26, 2019 – WAW: PJ Knight defeated Charlie Winston.
- June 1, 2019 – DOA: Charlie Winston defeated CW Davies.
- June 2, 2019 – WAW: Billy Gunn, Grant Holt and Rene Dupree defeated KOSS Industries (Charlie Winston, Kosta K and Malik).
- June 16, 2019 – WAW Academy Show: Ricky Knight Jr. defeated Charlie Winston to retain the WAW Undisputed World Heavyweight title.
- June 29, 2019 – POW: Charlie Winston defeated Ritchy Rage.
- July 20, 2019 – ECPW: Charlie Winston defeated Mystique.
- July 21, 2019 – ECPW: Charlie Winston defeated Jeff James.
- August 1, 2019 – IHW: Brian Mackay and Julien Young defeated Charlie Winston and Titus.
- August 3, 2019 – Outlaw Pro Wrestling: Riddick Stone defeated Charlie Winston to retain the UCW heavyweight title and winning the Alpha heavyweight title.
- August 9, 2019 – IHW: Brian Mackay and Julien Young defeated The Firm (Charlie Winston and Titus).
- August 10, 2019 – WNS: Thad Howett defeated Charlie Winston and Dylan Davis in a 3-way match. Maritime’s Most Wanted (Dylan Davis and Lil Blay) defeated The Firm (Charlie Winston and Titus).
- August 11, 2019 – WNS: Rene Dupree defeated Charlie Winston.
- August 14, 2019 – ECPW: Duke MacIsaac, Dylan Davis and Titus defeated Charlie Winston, Lincoln Steen and Mike Hughes.
- August 16, 2019 – JCW: Mark Koleman defeated Charlie Winston.
- August 19, 2019 – IHW: Brian Mackay, Julien Young, Khaos and Ryan Storm defeated The Firm (Charlie Winston & Titus), Kris Hicks and Leon Wolf.
- August 22, 2019 – Maritime All-Star Wrestling: Charlie Winston defeated Kasey Williams.
- August 23, 2019 – IHW: The Firm (Charlie Winston and Titus) defeated Julien Young and Ryan Storm.
- August 24, 2019 – NWE: Charlie Winston defeated Elhandsomo in a dark match.
- September 6, 2019 – Kaizen: Maddison Miles defeated Big T and Charlie Winston and Chip Chambers and Kris Hicks in a scramble match.
- September 20, 2019 – IHW: Brody Steele vs. Charlie Winston vs. Titus in a 3-way match ended in a no contest. Brody Steele and Thad Howett defeated The Firm (Charlie Winston and Titus).
- October 5, 2019 – HOPE Evolution 90: Percy Trainer defeated Charlie Winston.
- October 12, 2019 – POW: Charlie Winston defeated Tom LaRuffa.
- October 17, 2019 – POW: Headshrinker Alofa defeated Charlie Winston in the quarter-finals.
- October 18, 2019 – POW: Hakeem Waqur and KUMA defeated Charlie Winston [Replacement for Rockn Rolla] and Demolition Davies to win the tag team titles.
- October 19, 2019 – POW: Charlie Winston was in the royal rumble match won by Michael Kovac.
- October 25, 2019 – WAW: Charlie Winston defeated Saqib Ali.
- October 27, 2019 – WAW: Big Joe vs. Charlie Winston ended in a no contest.
- November 2, 2019 – DOA: Charlie Winston defeated Damien.
- November 3, 2019 – WAW Academy Show: Keegan defeated Charlie Winston to retain the British heavyweight title.
- November 8, 2019 – WAW: Mitchell Starr defeated Charlie Winston.
- November 16, 2019 – PWS: Charlie Winston defeated Tristan Archer.
- November 23, 2019 – WWW: Charlie Winston defeated Danny Blaze.
- November 29, 2019 – WAW: James Storm, Keegan, PJ Knight, Ricky Knight and Villman defeated UK Pitbulls (Big Dave & Bulk), Charlie Winston, CW Davies and Mitchell Starr in a tag team elimination match.
- November 30, 2019 – WAW: Art Of Pro Wrestling (Alexander Young & Ricky Knight Jr.) defeated UK Pitbulls (Big Dave & Bulk) and KOSS Industries (Kosta K & Malik) and The Regency (Charlie Windsor & Keegan) and Sha Samuels & Tony Knight in a 5-way tag team elimination match to win the tag team titles.
- December 1, 2019 – WAW: Billy Gunn and James Storm defeated Charlie Winston and Jaiden Docwra.
- December 21, 2019 – DOA: Marc Lloyd defeated Charlie Winston by disqualification.
- January 25, 2020 – WWW: Charlie Winston defeated Brett Meadows.
- February 8, 2020 – IPW: Charlie Winston was in the royal rumble match won by Apu Singh.
- February 19, 2020 – TCW: Heatseekers (Elliot Russell and Sigmon) defeated Charlie Winston and Dylan James & Hashinosuke and Kazushi Miyamoto in a 3-way tag team elimination match to retain the IPW United States tag team titles.
- February 29, 2020 – DOA: Charlie Winston defeated Brad Slayer to win the UK heavyweight title.
- March 15, 2020 – WWW: Will Kroos defeated Charlie Winston to retain the heavyweight title.
- August 7, 2021 – DOA: Charlie Winston defeated Mr. Charles Crowley to retain the UK heavyweight title.
- September 4, 2021 – Kaizen 2nd Anniversary Show: Remi Petit defeated Charlie Winston.
- September 25, 2021 – WAW: Winston defeated Marvel Marcus.
- October 23, 2021 – WAW: Nathan Cruz defeated Winston.
- October 23, 2021 – WAW: Winston defeated Jaiden Docwra.
- October 24, 2021 – WAW: PJ Knight defeated Battlekat Eli, Big Joe, Brad O’Brien and Winston in a ladder match.
- November 6, 2021 – DOA: Winston defeated Alexander Hyde and Damien to retain the heavyweight title.
- November 27, 2021 – DOA: Winston defeated Mr. Charles Crowley to retain the heavyweight title.
- December 18, 2021 – WAW: Tony Knight vs. Winston ended in a double disqualification.
- February 20, 2022 – WAW: Winston defeated Jaiden Docwra in a chain match.
- March 25, 2022 – WAW: Winston defeated Marvel Marcus.
- May 22, 2022 – LLB: Javier Vives defeated Winston.
- May 28, 2022 – WAW: Mike D [Team Belgium] defeated Winston [Team UK].
- June 25, 2022 – RoE/Glam: Charlie Winston defeated Michael Kovac by disqualification. Kovac retains the RoE heavyweight title.