| # | Date | Promotion | Match |
| 1 | 27.08.2023 |  |
World Title Ladder: Matthew Cross (c) defeats Judge Hugo Lexington Black Olde Wrestling Extravaganza 2023 - Event @ Huron County Fairgrounds in Norwalk, Ohio |
| 2 | 03.08.2023 | |
World Title Best Two Out Of Three Falls: Matthew Cross (c) defeats Bennie The Bookie [2:1] Olde Wrestling In Detroit 2023 - Event @ Detroit City Distillery in Detroit, Michigan, USA |
| 3 | 10.06.2023 | |
World Title Best Two Out Of Three Falls: Matthew Cross (c) defeats Dan Champion [2:1] Olde Wrestling - Event @ Beachland Ballroom and Tavern in Cleveland, Ohio, USA |
| 4 | 28.08.2022 | |
World Title Best Two Out Of Three Falls: Matthew Cross (c) defeats The Immovable Object [2:1] Olde Wrestling Extravaganza 2022 - Event @ Huron County Fairgrounds in Norwalk, Ohio, USA |
| 5 | 03.06.2022 | |
World Title Best Two Out Of Three Falls: Matthew Cross (c) defeats Bruce Grey [2:1] Olde Wrestling Returns To Cleveland! - Event @ Beachland Ballroom & Tavern in Cleveland, Ohio, USA |
| 6 | 10.10.2021 | |
World Title Best Two Out Of Three Falls: Matthew Cross (c) defeats Caleb Stills [2:1] Olde Wrestling In Detroit - Event @ Detroit City Distillery in Detroit, Michigan, USA |
| 7 | 25.08.2019 | |
World Title Best Two Out Of Three Falls: Matthew Cross (c) defeats Jeff King [2:1] Olde Wrestling Extravaganza 2019 - Event @ Huron County Fairgrounds in Norwalk, Ohio, USA |
| 8 | 30.03.2019 | |
World Title Best Two Out Of Three Falls: Matthew Cross (c) defeats RJ Metropolis [2:1] Olde Wrestling In Detroit - Event @ The Whiskey Factory in Detroit, Michigan, USA |
| 9 | 07.07.2018 | |
World Title Best Two Out Of Three Falls: Matthew Cross (c) defeats Sandy Bunker [2:0] Olde Wrestling Live! - Matinee Show - Event @ Willard City Park in Willard, Ohio, USA |
| 10 | 06.07.2018 | |
Matthew Cross & Sless Taylor defeat Bruno Moretti & Gino DeCapo Olde Wrestling Live! - Evening Show - Event @ Willard City Park in Willard, Ohio, USA |
| 11 | 06.07.2018 | |
World Title Best Two Out Of Three Falls: Matthew Cross (c) defeats Bruno Moretti [2:1] Olde Wrestling Live! - Matinee Show - Event @ Willard City Park in Willard, Ohio, USA |
| 12 | 27.08.2017 | |
World Title Best Two Out Of Three Falls: Matthew Cross (c) defeats Judge Hugo Lexington Black [2:1] (17:00) Olde Wrestling The 5th Extravaganza Of Wrestling Exhibitions - Event @ Huron County Fairgrounds in Norwalk, Ohio, USA |
| 13 | 19.05.2017 | |
World Title Best Two Out Of Three Falls: Matthew Cross (c) defeats Matt Classic [2:1] Olde Wrestling Speakeasy Spectacular 2017 - Event @ Manall's in Lakewood, Ohio, USA |
| 14 | 19.11.2016 | |
World Title Best Two Out Of Three Falls: Matthew Cross (c) defeats Judge Hugo Lexington Black [2:1] Olde Wrestling A Bonanza Of Bodyslams 2016 - Event @ Cornerstone Center For The Arts in Muncie, Indiana, USA |
| 15 | 29.04.2016 | |
World Title Best Two Out Of Three Falls: Matthew Cross (c) defeats Jeremy Madrox [2:0] Olde Wrestling Speakeasy Spectacular 2016 - Event @ Mahall's in Lakewood, Ohio, USA |
| 16 | 30.08.2015 | |
World Title Best Two Out Of Three Falls: Matthew Cross (c) defeats Kaden Assad [2:1] Olde Wrestling Yet Another Extravaganza Of Wrestling Exhibitions - Event @ Huron County Fairgrounds in Norwalk, Ohio, USA |
| 17 | 08.05.2015 | |
Matthew Cross & The Bearded Lady defeat Clean & Heidi The Riveter Olde Wrestling Speakeasy Spectacular 2015 - Event @ Mahall's in Lakewood, Ohio, USA |
| 18 | 08.05.2015 | |
World Title Best Two Out Of Three Falls: Matthew Cross (c) defeats Clean [2:1] Olde Wrestling Speakeasy Spectacular 2015 - Event @ Mahall's in Lakewood, Ohio, USA |
| 19 | 29.09.2013 | |
World Title Best Two Out Of Three Falls Match (vakant): Matthew Cross defeats Robert Evans [2:1] - TITLE CHANGE !!! Olde Wrestling An Extravaganza Of Wrestling Exhibitions - Event @ Huron County Fairgrounds in Norwalk, Ohio, USA |
