| # | Date | Promotion | Match |
| 1 | 26.12.2019 |  |
Pride Of New England Tournament For Tomorrow Final: Christian Casanova defeats Richard Holliday (14:59) Beyond Uncharted Territory #2.13 - Online Stream @ White Eagle in Worcester, Massachusetts, USA |
| 2 | 19.12.2019 | |
Pride Of New England Tournament For Tomorrow Semi Final: Richard Holliday defeats CJ Cruz (8:09) Beyond Uncharted Territory #2.12 - Online Stream @ White Eagle in Worcester, Massachusetts, USA |
| 3 | 14.12.2019 |  |
The Industry (Devin Driscoll & Mik Drake) defeat Luscious Lawrence & Richard Holliday (10:30) Bobby Eaton: A Night Of Appreciation - Pay Per View @ D1 Knoxville Sports Training & Therapy Complex in Knoxville, Tennessee, USA |
| 4 | 12.12.2019 | |
Pride Of New England Tournament For Tomorrow First Round: Richard Holliday defeats DL Hurst (7:11) Beyond Uncharted Territory #2.11 - Online Stream @ White Eagle in Worcester, Massachusetts, USA |
| 5 | 05.12.2019 |  |
Opera Cup 2019 First Round: Timothy Thatcher defeats Richard Holliday (10:11) MLW Fusion #88 - TV-Show @ Melrose Ballroom in New York City, New York, USA |
