| # | Date | Promotion | Match |
| 1 | 23.11.2019 |  |
Four Way: Levi Everett defeats Dale Patricks and Matt Kenway and Nick Colucci NWP - Event @ Community Building in Greencastle, Indiana, USA |
| 2 | 22.11.2019 | |
Four Way: Levi Everett defeats Dale Patricks and Nick Colucci and The Kenway NWP Season Premiere - Event @ National Guard Armory in Terre Haute, Indiana, USA |
| 3 | 16.11.2019 |   |
Jarett Diaz defeats Matt Kenway ACW/WWN Southern Stampede 2 - Pay Per View @ Gulf View Event Center in Port Richey, Florida, USA |
| 4 | 16.11.2019 | |
Southern Stampede: Steven Frick defeats Alexander Thorne and Alex Kane and Anthony Catena and Bobby Flaco and Cyrus Satin and Danny Vincent and David King and Erik Havok and Faboo Andre and Jackson Duvalier and Jarett Diaz and Jay Sky and Jayson Falcone and Kavron Kanyon and Lexi Gomez and Lil Jay and Matt Kenway and Richard King and Richard Stevens and Sage Scott and Scout Alexander and Thaddeuz King ACW/WWN Southern Stampede 2 - Pay Per View @ Gulf View Event Center in Port Richey, Florida, USA |
| 5 | 08.11.2019 |  |
Anthony Gutierrez defeats The Kenway SLA No Church In The Wild - Online Stream @ Spaulding Hall in Alton, Illinois, USA |
| 6 | 03.11.2019 |  |
GWC Title #1 Contendership Four Way: Eddie Kingston defeats Joe Black and Matt Kenway and Thomas Shire (19:01) AWE Bruises & Brews - Event @ The District in Atlanta, Georgia, USA |
| 7 | 02.11.2019 |  |
Dark: Johnny Lerman & Leo defeat Dylan Lanier & The Kenway (9:06) New South The Saga Continues 2019 - Dark Match @ Sparkman Civic Center in Hartselle, Alabama, USA |
