| card/ date | match | match type | title(s) |
|---|
 PWG The Makings of a Varsity Athlete
Dec 20th 2019 | David Starr | def. | J. D. Drake | | |
EVOLVE #141
Dec 6th 2019 | Josh Briggs (c) | def. | J. D. Drake | | EVOLVE Title
|
Limitless Twilight Zone
Nov 29th 2019 | J. D. Drake | def. | Alec Price | | |
Freelance Wrestling The Good, The Bad, And The Smiley
Nov 22nd 2019 | Shane Sabre (c) & The Space Monkey (c) | def. | Anthony Henry & J. D. Drake | | Freelance Tag Team Titles
|
Black Label Pro Slamilton 2
Nov 16th 2019 | Dominic Garrini & Kevin Ku | def. | Anthony Henry & J. D. Drake | Iron Man (tag) | |
EVOLVE #140
Nov 10th 2019 | Josh Briggs (c) | def. | Anthony Henry, J. D. Drake | three-way | EVOLVE Title
|
EVOLVE #139
Nov 9th 2019 | Anthony Henry | def. | J. D. Drake | no holds barred | |
EVOLVE #138
Oct 12th 2019 | J. D. Drake | def. (pin) | Anthony Henry | | |
EVOLVE #137
Oct 11th 2019 | Arturo Ruas | def. (pin) | J. D. Drake | | |
 wXw World Tag Team Festival 2019 - Day 3
Oct 6th 2019 | Kyle Fletcher & Lucky Kid | def. (sub) | Anthony Henry & J. D. Drake | | |
wXw World Tag Team Festival 2019 - Day 2
Oct 5th 2019 | Danny Burch & Oney Lorcan | def. (pin) | Anthony Henry & J. D. Drake | | |
wXw World Tag Team Festival 2019 - Day 1
Oct 4th 2019 | Anthony Henry & J. D. Drake | def. (pin) | Chief Deputy Dunne & Los Federales Santos Jr. | | |
wXw Inner Circle 8
Oct 3rd 2019 | Anthony Henry & J. D. Drake | def. | Norman Harras & Timothy Thatcher | | |
EVOLVE #136
Sep 21st 2019 | Anthony Henry | def. | J. D. Drake | | |
EVOLVE #135
Sep 20th 2019 | WALTER | def. | J. D. Drake | | |
Limitless Know Your Enemy
Sep 6th 2019 | Davey Boy Smith Jr. & Teddy Hart | def. | Anthony Bennett & J. D. Drake | | |
EVOLVE #134
Aug 25th 2019 | Austin Theory (c) | def. (pin) | J. D. Drake, Josh Briggs | triple-threat | EVOLVE Title
|
EVOLVE #133
Aug 24th 2019 | KUSHIDA | def. (sub) | J. D. Drake | | |
Tmart Promotions The Gathering: Rumble at the Hilton
Aug 17th 2019 | J. D. Drake | def. | Randy Wayne | | |
Freelance Wrestling Get Over Or Die Tryin'
Aug 16th 2019 | Shane Sabre & The Space Monkey | def. | Anthony Henry (c) & J. D. Drake (c) | | Freelance Tag Team Titles
(title change) |
Glory Pro Day Of The Dragon
Jul 28th 2019 | Ethan Page (c) & Josh Alexander (c) | def. | Anthony Henry & J. D. Drake | | Impact Wrestling World Tag Team Titles
|
Black Label Pro Dropkicks & Dragons
Jul 27th 2019 | Anthony Henry & J. D. Drake | def. | Dominic Garrini & Kevin Ku | | |
EVOLVE #132
Jul 14th 2019 | A. R. Fox | def. | J. D. Drake | | |
EVOLVE #131 - 10th Anniversary Show
Jul 13th 2019 | Austin Theory (c) | def. (pin) | J. D. Drake (c) | | WWN Title
EVOLVE Title
(title change) |
Limitless Vacationland Cup 2019
Jul 12th 2019 | Aiden Aggro & The Danger Kid | def. | Anthony Henry & J. D. Drake | | |
EVOLVE #130
Jun 30th 2019 | J. D. Drake (c) | draw (NC) | Babatunde | | WWN Title
|
EVOLVE #129
Jun 29th 2019 | J. D. Drake (c) | def. | John Silver, Sean Maluta, Takuri | fatal 4-way | WWN Title
|
IWC Super Indy 18
Jun 15th 2019 | Duke Davis (c) & Ganon Jones Jr. (c) | def. | Anthony Henry & J. D. Drake | | IWC Tag Team Titles
|
Freelance Wrestling Vs. the World - 5th Anniversary
Jun 14th 2019 | Anthony Henry (c) & J. D. Drake (c) | draw (DCO) | Shane Sabre & The Space Monkey | | Freelance Tag Team Titles
|
Freelance Wrestling Battle Royale
May 17th 2019 | Anthony Henry (c) & J. D. Drake (c) | def. | Devin Cutter & Mason Cutter, Lance Lude & Rob Killjoy, Timmy Lou Retton & White Mike | four-way tag | Freelance Tag Team Titles
|
EVOLVE #128
May 11th 2019 | Eddie Kingston (c) & Joe Gacy (c) | def. | Anthony Henry & J. D. Drake | | EVOLVE Tag Team Titles
|
EVOLVE #127
May 10th 2019 | J. D. Drake (c) | def. | Joe Gacy | | WWN Title
|
Black Label Pro Player's Brawl
Apr 20th 2019 | Anthony Henry & J. D. Drake | def. | Johnathan Wolf & Shawn Kemp | | |
Freelance Wrestling Burn After Watching
Apr 19th 2019 | Anthony Henry (c) & J. D. Drake (c) | def. | Alex Ohlson & Rickey Shane Page, Shane Sabre & The Space Monkey | three-way tag | Freelance Tag Team Titles
|
EVOLVE #126
Apr 13th 2019 | J. D. Drake (c) | def. (pin) | Shane Strickland | | WWN Title
|
WWNLive Supershow - Mercury Rising 2019
Apr 5th 2019 | J. D. Drake (c) | def. | Kazusada Higuchi | | WWN Title
|
EVOLVE #125
Apr 4th 2019 | J. D. Drake (c) | def. (pin) | Angelo Dawkins | | WWN Title
|
EVOLVE #124
Mar 16th 2019 | J. D. Drake (c) | def. | Austin Theory | | WWN Title
|
EVOLVE #123
Mar 15th 2019 | A. R. Fox & Leon Ruff | def. | Anthony Henry & J. D. Drake | | |
EVOLVE #122
Feb 16th 2019 | J. D. Drake (c) | def. | Montez Ford | | WWN Title
|
EVOLVE #121
Feb 15th 2019 | J. D. Drake | def. | Harlem Bravado | | |
Black Label Pro Unplugged
Feb 2nd 2019 | Dominic Garrini & Kevin Ku | def. | Anthony Henry & James Drake | | |
FIP Everything Burns 2019
Jan 27th 2019 | J. D. Drake (c) | def. | Bryan Idol | | WWN Title
|
EVOLVE #120
Jan 19th 2019 | J. D. Drake | def. | Joe Gacy | | |
EVOLVE #119: WWN Icons vs. WWN New Generation
Jan 18th 2019 | J. D. Drake (c) | def. (pin) | Eddie Kingston | no disqualification | WWN Title
|
Freelance Wrestling/GCW Freelance Wrestling vs GCW 2019
Jan 11th 2019 | Anthony Henry (c) & James Drake (c) | def. | Markus Crane & SHLAK | | Freelance Tag Team Titles
|
IWA-MS RassleKingdom
Jan 3rd 2019 | Shane Mercer | def. | James Drake, Steve Manders | three-way | |
J. D. Drake during 2019