| card/ date | match | match type | title(s) |
|---|
 GCW CannonballFest: A Benefit To Raise Money For Jeff Cannonball's Fight Against ALS
Sep 14th 2025 | Geoffrey the Giraffe | def. | ALF, Austin Luke, Ava Everett, Bessie Buchanan, Bobby Dempsey, CPA, Deathcolt, Dick Justice, Gabby Ortiz, King Crab, Krist Worthless, Marc Angel, Martin Hughes, Merlok, Rocket, Ryan Mooney, Ryan O'Neill, Sean Henderson, Smiley, Stan Stylez, Tom LaRosa, Twitch, Tyler Murphy | battle royale | Jeff Cannonball King Of Ugly Title
(title change) |
FMW-E/H2O Destiny - Onita Vs. Tremont
Oct 31st 2021 | Chris Bradley (c) & Kristian Ross (c) | def. (pin) | Bobby Dempsey & Myke Quest, Bruce Grey & Tyler Voxx, Jeff Cannonball & Terra Calaway | four-way tag lucha rules | H2O Tag Team Title
|
Pro Wrestling Respect #6
Feb 2nd 2011 | Bobby Dempsey & Derek Dempsey | def. (pin) | Orange Cassidy & Preacher Finneus James | | |
ROH TV Tapings
Jan 22nd 2011 | Harlem Bravado & Lance Bravado | def. | Bobby Dempsey & Grizzly Redwood | | |
ROH TV Tapings
Jan 21st 2011 | Michael Elgin | def. | Bobby Dempsey | | |
 ROH Fate of an Angel II
Nov 13th 2010 | Bobby Dempsey & Grizzly Redwood | def. | Michael Elgin & Zach Gowen | | |
ROH Richards vs. Daniels
Oct 16th 2010 | Bobby Dempsey & Mike Sydal | def. | Marker Dillinger & Tony Kozina | dark
| |
ROH Allied Forces
Oct 15th 2010 | Bobby Dempsey & Mike Sydal | def. | Marker Dillinger & Rip Impact | dark
| |
ROH TV Tapings
Oct 2nd 2010 | Andy Ridge & Blain Rage & Bobby Dempsey | def. | J. Freddie & Jeff Brooks & Marker Dillinger | dark
6-person tag | |
ROH TV Tapings
Oct 1st 2010 | Andy Ridge & Bobby Dempsey & Mike Sydal | def. | Bobby Shields & Colby Godwin & Slyck Wagner Brown | dark
6-person tag | |
ROH Tag Wars 2010
Aug 28th 2010 | Steve Corino | def. (pin) | Bobby Dempsey | | |
ROH Champions Challenge
Aug 27th 2010 | Bobby Dempsey & Cedric Alexander | def. (pin) | Caleb Konley & Jake Manning | | |
Pro Wrestling Respect #5
Aug 22nd 2010 | Bobby Dempsey & Derek Dempsey | def. (pin) | Marker Dillinger & Orange Cassidy | | |
ROH TV Tapings
Aug 20th 2010 | Bobby Dempsey & Harlem Bravado & Lance Bravado | def. | Brandon Locke & Julian Starr & Matt Taven | dark
6-person tag | |
Pro Wrestling Respect #4
Jul 18th 2010 | Bobby Dempsey | def. (pin) | Rhett Titus | Loser Leaves for a Year | |
ROH TV Tapings
Jul 17th 2010 | Bobby Dempsey & Damian Dragon | def. | John Kermon & Sid Reeves | dark
| |
ROH TV Tapings
Jul 16th 2010 | Andy Ridge & Bobby Dempsey & Sid Reeves | def. | Bobby Shields & John Kermon & Shiima Xion | dark
6-person tag | |
ROH Death Before Dishonor VIII
Jun 19th 2010 | Bobby Dempsey & Grizzly Redwood | def. | Ernie Osiris & Rip Impact | dark
| |
ROH Buffalo Stampede II
Jun 18th 2010 | Bobby Dempsey & Grizzly Redwood | def. | Dewey Delight & Rob Sweet | dark
| |
Pro Wrestling Respect #3
Jun 6th 2010 | Bobby Dempsey & Mike Sydal | def. (pin) | Orange Cassidy & Rhett Titus | | |
ROH TV Tapings
May 21st 2010 | Bobby Dempsey & Lance Bravado & Robert Beverly | def. | Bruno Marciano & Mr. Ernesto Osiris & Sid Reeves | dark
6-person tag | |
ROH Civil Warfare
May 7th 2010 | Eddie Edwards | def. | Bobby Dempsey | | |
ROH Bitter Friends, Stiffer Enemies 2
Apr 24th 2010 | Prince Mustafa Ali | def. | Bobby Dempsey, Unknown Participants | dark
Battle Royal | |
ROH Pick your Poison
Apr 23rd 2010 | Bobby Dempsey | def. | Jay Ice & Josh Emanuel & Lamont Williams & Russ Myers & Seth Allen & Trik Davis | dark
handicap gauntlet match | |
ROH Epic Encounter III
Mar 20th 2010 | Bobby Dempsey | def. | Danny Duggan, Hornet, Lou Crank, Nick Nemesis, R. J. City, Rahim Ali | dark
Gauntlet | |
ROH Gold Rush
Mar 19th 2010 | Bobby Dempsey | def. | Eddie Venom | dark
| |
Pro Wrestling Respect Delirious vs. Ridge
Mar 14th 2010 | Bobby Dempsey & Harlem Bravado & Lance Bravado | def. (pin) | Ninja Cheetah & Ninja Red & Rhett Titus | 6-person tag | |
ROH TV Tapings
Mar 5th 2010 | Bobby Dempsey | def. | J-Sin | dark
| |
ROH HDNet taping No. 17
Feb 5th 2010 | Bobby Dempsey | def. | Mr. Ernesto Osiris | dark
| |
Pro Wrestling Respect Inaugural Show
Jan 24th 2010 | Bobby Dempsey | def. (pin) | Rhett Titus | | |
ROH HDNet taping No. 16
Jan 9th 2010 | Steve Corino | def. | Bobby Dempsey | | |
ROH HDNet taping No. 15
Jan 8th 2010 | Kevin Steen & Steve Corino | def. | Alex Payne & Bobby Dempsey | | |
ROH Final Battle '09
Dec 19th 2009 | Bison Smith & Erick Stevens | def. | Bobby Dempsey & Delirious | | |
ROH Eye of the Storm 2
Dec 18th 2009 | Bobby Dempsey & Harlem Bravado & Lance Bravado | def. | Caleb Konley & James Hall & Ross Hall | dark
6-person tag | |
ROH Reverse the Curse
Dec 5th 2009 | Grizzly Redwood & Pelle Primeau | def. | Alex Payne & Bobby Dempsey | dark
| |
ROH The Omega Effect
Nov 14th 2009 | Alex Payne & Bobby Dempsey | def. | Ethan Page & Michael Von Payton | dark
| |
ROH Aries vs. Richards
Nov 13th 2009 | Bobby Dempsey | draw (NC) | Robbie Wolfe | dark
| |
ROH Boiling Point
Nov 7th 2009 | Bobby Dempsey | def. | Tony Kozina | | |
ROH HDNet taping No. 14
Nov 6th 2009 | Bobby Dempsey & Lance Bravado | def. (pin) | Gino Giovanni & Tony Nees | dark
| |
ROH HDNet taping No. 13
Nov 5th 2009 | Bobby Dempsey & Grizzly Redwood | def. | Andy Ridge & John Kermon | dark
| |
ROH Survival of the Fittest '09
Oct 10th 2009 | Bobby Dempsey & Kyle O'Reilly & Ricochet | def. | Aaron Scott & Shawn Schultz & Tommy Mercer | dark
| |
ROH Clash Of The Contenders
Oct 8th 2009 | Alex Payne & Bobby Dempsey & Mike Sydal | def. | Aaron Scott & Muscle Machine & Shawn Schultz | dark
6-person tag | |
ROH Final Countdown Tour: Boston
Sep 25th 2009 | Jon Davis & Kory Chavis | def. | Alex Payne & Bobby Dempsey | | |
ROH Final Countdown Tour: Chicago
Sep 19th 2009 | Bobby Dempsey & Brent Albright | def. | Christin Able & Josh Raymond | | |
ROH Final Countdown Tour: Dayton
Sep 18th 2009 | Bobby Dempsey & Tim Donst | def. | Andy Ridge & Jordan McEntyre | dark
| |
ROH HDNet taping No. 12
Sep 11th 2009 | Andy Ridge & Bobby Dempsey | def. | Bobby Shields & Bruno Marciano | dark
| |
ROH HDNet taping No. 11
Sep 10th 2009 | Chris Hero | def. | Bobby Dempsey | | |
ROH HDNet taping No. 10
Aug 15th 2009 | Bobby Dempsey & Tony Nees | def. | Bruno Marciano & Gino Giovanni | dark
| |
FIP Heatstroke '09
Aug 1st 2009 | Bobby Dempsey | def. | Tim Donst | | |
ROH Death Before Dishonor VII - Night 2
Jul 25th 2009 | Alex Payne & Andy Ridge & Bobby Dempsey | def. | Asylum & Ethan Page & Matt Burns | dark
6-person tag | |
Bobby Dempsey