2000-12-03 New Jack - beats Angel on ECW Hardcore TV. This is billed as him reclaiming the title "King of the Streets" that he lost to Angel at Guilty As Charged.
2001-05-26 The Messiah - beats Jack at XPW Redemption
2001-09-28 Mr. Excitement - beats Messiah at RevPro Revolution J
2001-09-28 Super Dragon - beats Excitement at RevPro Revolution J
[Super Dragon wins Revolution J 2001 - this is a double]
2001-10-26 Christopher Daniels - beats Dragon at APW King of Indies
2001-10-27 Low Ki - beats Daniels at APW King of Indies
2001-10-27 American Dragon - beats Low Ki at APW King of Indies
[So, King of Indies 2001 - a triple!]
2001-10-26 Disco Fury - beats Danielson at an ECCW live event
2002-01-31 Robbie Dynamite - beats Fury at an ASW live event
2002-02-03 Kid Cool - beats Dynamite at an ASW live event
2002-11-11 Julio Torres - beats Cool at an ASW live event
2002-12-02 Dean 2 Xtreme - beats Torres at an ASW live event
2002-12-03 Robbie Dynamite (2) - beats Dean in a 2/3 Falls match at an ASW live event
2003-02-18 Spidermask - beats Dynamite at an ASW live event
[The problem is: Spidermask doesn't have a Cagematch page, and he doesn't seem to have lost in ASW. But a quick Google search identifies Spidermask as RJ Singh. So sure, let's go with that.
2003-06-15 Stixx - beats Singh at an RPW charity event
2003-06-28 Chris Justice - beats Stixx at FWA Academy eXplosion 5
2003-07-28 James Tighe - beats Justice at FWA Academy BreakDown
2003-08-02 Jonny Storm - beats Tighe at FWA Northern Exposure Tour
2003-08-09 Nick Berk - beats Storm at CZW Aftermath
2003-08-22 Azrieal - beats Berk and Monsta Mack in a Three-Way Dance at JAPW Counterstrike
2003-10-11 Deranged - beats Azrieal at CZW Uprising
2003-11-15 Azrieal (2) - beats Deranged in an Aerial Assault match at CZW Night of Infamy 2
2004-01-05 Boogalou - beats Azrieal, Spider, and J-Busta in a Ladder match at a CCW live event
2004-02-13 Monsta Mack - beats Boogalou and 8 others in a Whirlwind match at WXW Whirlwind
2004-02-21 Matt Striker - beats Mack at 3PW 2nd Anniversary Show
2004-02-27 Mike Tobin - beats Striker, Crazy Ivan, and John Cabbie in a Four Corner Madness match on WXW Rage TV
2004-03-13 Nuke - beats Tobin at an NYWC live event
2004-08-21 Grim Reefer - beats Nuke at an NYWC live event
2004-09-18 Jack Evans - beats Reefer, El Generico, and Chasyn Rance in an Elimination match at JAPW Coming Home
2004-11-06 Izzy - beats Evans, Trent Acid, and Fast Eddie in a Four Corner Survival match at ROH Weekend of Thunder
2004-11-12 Jerrelle Clark - beats Izzy at FIP Fallout
2004-12-17 Roderick Strong - beats Clark at FIP Florida Rumble
2005-01-07 Samoa Joe - beats Strong at FIP New Year's Classic
2005-01-08 Roderick Strong (2) - beats Joe at FIP Unfinished Business
2005-01-11 Kurt Angle - beats Strong on WWE SmackDown
2005-01-15 John Cena - beats Angle at a WWE live event
2005-03-01 Orlando Jordan - beats Cena on WWE SmackDown
2005-04-18 John Cena (2) - beats Jordan on WWE SmackDown
[2005-08-26 Cena takes Angle's gold medal...]
2020-06-07 Randy Orton (4) - beats Edge at WWE Backlash
FORTY. ONE. TITLES.