Triple H
Triple H won the WWE title from Mankind on August 23rd 1999 on Raw in a match with special referee Shane McMahon. He lost the title to Mr. McMahon on the September 16th 1999 Smackdown in a match with special referee Shane McMahon. He won the vacant title on September 26th 1999 at Unforgiven in a Six Pack Challenge also involving Rock, Mankind, Big Show, British Bulldog, and Kane. He lost the title to The Big Show in a triple threat match also involving The Rock on November 14th 1999 at Survivor Series. He won it back on the January 3rd 2000 Raw. He lost the title to The Rock on April 30th 2000 at Backlash. He won it back on May 21st 2000 at Judgment Day in a 60 minute Iron Man Match. He lost it back on June 25th 2000 at King of The Ring in a Six Man Tag match when Rock pinned Mr. McMahon. He won his fifth WWE title from Chris Jericho on March 17th 2002 at Wrestlemania. He lost the title to Hulk Hogan on April 21st 2002 at Backlash. He was awarded the World Title on the September 2nd 2002 Raw. He lost the title to Shawn Michaels on November 17th 2002 at Survivor Series in an Elimination Chamber match also involving Chris Jericho, Rob Van Dam, Kane, and Booker T. He won the title back on December 15th 2002 at Armageddon in a Three Stages of Hell Match. He lost the title to Goldberg on September 21st 2003 at Unforgiven. He won the title back in a triple threat match also involving Kane on December 14th 2003 at Armageddon. He lost the title to Chris Benoit in a triple threat match also involving Shawn Michaels on March 14th 2004 at Wrestlemania. He won his fourth World Title from Randy Orton on September 12th 2004 at Unforgiven. He vacated the title after a double fall in a match with Chris Benoit and Edge on the November 29th 2004 Raw. He won his fifth World Title on January 9th 2005 at New Year’s Revolution in an Elimination Chamber match also involving Chris Benoit, Chris Jericho, Randy Orton, Batista, and Edge. He lost the title to Batista on April 3rd 2005 at Wrestlemania. He won his sixth WWE title from Randy Orton on October 7th 2007 at No Mercy. He lost the title back the same night in a Last Man Standing Match. He won it back on April 27th 2008 at Backlash in a Fatal Four Way Match Elimination Match also involving John Cena and JBL. He lost it to Edge on November 23rd 2008 at Survivor Series in a triple threat match also involving Vladimir Kozlov. He won his eighth title from Edge in an Elimination Chamber match also involving Jeff Hardy, Vladimir Kozlov, Undertaker, and Big Show. He lost the title to Randy Orton in a six man tag team match on April 26th 2009 at Backlash.
Shane Douglas
Shane Douglas won the ECW title by forfeit from Tito Santana on September 9th 1993 in Roanoke, VA. He lost the title to Sabu on October 2nd 1993 at Bloodfest: Part 2 He won his second ECW title from Terry Funk in an Ultimate Jeopardy Match also involving Mr Hughes, Rocco Rock, Johnny Grunge, Hawk, Kevin Sullivan, and Tazmaniac on March 26th 1994 at Ultimate Jeopardy. He won the vacant NWA title by defeating 2 Cold Scorpio in a tournament final on August 27th 1994 at NWA/Eastern Championship Wrestling Supershow. He vacated the title on the same night as Eastern Championship Wrestling withdrew from the NWA and renamed itself Extreme Championship Wrestling. He lost the title to Sandman on April 15th 1995 at Hostile City Showdown. He won his third ECW title from Sabu in a three way dance also involving Terry Funk on August 17th 1999 at Hardcore Heaven. He lost the title to Bam Bam Bigelow on October 16 1997 in New York, NY. He won the title back on November 30th 1997 at November to Remember. He lost the title to Taz on January 10th 1999 at Guilty as Charged.
Triple H won the WWE title from Mankind on August 23rd 1999 on Raw in a match with special referee Shane McMahon. He lost the title to Mr. McMahon on the September 16th 1999 Smackdown in a match with special referee Shane McMahon. He won the vacant title on September 26th 1999 at Unforgiven in a Six Pack Challenge also involving Rock, Mankind, Big Show, British Bulldog, and Kane. He lost the title to The Big Show in a triple threat match also involving The Rock on November 14th 1999 at Survivor Series. He won it back on the January 3rd 2000 Raw. He lost the title to The Rock on April 30th 2000 at Backlash. He won it back on May 21st 2000 at Judgment Day in a 60 minute Iron Man Match. He lost it back on June 25th 2000 at King of The Ring in a Six Man Tag match when Rock pinned Mr. McMahon. He won his fifth WWE title from Chris Jericho on March 17th 2002 at Wrestlemania. He lost the title to Hulk Hogan on April 21st 2002 at Backlash. He was awarded the World Title on the September 2nd 2002 Raw. He lost the title to Shawn Michaels on November 17th 2002 at Survivor Series in an Elimination Chamber match also involving Chris Jericho, Rob Van Dam, Kane, and Booker T. He won the title back on December 15th 2002 at Armageddon in a Three Stages of Hell Match. He lost the title to Goldberg on September 21st 2003 at Unforgiven. He won the title back in a triple threat match also involving Kane on December 14th 2003 at Armageddon. He lost the title to Chris Benoit in a triple threat match also involving Shawn Michaels on March 14th 2004 at Wrestlemania. He won his fourth World Title from Randy Orton on September 12th 2004 at Unforgiven. He vacated the title after a double fall in a match with Chris Benoit and Edge on the November 29th 2004 Raw. He won his fifth World Title on January 9th 2005 at New Year’s Revolution in an Elimination Chamber match also involving Chris Benoit, Chris Jericho, Randy Orton, Batista, and Edge. He lost the title to Batista on April 3rd 2005 at Wrestlemania. He won his sixth WWE title from Randy Orton on October 7th 2007 at No Mercy. He lost the title back the same night in a Last Man Standing Match. He won it back on April 27th 2008 at Backlash in a Fatal Four Way Match Elimination Match also involving John Cena and JBL. He lost it to Edge on November 23rd 2008 at Survivor Series in a triple threat match also involving Vladimir Kozlov. He won his eighth title from Edge in an Elimination Chamber match also involving Jeff Hardy, Vladimir Kozlov, Undertaker, and Big Show. He lost the title to Randy Orton in a six man tag team match on April 26th 2009 at Backlash.
Shane Douglas
Shane Douglas won the ECW title by forfeit from Tito Santana on September 9th 1993 in Roanoke, VA. He lost the title to Sabu on October 2nd 1993 at Bloodfest: Part 2 He won his second ECW title from Terry Funk in an Ultimate Jeopardy Match also involving Mr Hughes, Rocco Rock, Johnny Grunge, Hawk, Kevin Sullivan, and Tazmaniac on March 26th 1994 at Ultimate Jeopardy. He won the vacant NWA title by defeating 2 Cold Scorpio in a tournament final on August 27th 1994 at NWA/Eastern Championship Wrestling Supershow. He vacated the title on the same night as Eastern Championship Wrestling withdrew from the NWA and renamed itself Extreme Championship Wrestling. He lost the title to Sandman on April 15th 1995 at Hostile City Showdown. He won his third ECW title from Sabu in a three way dance also involving Terry Funk on August 17th 1999 at Hardcore Heaven. He lost the title to Bam Bam Bigelow on October 16 1997 in New York, NY. He won the title back on November 30th 1997 at November to Remember. He lost the title to Taz on January 10th 1999 at Guilty as Charged.