Bret Hart
Bret Hart won the WWE title from Ric Flair on October 12th 1992 in Saskatoon, SK. He lost the title to Yokozuna on April 4th 1993 at Wrestlemania. He won it back on March 20th 1994 at Wrestlemania. He lost the title to Bob Backlund on November 23rd 1994 at Survivor Series in a Submission Match. He won his third WWE title from Diesel in a NO DQ Match on November 19th 1995 at Survivor Series. He lost the title to Shawn Michaels on March 31st 1996 at Wrestlemania in Overtime of a 60 minute Iron Man Match. He won the vacant title on February 16th 1997 at in Your House 13: Final Four in a four way elimination match against Steve Austin, Undertaker, and Vader. He lost the title to Sycho Sid the next night on Raw. He won his fifth WWE title from The Undertaker on August 3rd 1997 at Summerslam with Shawn Michaels as the referee. He lost the title to Michaels on November 9th 1997 at Survivor Series. He won the vacant WCW title by defeating Chris Benoit in a tournament final on November 21st 1999 at Mayhem. He vacated the title due to a controversial finish in a match against Goldberg at Starrcade 1999 on the December 20th 1999 Nitro. He won it back that same night by defeating Goldberg in a rematch. He vacated the title due to injury on January 16th 2000 at Souled Out.
Randy Savage
Randy Savage won the vacant WWE title by defeating Ted DiBiase in a tournament final on March 27th 1988 at Wrestlemania. He lost the title to Hulk Hogan on April 2nd 1989 at Wrestlemania. He won his second WWE title from Ric Flair on April 5th 1992 at Wrestlemania. He lost the title back on the September 14th 1992 Prime Time Wrestling. He won the vacant WCW title by winning the World War 3 match on November 26th 1995 at World War 3. He lost the title to Ric Flair on December 27th 1995 at Starrcade. He won the title back on January 22nd 1996 on Nitro. He lost the title back on February 11th 1996 at SuperBrawl. He won his third WCW title from Sting on April 19th 1998 at Spring Stampede. He lost the title to Hollywood Hogan in a No DQ match on April 20th 1998 on Nitro. He won his fourth WCW title from Kevin Nash on July 11th 1999 at Bash at the Beach in a tag match also involving Sid Vicious and Sting. He lost the title to Hogan on July 12th 1999 on Nitro.
Bret Hart won the WWE title from Ric Flair on October 12th 1992 in Saskatoon, SK. He lost the title to Yokozuna on April 4th 1993 at Wrestlemania. He won it back on March 20th 1994 at Wrestlemania. He lost the title to Bob Backlund on November 23rd 1994 at Survivor Series in a Submission Match. He won his third WWE title from Diesel in a NO DQ Match on November 19th 1995 at Survivor Series. He lost the title to Shawn Michaels on March 31st 1996 at Wrestlemania in Overtime of a 60 minute Iron Man Match. He won the vacant title on February 16th 1997 at in Your House 13: Final Four in a four way elimination match against Steve Austin, Undertaker, and Vader. He lost the title to Sycho Sid the next night on Raw. He won his fifth WWE title from The Undertaker on August 3rd 1997 at Summerslam with Shawn Michaels as the referee. He lost the title to Michaels on November 9th 1997 at Survivor Series. He won the vacant WCW title by defeating Chris Benoit in a tournament final on November 21st 1999 at Mayhem. He vacated the title due to a controversial finish in a match against Goldberg at Starrcade 1999 on the December 20th 1999 Nitro. He won it back that same night by defeating Goldberg in a rematch. He vacated the title due to injury on January 16th 2000 at Souled Out.
Randy Savage
Randy Savage won the vacant WWE title by defeating Ted DiBiase in a tournament final on March 27th 1988 at Wrestlemania. He lost the title to Hulk Hogan on April 2nd 1989 at Wrestlemania. He won his second WWE title from Ric Flair on April 5th 1992 at Wrestlemania. He lost the title back on the September 14th 1992 Prime Time Wrestling. He won the vacant WCW title by winning the World War 3 match on November 26th 1995 at World War 3. He lost the title to Ric Flair on December 27th 1995 at Starrcade. He won the title back on January 22nd 1996 on Nitro. He lost the title back on February 11th 1996 at SuperBrawl. He won his third WCW title from Sting on April 19th 1998 at Spring Stampede. He lost the title to Hollywood Hogan in a No DQ match on April 20th 1998 on Nitro. He won his fourth WCW title from Kevin Nash on July 11th 1999 at Bash at the Beach in a tag match also involving Sid Vicious and Sting. He lost the title to Hogan on July 12th 1999 on Nitro.
