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.
Nigel McGuiness
Nigel McGuinness won the ROH title from Takeshi Morishima on October 6th 2007 at Undeniable. He lost the title to Jerry Lynn on April 3rd 2009 at Supercard of Honor.
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.
Nigel McGuiness
Nigel McGuinness won the ROH title from Takeshi Morishima on October 6th 2007 at Undeniable. He lost the title to Jerry Lynn on April 3rd 2009 at Supercard of Honor.