Ric Flair
Ric Flair won the NWA title from Dusty Rhodes on September 17th 1981 in Kansas City, MO. He lost the title to Harley Race on June 10th 1983 in St Louis, MO. He won the title back in a Steel Cage Match on November 24th 1983 at Starrcade. He lost the title to Harley Race on March 21st 1984 in Wellington, New Zealand. He won it back on March 23rd 1984 in Kallang, Singapore. He lost the title to Kerry Von Erich on May 6th 1984 at Parade of Champions. He won it back on May 24th 1984 in Yokosuka, Japan. He lost the title to Dusty Rhodes on July 26th 1986 at The Great American Bash. He won the title back on August 9th 1986 in St Louis, MO. He lost the title to Ron Garvin on September 25th 1987 in Detroit, MI. He won the title back on November 26th 1987 at Starrcade. He lost the title to Ricky Steamboat on February 20th 1989 at Chi-Town Rumble. He won the title back on May 7th 1989 at WrestleWar. He lost the title to Sting on July 7th 1990 at The Great American Bash. He won the title back on January 11th 1991 in East Rutherford, NJ. He lost the title to Tatsumi Fujinami on March 21st 1991 at WCW/New Japan Supershow. He won the title back on May 19th 1991 at SuperBrawl. He was stripped of the title after signing with the WWE on September 8th 1991. He won the vacant WWE Title by winning the Royal Rumble on January 19th 1992. He lost the title to Randy Savage on April 5th 1992 at Wrestlemania. He won the title back on the September 14th 1992 Prime Time Wrestling. He lost the title to Bret Hart on October 12th 1992 in Saskatoon, SK. He won the NWA title for a tenth time from Barry Windham on July 18th 1993 at Beach Blast. He vacated the title in September 1993 when WCW left the NWA. He won the WCW title from Big Van Vader on December 27th 1993 at Starrcade. He lost the title to Hulk Hogan on July 17th 1994 at Bash at The Beach. He won his second WCW title from Randy Savage on December 27th 1995 at Starrcade. He lost the title back on the January 22nd 1996 Nitro. He won it back on February 11th 1996 at SuperBrawl in a Steel Cage Match. He lost the title to The Giant on the April 29th 1996 Nitro. He won his fourth WCW title from Hollywood Hogan on March 14th 1999 in a First Blood Steel Cage Match at Uncensored. He lost the title to Diamond Dallas Page in a four way match also involving Sting and Hollywood Hogan on April 11th 1999 at Spring Stampede. He won his fifth WCW title from Jeff Jarrett on the May 15th 2000 Nitro. He was stripped of the title on the May 22nd 2000 Nitro. He was given the title back by Kevin Nash on the May 29th 2000 Nitro. He lost the title to Jarrett that same night
Shawn Michaels
Shawn Michaels won the WWE title from Bret Hart on March 31st 1996 at Wrestlemania in Overtime of a 60 minute Iron Man Match. He lost the title to Sycho Sid on November 17th 1996 at Survivor Series. He won the title back on January 19th 1997 at Royal Rumble. He forfeited the title due to injury on the February 13th 1997 Raw. He won his third WWE title from Bret Hart on November 9th 1997 at Survivor Series. He lost the title to Steve Austin on March 29th 1998 at Wrestlemania. He won the World Title from Triple H in an Elimination Chamber match also involving Chris Jericho, Kane, Rob Van Dam, and Booker T on November 17th 2002 at Survivor Series. He lost the title back on December 12th 2002 at Armageddon in a Three Stages of Hell Match.
Ric Flair won the NWA title from Dusty Rhodes on September 17th 1981 in Kansas City, MO. He lost the title to Harley Race on June 10th 1983 in St Louis, MO. He won the title back in a Steel Cage Match on November 24th 1983 at Starrcade. He lost the title to Harley Race on March 21st 1984 in Wellington, New Zealand. He won it back on March 23rd 1984 in Kallang, Singapore. He lost the title to Kerry Von Erich on May 6th 1984 at Parade of Champions. He won it back on May 24th 1984 in Yokosuka, Japan. He lost the title to Dusty Rhodes on July 26th 1986 at The Great American Bash. He won the title back on August 9th 1986 in St Louis, MO. He lost the title to Ron Garvin on September 25th 1987 in Detroit, MI. He won the title back on November 26th 1987 at Starrcade. He lost the title to Ricky Steamboat on February 20th 1989 at Chi-Town Rumble. He won the title back on May 7th 1989 at WrestleWar. He lost the title to Sting on July 7th 1990 at The Great American Bash. He won the title back on January 11th 1991 in East Rutherford, NJ. He lost the title to Tatsumi Fujinami on March 21st 1991 at WCW/New Japan Supershow. He won the title back on May 19th 1991 at SuperBrawl. He was stripped of the title after signing with the WWE on September 8th 1991. He won the vacant WWE Title by winning the Royal Rumble on January 19th 1992. He lost the title to Randy Savage on April 5th 1992 at Wrestlemania. He won the title back on the September 14th 1992 Prime Time Wrestling. He lost the title to Bret Hart on October 12th 1992 in Saskatoon, SK. He won the NWA title for a tenth time from Barry Windham on July 18th 1993 at Beach Blast. He vacated the title in September 1993 when WCW left the NWA. He won the WCW title from Big Van Vader on December 27th 1993 at Starrcade. He lost the title to Hulk Hogan on July 17th 1994 at Bash at The Beach. He won his second WCW title from Randy Savage on December 27th 1995 at Starrcade. He lost the title back on the January 22nd 1996 Nitro. He won it back on February 11th 1996 at SuperBrawl in a Steel Cage Match. He lost the title to The Giant on the April 29th 1996 Nitro. He won his fourth WCW title from Hollywood Hogan on March 14th 1999 in a First Blood Steel Cage Match at Uncensored. He lost the title to Diamond Dallas Page in a four way match also involving Sting and Hollywood Hogan on April 11th 1999 at Spring Stampede. He won his fifth WCW title from Jeff Jarrett on the May 15th 2000 Nitro. He was stripped of the title on the May 22nd 2000 Nitro. He was given the title back by Kevin Nash on the May 29th 2000 Nitro. He lost the title to Jarrett that same night
Shawn Michaels
Shawn Michaels won the WWE title from Bret Hart on March 31st 1996 at Wrestlemania in Overtime of a 60 minute Iron Man Match. He lost the title to Sycho Sid on November 17th 1996 at Survivor Series. He won the title back on January 19th 1997 at Royal Rumble. He forfeited the title due to injury on the February 13th 1997 Raw. He won his third WWE title from Bret Hart on November 9th 1997 at Survivor Series. He lost the title to Steve Austin on March 29th 1998 at Wrestlemania. He won the World Title from Triple H in an Elimination Chamber match also involving Chris Jericho, Kane, Rob Van Dam, and Booker T on November 17th 2002 at Survivor Series. He lost the title back on December 12th 2002 at Armageddon in a Three Stages of Hell Match.