King Booker/Booker T
Booker T won the vacant WCW title by defeating Jeff Jarrett on July 9th 2000 at Bash at The Beach. He lost the title to Kevin Nash on the August 28th 2000 Nitro. He won the title back on September 17th 2000 at Fall Brawl in a Caged Heat match. He lost the title to Vince Russo on the September 25th 2000 Nitro in a Steel Cage Match. He won the vacant WCW title for a third time on the October 2nd 2000 Nitro by defeating Jeff Jarrett in a San Francisco 49ers Match. He lost the title to Scott Steiner on November 26th 2000 at Mayhem in a Straight Jacket Steel Cage Match. He won the title back on the March 26th 2001 Nitro. He lost the title to Kurt Angle on the July 26th 2001 Smackdown. He won the title back on the July 30th 2001 Raw. He lost the title to The Rock on August 19th 2001 at Summerslam. Now known as King Booker, he won the World Title from Rey Mysterio at The Great American Bash on July 23rd 2006. He lost the title to Batista at Survivor Series on November 26th 2006.
The Rock
The Rock won the vacant WWE title by defeating Mankind in the Final of The Deadly Game Tournament at Survivor Series on November 15th 1998. He lost the title to Mankind on the January 4th 1999 Raw. He won the title back in an I Quit Match on January 24th 1999 at Royal Rumble. He lost the title back on January 31st 1999 during Halftime Heat in an Empty Arena Match. He won the title back in a Ladder Match on the February 15th 1999 Raw. He lost the title to Steve Austin on March 28th 1999 at Wrestlemania. He won his fourth WWE title from Triple H on April 30th 2000 at Backlash. He lost the title back on May 21st 2000 at Judgment Day in a 60 Minute Iron Man Match. He won it back on June 25th 2000 at King of The Ring by pinning Mr. McMahon in a Six Man Tag. He lost the title to Kurt Angle on October 22nd 2000 at No Mercy. He won the title back on February 25th 2001 at No Way Out. He lost the title to Steve Austin on April 1st 2001 at Wrestlemania. He won the WCW title from Booker T on August 19th 2001 at Summerslam. He lost the title to Chris Jericho on October 21st 2001 at No Mercy. He won the title back on the November 5th 2001 Raw. He lost the title back on December 9th 2001 at Vengeance. He won his seventh WWE title from The Undertaker in a triple threat match also involving Kurt Angle on July 21st 2002 at Vengeance. He lost the title to Brock Lesnar on August 25th 2002 at SummerSlam.
Booker T won the vacant WCW title by defeating Jeff Jarrett on July 9th 2000 at Bash at The Beach. He lost the title to Kevin Nash on the August 28th 2000 Nitro. He won the title back on September 17th 2000 at Fall Brawl in a Caged Heat match. He lost the title to Vince Russo on the September 25th 2000 Nitro in a Steel Cage Match. He won the vacant WCW title for a third time on the October 2nd 2000 Nitro by defeating Jeff Jarrett in a San Francisco 49ers Match. He lost the title to Scott Steiner on November 26th 2000 at Mayhem in a Straight Jacket Steel Cage Match. He won the title back on the March 26th 2001 Nitro. He lost the title to Kurt Angle on the July 26th 2001 Smackdown. He won the title back on the July 30th 2001 Raw. He lost the title to The Rock on August 19th 2001 at Summerslam. Now known as King Booker, he won the World Title from Rey Mysterio at The Great American Bash on July 23rd 2006. He lost the title to Batista at Survivor Series on November 26th 2006.
The Rock
The Rock won the vacant WWE title by defeating Mankind in the Final of The Deadly Game Tournament at Survivor Series on November 15th 1998. He lost the title to Mankind on the January 4th 1999 Raw. He won the title back in an I Quit Match on January 24th 1999 at Royal Rumble. He lost the title back on January 31st 1999 during Halftime Heat in an Empty Arena Match. He won the title back in a Ladder Match on the February 15th 1999 Raw. He lost the title to Steve Austin on March 28th 1999 at Wrestlemania. He won his fourth WWE title from Triple H on April 30th 2000 at Backlash. He lost the title back on May 21st 2000 at Judgment Day in a 60 Minute Iron Man Match. He won it back on June 25th 2000 at King of The Ring by pinning Mr. McMahon in a Six Man Tag. He lost the title to Kurt Angle on October 22nd 2000 at No Mercy. He won the title back on February 25th 2001 at No Way Out. He lost the title to Steve Austin on April 1st 2001 at Wrestlemania. He won the WCW title from Booker T on August 19th 2001 at Summerslam. He lost the title to Chris Jericho on October 21st 2001 at No Mercy. He won the title back on the November 5th 2001 Raw. He lost the title back on December 9th 2001 at Vengeance. He won his seventh WWE title from The Undertaker in a triple threat match also involving Kurt Angle on July 21st 2002 at Vengeance. He lost the title to Brock Lesnar on August 25th 2002 at SummerSlam.