Mr. McMahon
Mr. McMahon won the WWE title from Triple H with Shane McMahon as Special Guest Referee on the September 16th 1999 Smackdown. He vacated the Title on the September 20th 1999 Raw. He won the ECW title from Bobby Lashley in a handicap match with partners Shane McMahon and Umaga on April 29th 2007 at Backalsh. He lost the title back in a Street Fight on June 2rd 2007 at One Night Stand.
Diamond Dallas Page
Diamond Dallas Page won the WCW title from Ric Flair in a four way match also involving Sting and Hollywood Hogan on April 11th 1999 at Spring Stampede. They lost the title to Sting on the April 26th 1999 Nitro. He won it back on that same night by defeating Sting, Kevin Nash, and Goldberg in a NO DQ four way match. He lost the title to Kevin Nash on May 9th 1999 at Slamboree. He won his third WCW title from Jeff Jarrett in a Cage Match on the April 24th 2000 Nitro. He lost the title to David Arquette when Arquette pinned Eric Bischoff in a tag team match also involving Jeff Jarrett where the winner won the title on the April 26th 2000 Thunder.
Mr. McMahon won the WWE title from Triple H with Shane McMahon as Special Guest Referee on the September 16th 1999 Smackdown. He vacated the Title on the September 20th 1999 Raw. He won the ECW title from Bobby Lashley in a handicap match with partners Shane McMahon and Umaga on April 29th 2007 at Backalsh. He lost the title back in a Street Fight on June 2rd 2007 at One Night Stand.
Diamond Dallas Page
Diamond Dallas Page won the WCW title from Ric Flair in a four way match also involving Sting and Hollywood Hogan on April 11th 1999 at Spring Stampede. They lost the title to Sting on the April 26th 1999 Nitro. He won it back on that same night by defeating Sting, Kevin Nash, and Goldberg in a NO DQ four way match. He lost the title to Kevin Nash on May 9th 1999 at Slamboree. He won his third WCW title from Jeff Jarrett in a Cage Match on the April 24th 2000 Nitro. He lost the title to David Arquette when Arquette pinned Eric Bischoff in a tag team match also involving Jeff Jarrett where the winner won the title on the April 26th 2000 Thunder.