text: Holly dropped the championship to Billy Gunn on the March 15, 1999 edition of Raw, but regained the title two weeks later at WrestleMania XV, in a triple threat hardcore match also involving Al Snow. He lost the title to Al Snow at Backlash, and soon began referring to himself as "The Big Shot", feuding with Big Show and Kane. On the August 16, 1999 edition of Raw, Holly introduced his on-screen "cousin" Crash Holly.
  They unsuccessfully challenged for the WWF Tag Team Championship at SummerSlam. Although simultaneously arguing over who was the better Holly, they won the WWF Tag Team Championship on the October 18, 1999 edition of Raw, by defeating the Rock 'n' Sock Connection, after Triple H interfered. They lost the titles two weeks later to Mankind and Al Snow on the November 4 edition of SmackDown! The Holly Cousins and Too Cool defeated Edge, Christian and The Hardy Boyz in a traditional four-on-four elimination match at Survivor Series, where Holly was the lone survivor.
  On the November 18, 1999 edition of SmackDown!, Holly challenged The Big Show for the WWF Championship, but was defeated. In early 2000, Hardcore Holly pursued the Intercontinental Championship, losing a match against Chyna due to interference from Chris Jericho. He then lost a Triple Threat Match against Chyna and Jericho for the championship at the Royal Rumble, which was won by Jericho. He lost two more subsequent matches to Jericho for the title, ending their feud.