What if Triple H had signed with WCW in 1999?

#3 Bret Hart is miserable

Bret Hart would not have been happy to have seen another Kliq member show up in WCW.

Bret Hart has made no bones about not getting along with The Kliq in WWE. A lot of that roots back to Shawn Michaels and the professional jealousies between the two, all of which culminated in the Montreal Screwjob. Cooler heads have prevailed in the respective performer. But, back in the year 1999, the wounds were still very fresh.

In the performers’ advanced age, Hart and Michaels have made up. There are still hints of tension between Helmsley and Hart—including the Hitman suggesting The Game was never an all time great—but we can nonetheless assume they co-exist peaceably when they have to. Had Triple H followed Hart to WCW in 1999, though, we can only assume that the Cerebral Assassin would have made life even more miserable for the Excellence of Execution, even if Helmsley hadn’t consciously tried all that hard to.