10 Wrestlers With Longest Time Between First & Last WWE Raw Matches
8. Triple H - 20 Years, 10 Months, 0 Days
First Raw Match: 15th May, 1995
Last Raw Match: 14th March, 2016
Highly touted from the few WCW appearances he'd made in his Jean-Paul Levesque persona, WWE didn't do much to the skeleton of the gimmick beyond swapping France for Greenwich, Connecticut and trading European aristocracy for Vince McMahon's 'American Blueblood' nickname.
Though perhaps never destined to help ascend quite as much as being called 'The Game' or going over every major star in the organisation or disbanding and reforming an over group to serve your whims or marrying into the family, the gimmick might not have tanked so spectacularly had Helmsley not gotten himself in political hot water with The Clique's Curtain Call almost a year to the day after his debut.
His win over John Chrystal was relatively unremarkable outside of him using a cutter instead of the Pedigree to finish things, but "having unremarkable matches" would eventually become his latter-day WrestleMania legacy, so perhaps he knew what he was doing all along.