He should've put over more people than he did. Especially since he refused to take on title reigns when ANY break from HHH would've been sweet relief.
He chose to work with Angle, Vince, Cena, Flair, and Taker twice at his last 6 Wrestlemania's. Some up and comers could've been made off of working with him and (gulp) beating him on that stage. It's still bullshit.
In 2004 he was in back to back PPVs with Chris Benoit and HHH in which Benoit won both matches. In 2005 he was in a triple threat with an up and coming Cena and Angle in which Cena won. Also in 2005 at Survivor Series his team lost to a team of mostly younger stars made up of Orton, Batista, JBL, Mysterio, and Lashley.
In 2006 he was in an Elimination Chamber match that was won by a young John Cena and then DX stuff happened for the rest of 2006 up through the start of 2007.
In 2007 he put over Cena at Mania, and also lost to Randy Orton at two different PPVs later in the year.
Then yeah pretty much the rest of his career was either big Mania matches and DX stuff, but truth be told how many big stars go on some run of losing to a bunch of younger stars before calling it quits?
Who did Austin put over before leaving besides 1 mania match with Rock?
Who has Taker put over in recent years?
Who did Hogan put over?
Who did Rock put over other than Cena this past year?
Who did Bret Hart put over?
Basically who did anyone that retired before the age of 50 put over? By that I of course am speaking of legends. Maybe 1 or 2 guys which really isn't different from what HBK did or even someone like HHH has done.
Also for someone who said that just being in the ring with someone doesn't get them over I disagree. If you are talented enough to draw interest to the program and match that you had with that popular star then it can be used to raise the interest behind your character as well even in a loss. Steve Austin lost a match at Mania to Bret Hart and came out much much more over then he was prior to the match, and probably more then he would have if they booked him to win that one. Some guys are able to take advantage of programs with popular stars and other guys drop the ball.