He got a slight push, getting to wrestle One Man Gang at WrestleMania 4.
1989
Other than feuding with Andre, this was his biggest acomplishment - and probably the only major one...
1990
Won his 3rd WWF Title shortly afterwards - lost it to the Ultimate Drugged Warrior at WrestleMania 6.
1991
Went to fight USA - I mean IRAQI - sympathyzer Sgt. Slaughter at WrestleMania 7 to win yet another WWF Title!
1992
By winning this match, he became the car drivin', kiss stealin', tough son of a gun WWF Champion, baby!
1993
Overweighted Bret Hart to become WWF Champion at WrestleMania 9, only to be overweighted by Hogan's foot seconds afterwards...
1994
They both went to war with Yokozuna at WrestleMania 10. Bret fought Owen earlier. Luger had his arch-nemesis Mr. Perfect as referee. Luger fell, Bret won.
1995
He went to 'lose his smile'... only to get it back after getting his shot at Diesel for the WWF Title at WrestleMania 11 back. He lost, though.
1996
Chuck Norrized Bret Hart's head off at overdraw in the Iron Man I at WrestleMania 12 and became WWF Champion
1997
Winning the Rumble and losing the shot feels bad. Thank Sycho Sid for it. He fought Bret Hart at WrestleMania 13 (5 stars match) anyway.
1998
This time, nobody stole the beer. He pillmanized HBK's back (with help from Mike Tyson) and became WWF Champion to start the Attitude Era!
1999
He handed the victory back to Stone Cold.
Year
Winner
After Winning The Rumble
2000
Teorically, the winner was the Big Show - but anyway, he failed to win the overbooked WrestleMania 16 Main Event, but he would win the title at the overbooked Backlash 2000 Main Event.
2001
The hat trick was performed. And the payoff was as good. At WrestleMania 14, he started the Attitude Era by beating Shawn Michaels with help of Mike Tyson. At WrestleMania 17, he ends the Attitude Era by beating The Rock with help of Vince McMahon. Badass helps badass beat badass to win badass title.
2002
In what was a solid WrestleMania 18, Trips won via burial, by Pedigreeing his husband Stephanie McMahon, and doing the same to Stephanie's lover Y2J Chris Jericho.
2003
He predictiblly won the Rumble and predictiblly won the WWE Title from Kurt Angle at WrestleMania 19 - yes, the match were he failed his attempt to fly (botched SSP).
2004
What?
2005
Blowned up Triple H's testicles with the Terrorista Bomb at the WrestleMania 21 Main Event and won the World Heavyweight Title.
2006
Eddie's soul Frog Splashed Kurt Angle and helped him pin Randy Orton at WrestleMania 22 and become the World Heavyweight Champion.
2007
WrestleMania 23. New World Champion. Batista's soul. 15-0.
2008
Failed to win his 1000000000th WWE Title at WrestleMania 24.
2009
Failed to win his 1000000000th WWE Title at WrestleMania 25 (got buried by HHH).
2010
He tried to SPEAR SPEAR SPEAR SPEAR SPEAR Chris Jericho fo the World Title at WrestleMania 26. But he failed.
2011
Another failed attempt at destiny. He got SPEAR SPEAR SPEARED at WrestleMania 27. Then, he got his Rolls-Royce pillmanized by E&C.