Trips has been doing Royal Rumble's for a while now. He currently has one win at the Rumble under his belt. He is recovering from an injury right now. Most people are saying that he may become the new Raw GM but if he were to come back the Rumble would be an epic way to do it.
HHH's first Rumble came in 1996 when he was Hunter Hearst Helmsley.
1996- Entered number 1. He lasted the longest time wise at 48 minutes and 1 second before he was eliminated by Diesel. He was the 19th person eliminated and failed to eliminate anybody.
1997- Entered number 12. He was eliminated by Goldust. Again he did not eliminate anybody. Earlier that night he had a title defense against Goldust for the IC title, which he kept.
1998- Was in a casket match against HBK and Untertaker. He did however eliminate Owen Hart.
1999- Entered number 23. Lasted 14 minutes and 19 seconds. Eliminated two people.
2000-Was in a match against Cactus Jack.
2001-Was in a match against Kurt Angle.
2002- HHH won this Royal Rumble. He entered number 22. He eliminated 4 people.
2003-Was in a match against Scott Steiner.
2004-Was in a match against HBK.
2005-Was in a match against Randy Orton.
2006. Entered number 1. Lasted 1 hour and nine seconds. He eliminated 5 people. He lasted all the way to number 28 before being eliminated by Rey Mysterio.
2007-Was not in the card.
2008--Entered number 29. He lasted 11 minutes and 22 seconds. He eliminated 6 people before he was eliminated by John Cena.
2009-Entered number 7. Lasted 49 minutes and 55 seconds. He eliminated 6 people before being eliminated by Randy Orton.
2010- entered number 8th. Lasted 17 minutes and 51 seconds. He eliminated 3 people before being eliminated by HBK.
Could HHH return at number 30 to win the 2011 Royal Rumble.