#4 CM Punk (WWE Royal Rumble 2011 and 2014)
CM Punk never won a Royal Rumble Match but was mighty impressive during his appearances in the 30-man melee. As an ECW star back then, the Second City Saint had solid outings in his first two Rumbles.
After a short but sweet sermon-filled appearance in 2010, Punk lasted over half an hour in 2011's 40-man Royal Rumble Match from number 1. He may not have gotten the chance to speak on the microphone, but it was still a memorable run. Punk was the leader of The New Nexus at the time.
He and his group dominated the first half of the match, with Punk himself eliminating seven men. Naturally, their run ended at the hands of John Cena. While his performances in 2010 and 2011 were brilliant, Punk's longest stay in a Royal Rumble Match came in 2014.
He was once again the first entrant and lasted longer than anybody. His 49-minute stay was ended by Corporate Kane, who was already eliminated from the Rumble at that point. That match proved to be the final one of CM Punk's WWE career, as he quit the company the following day.