#2. Booker T entered the 2002 Royal Rumble match at #30
Booker T is one of the most iconic WWE Legends who work for the company to this date. His appearance at the 2011 Royal Rumble was well-received by the WWE Universe.
However, his entry into the 2002 Rumble was underwhelming. He entered the ring when stars like Stone Cold Steve Austin, Kurt Angle, and Rob Van Dam were battling it out.
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The five-time WCW champion eliminated Rob Van Dam and performed a Spin-a-Roonie in the ring. Unfortunately, Stone Cold Steve Austin eliminated him shortly after that.
It was sad to see the #30 entrant get eliminated in only 33 seconds
#1. Dolph Ziggler entered the 2018 Royal Rumble match at #30
Dolph Ziggler is definitely among the hardest working WWE Superstars of all time. However, it has been long since he was considered a prominent attraction. His entry into the 2018 Rumble wasn't impressive.
The Show-Off entered the match as a heel. His appearance did come as a surprise, with him being absent for more than a month before making a comeback.
Stars like John Cena, Finn Balor, Shinsuke Nakamura, and Goldust were in the ring when Ziggler entered the match. He went on to shower some superkicks onto his opponents before getting eliminated after two minutes and a second.
During this time, the former world champion eliminated Goldust. Finn Balor was the one to eliminate the Show-Off from the match.