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Captain Cold got a hit in on Chronos/Mick Rory. Here's the Legends killing 3 versions of Vandal Savage throughout time
Vandal Savage managed to kill Hawkman and Hawkgirl 206 times over a period of 4000 years. Granted, he used to be immortal so he'd keep regenerating.
In the first vid Cold and the team are raiding the vanishing point, which is full of agents working for the time masters, who likely have hundreds of years of experience protecting the timeline and defeating time pirates. Mick Rory was their most dangerous agent until he turned good.
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