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But why would he not take it with him to Numenor? Possibly because he went in servitude and was concerned that it would be taken from him. But it seems to have been an enormous gamble, given how much weaker he was without it.
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True and true. I suppose Sauron was more willing to take the risk of being less powerful was than to take the risk of having his Ring taken and, perhaps, used by Ar-Pharazon (that is a scary thought).