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Lloyd Waner over Andy Van Slyke would be better for the Pirates, first, simply because you should keep the brothers together, I think. And second, both were excellent hitters and all, too. Andy Van Slyke was probably better as a Cardinal, but Lloyd Waner and Paul Waner are both excellent potential choices for the Pirates outfield. Also Sanguillen over Pena would be more suitable, because I think the Pirates won at least one or two World Series titles with Sanguillen, but not with Pena.
I'd also perhaps add Neil Walker, I believe, to the Pirates roster as someone who might be able to back up Mazeroski, for instance, or at least as a potential option at second base, anyway. I'll have to look up Cole and Beckley and Hanrahan, at least, but if I remember correctly, Beckley possibly played a plurality of his career with the Reds in real life. Skenes probably hasn't played enough for the Pirates in my view to be worthy of a roster spot here, but this isn't my scenario here, of course. CD out.
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