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Posted By: Misunderestimated

I would guess that the answers to 1-3 would be cards of Joe Jackson...or perhaps some exceptionally scarce Old Judge... or the Doyle variation T206.

Assuming you meant to include Puerto Rican cards, I would go with the Josh Gibson Toletoros or, once again. some phenomenally scarce Old Judge card (this time of a minor leaguer) for the final question.

I'm anxious to read the correct answers.