I was thinking about my oldest baseball related items, so I figured I would post my oldest items, both late 1890s. My advertising envelope is 1897, and the Tip Top Weekly is 1899, I think. Doug Goodman could probably correct me. I bet Doug would have some cool magazine covers to post, too.
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Barry Larkin, Joey Votto, Tris Speaker, 1930-45 Cincinnati Reds, T206 Cincinnati
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