Pre-war hall of famer from an important set: Goudey, T206, Felt Blankets, whatever. Or a Type-1 photo. I would focus on Cobb, Johnson, Mathewson, Speaker, Ruth, Gehrig, Foxx, Greenberg, Dimaggio. Personally, I collect Pre-war Reds, but with $1000 I would focus on a bigger name player. It's an expensive market, but still plenty of good items to be had for $1000.
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Barry Larkin, Joey Votto, Tris Speaker, 1930-45 Cincinnati Reds, T206 Cincinnati
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