As I'm trying to stick with what is in my collection if possible, this is an easy one.
1955 Bowman #9 Gil McDougald
This is the only card from the 50s I own. I vaguely remember picking this up at a card show, thinking it was cool just because it was so old, even if it was a Yankee card. My copy is a little better cut than this one from TCDB. I may have to scan mine and look into swapping it out.