To be sure I have a reasonable idea of what iconic is, it seems to boil down to being famous, influential and recognizable. With that definition in mind:
T206 Cobb portrait (red or green)
T206 Honus Wagner
1933 Goudey Ruth (heck if I know, choose one)
1941 Dimaggio
1941 Ted Williams
1948 Leaf Jackie Robinson
1951 Bowman Mays
1952 Topps Mantle
1954 Topps Hank Aaron
1968 Topps Nolan Ryan
1986 Fleer Jordan
1989 UD Griffey Jr.
I know I went over 10 with my listed 12. Yes, perhaps a bit vintage biased vs. modern. I struggled with not having a Gehrig, I suppose the '34 Goudey Yellow would be the one.
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