1963 Topps #376 Johnnie Wyatt RC ⭐ MLB Pioneer
On September 8, 1961, Johnnie Wyatt made his MLB debut with the Kansas City A's. He played in the Negro League with the Indianapolis Clowns.

1953 Topps #257, Bob Boyd RC ⭐ MLB Pioneer
On September 8, 1951, Bob Boyd made his MLB debut with the White Sox. He began his professional baseball career in the Negro League with the Memphis Red Sox.
Bob Boyd is the uncle of MLB pitcher Dennis "Oil Can" Boyd.

1970 Topps #327, Hal King RC ⭐ MLB Pioneer.
On September 6, 1967, Hal King - MLB Pioneer - made his MLB debut with the Houston Astros. Although he was normally a left-handed hitting catcher, in his first major league game, he played third base and went 0-for-3 with three strikeouts.
Before making The Show, he played in the Negro League with the Indianapolis Clowns.

1965 Topps #526, Johnny Odom RC.
John "Blue Moon" Odom made his MLB debut with the KC A's on September 5, 1964.
This MLB Pioneer played in the Negro League with the Raleigh Tigers.

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The only graded example of this card, and I've never seen a raw copy.