In 1965 Phil Niekro was teammates with Warren Spahn.
Spahn debuted in 1941, when he was teammates with Johnny Cooney.
He broke in in 1921, when he was on a team with Roy Powell.
Powell's first season was 1913, when he played in Detroit next to Sam Crawford.
That gets us into the 19th century. Crawford's first season with was with 1899 Reds. The oldest player on that team was 39 year old Bid McPhee.
McPhee spent his whole career in Cincinnati, first in the AA and then in the NL. His first season was 1882, when he played with Chick Fulmer.
And Fulmer's first season was with the 1871 Rockford Forest Citys. (Where he played infield next to a 19 year old Cap Anson.)
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