I posted this awhile back, but I had a line of 10 players with the last one being Roger Clemens, that went from 1871-2007. You could add whatever teammate to Clemens to keep it going but here is the original picture I posted here. I was only using cards I owned and since I don't really collect cards from the 20's-50's there weren't many choices in my collection so you could probably do it with less players.
Anson
Dahlen
Wheat
Miljus
L.Waner
Vaughan
Robinson
Drysdale
Buckner
Clemens
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