Charlie Bennett
. . . with close 2nd going to Deacon White and Sam Thompson (although Deacon might not join in drink). All three of them would live well into the 20th century.
Charlie enjoyed a long catching career before losing his legs but remained a fixture in Detroit. Tiger's ballpark was named in his honor and he caught the first pitch of every home opener until his death in 1927 (more than covering Cobb's time in Detroit). I'd enjoy discussing the Wolverines, 19th century catching, and his thoughts on 19th century vs early 20th century baseball.