I'll add that your roster sizes are too big, especially in the nineteenth century. In part, that's unavoidable. OOTP's minimum roster size is 15. Even that number is too big for the 1870s, when the optimal roster consisted of:
7 position players
1 or 2 catchers
1 primary starter
1 "change" pitcher/utility player
For example, here's a photo of the 1882 Providence Grays.
That's not a representative sampling of the team's best players or just all the guys who bothered to show up to the photographer's studio that day - that's the
entire team, including the manager.*
So that's ten or eleven men on the roster, which is simply impossible in OOTP.
The "change" pitcher would be expected to play a regular position in the field but also be available to relieve the starter and to start on occasion. That's because, according to the substitution rules in place in the 1870s and 1880s, a player pretty much had to be on the field in order to switch positions with the pitcher - the modern substitution rule wasn't put into place until 1891. That also means that, if you're playing nineteenth-century games, you should definitely make sure that two-way players are allowed in the league.
So roster sizes should be trimmed. I'd suggest:
1871-1880 2 SP, 0 RP, 13 position players
1881-1887 3 SP, 0 RP, 13 position players
1888-1895 4 SP, 0 RP, 13 position players
1896-1900 5 SP, 0 RP, 13 position players
1901-1904 5 SP, 0 RP, 14 position players
1905-1914 6 SP, 0 RP, 14 position players
1915-1919 6 SP, 1 RP, 14 position players
1920-1923 6 SP, 1 RP, 15 position players
1924-1928 6 SP, 2 RP, 15 position players
1929-1933 6 SP, 1 RP, 14 position players
1934-1938 6 SP, 2 RP, 15 position players
1939-1945 5 SP, 3 RP, 15 position players
1946-???? 5 SP, 4 RP, 15 position players
*And including a rare shot of Hoss Radbourne (back row, third from left)
not giving the finger to the photographer