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Note these comments assume the vanilla DB not the DBs by Spritze and Gambo that fix the problems I am addressing.
The problem is worse if you play an accurate historical league because not only are there more teams at times but it is 15 man roster that is typical. In most cases there are not many players left over after the 15 man rosters are made out.
I think OOTP's quasi-historical league fixes for the most part by having fewer teams with a smoother progression so you always have more than enough guys until you hit around 1901 when actual teams = OOTP teams and now you have just enough players for rosters and very few extra players.
My comments are based on the vanilla DB with the only tweak being simulating history in the 19th century. Spritze and Gambo have DBs that do not have these problems and have some of the guys who were going back and forth from the minors in early and during gap years. So which DB you use is important.
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