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I use OOTP classic for a league starting in 1958. I probably wouldn't switch to high for any league earlier than about 1990.
In a 1955 league, injuries can be a problem for game integrity if you only have the players that the Lahman database creates. You may need to add fictional players and/or allow ghost players, especially if you have any minor leagues, but even if you are just using the reserve roster approach. It's because of this potential problem that people playing early era leagues tend to turn injuries off or set them to Low/Very low.
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