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I think it would be easier for you to create the teams and leagues yourself until 1901, simply importing real players every year. After that, baseball becomes a lot easier for OOTP to develop properly.
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Former Co-Commish and owner of the Boston Red Sox, 1783-1144, .609%, of the defunct Overlords Baseball League (1930-48). 17 Division wins, 9 ALCS wins, 5 World Series wins.
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