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Back in 2009 I found some OOTP games in add-ons that several people had made that did exactly what you were looking for. "Cooperstown Baseball League" had 50-player rosters of the best players from each team's history. "All-Time MLB Teams" was composed of one season's roster from each team, set in the modern format 2 leagues, 3 divisions in each, total of 30 teams. For example, the '69 Orioles, the '12 Red Sox, & the '27 Yankees were all in the same division. I also found "Great Teams Tournaments" which had 128 historical teams from the past in two leagues. Each league had four divisions with 16 teams in each, playing a 154-game schedule. I have kept all three of these OOTP games updated with each new version since OOTP 9, so they are playable in OOTP 25 (even though I don't play them every year). If you're interested I could get them to you so you could see what they look like in action. I also have a "Negro Leagues Baseball" OOTP game if you would like that as well. 22 teams in a 154-game schedule.
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