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I remember a conversation I had a few years ago with other people wondering how it was determined which team a player should be placed on if, in real life, they changed teams in the middle of the season. I think whichever team that player was on beginning opening day would make sense.
As far as your situation goes, if you started your sim expecting to have Sutcliffe but not Carter, then transfer Sutcliffe to Chicago and keep Carter in Cleveland. It seems to be the most logical fix. Good luck to you!
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