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I generally simulate about a week at a time, and cull my spring training roster each time. I may play out the last game or two of spring training if I have a decision about a roster spot I just can't figure out.
This is probably not the best way to play spring training as per how OOTP is designed, but I find it to be the most realistic. As someone mentioned above, it probably makes strategic sense to carry a huge roster and more or less bench your best players during spring training unless they're trying to learn a new position.
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