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I play season by season with monthly pauses. On the first of each month I check the standings page and tinker with the lineups and pitching on my team if necessary (usually is and usually helps). At the end of each season, I review the statistical league leaders and see if there are any obvious trades to be made (set for either avg.-low or hard-low).
Years ago for my old tabletop play-by-mail draft baseball league, I'd play out each home game, one season per real calendar year. But with so many options available now through OOTP, I cannot bring myself to proceed that slowly. I want to try them all.
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