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Actually back up. It sounds like you're flying through your seasons...which is fair enough, but when you're trying to diagnose a problem you need to dig deeper.
My suggestion: Put aside an hour or two one evening, and watch a few games unfold in front of you. Use your baseball fan instincts. Pretty soon you'll start seeing where it's falling apart. If you start wondering why your 2B/SS can't do anything right, then everyone here is right and it's your defense. Is your manager making obnoxious strategic decisions? Maybe it's time to find one with a strategy profile closer to the team you're trying to build.
Another possibility, though I'm thinking you might not like it: Blow up the team. You're relying too much on what you know of these players compared to their RL performance. OOTP (and BM for that matter) don't know who Zimmerman is. They see his ratings and run with it. Maybe it's time to fill your Cubs with unknowns, so the only expectations you'll have of them come from their ratings and stats.
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