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I also backup after every game and keep my two most recent backups on hand, plus the Opening Day save, just in case.
I also save the End of Season saves for each year, so I can go back and look stuff up.
I would say that you should save any time that you think it would be a huge bummer to have to go back to your last save.
Because there WILL come a time when you will need to go back, if not because the game screws up, then because you do.
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