I would do them on or shortly after January 1st (as long as your main league's majors season isn't in progress at that time).
Quote:
Originally Posted by BruceM
news/txt - delete contents of leagues* and teams** folders; do not delete anything from players folder.
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The "Almanac" that gets generated will have preserved these files, from past seasons, if you have chosen for it to do so. I think that you can start your almanac at any time during a season, and later updates to it will add the material which had been generated since the last update. So, I'd make sure that an Almanac has been generated, which contains the material you want to delete, before you get rid of it, if you want to preserve and archive these things.