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You do not have to do this each season, but if you want accurate winshares then you need to check the re-calculate winshare. This will also make it a very long process to rebuild all the pages, even the pages that have not changed. If you do the create after each season it will take less time. I had a league into season 181. It took 3 days to process the pages if I did not do it at the end of each season....
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