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I'm not sure if this is related or not. However, I have a historical league with financials turned off (so sounds slightly different there) and coaching on. Every year after the season ends, every coach leaves every team (and prefers not to sign again with that team - I have to force it as commish). As commish, I try to sign (or 'appoint' since no financials) for multiple years. Regardless, the following off-season, everyone spot on every team is vacant and all coaches are in the pool. I thought this might be related to having financials turned off; but, players certainly are not affected in the same way.
This seems somewhat similar to what you are experiencing.
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