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I have synced calendars on my Mac, my iPhone, and on the web. I keep a Word document for every season in every sport (it's how I track whether I've received a check from a school that "pays later"). I keep every contract I get and those that assign over the web, I print up every assignment like it is a contract.
Still, it's hard to stay organized -- I'm managing 3 sports and am the point person for all the assigning for all three.
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