My guess would be somewhere between 1 and 2 thousand, these simply take a lot of work. I finished a cricket one (although its all manual) and that took a month and a half of spare time. Right now I'm modding it to work with football, but it doesn't contain any of your requested functionality.
I'm not sure I understand automatic scheduling each week - the user made teams face off right? Based on which stats?
Good luck!
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