I think it was somewhere around year 2, maybe, that I stopped mixing short and regular contests, so you'll find a few easy options the first year and a half, give or take. After that, it's just June and October (for NaNo participants). And like 2 yrs ago I started adding really long contests in August because no one wanted to do them when they were mixed with regular contests.
I think your plan to do all the ones from a single month in that month makes sense, even if you can't get ALL of them done in that month. It increases the odds that something will be open since some are only open certain months. If you run into a month when nothing is open, you can let me know and I'll choose something to replace it.
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