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We really should do something more 'active' for Hacktoberfest. Really the docs is the biggest thing that needs fleshing out with more details and examples, but there are a few issues that need looking at. 1.6 is shaping up to be a good release with some new functionality already (scheduler, backup), but we have some bigger plans for it too!
In regards to a docs-overhaul, this needs a proper cleanup: Several things on the list were already closed (among others, this PR), and there is little point to keeping things on the list when fixed. I agree that the docs needs fleshing out, but they also currently quite broad and in need of some structure and consistency. Rather than our infrequent passes, a coherent effort would probably be a good goal for Hacktoberfest.