Oh, nope, I don’t need to do this! One possibility is if you run it in a command prompt that defaults to a location like c:/ or c:/Windows it would fail to write log files or read scripts. Running from the user’s home directory ought to be fine.
Yes, this is hopefully much improved by some changes that should be in the next update. In particular you may find that it works better if you convert line endings of script files to \r\n instead of just \n, going forward druid will do this conversion during upload. Still not sure why but this seemed to resolve a lot of problems in my tests. There is also a change on the crow side that may improve this behavior.
Yeah, checking the GitHub issues pages for crow and druid may help to figure out if a problem is already known. I would say discussion here is probably good for figuring out weird behavior, if you have a reproducible bug report for a new problem then filing a GitHub issue sounds good to me.