Choosing between this site and StackOverflow for posting a question

I don't think it's necessarily a line-in-the-sand type thing. I think it's possible to have a question here that would make for a good SO question, and then move it over there (new thought for me, as I just posted re. clarifying @garrett yesterday) …

Why not just ask there to begin with?
SO can be intimidating…like, really intimidating. Don't get me wrong, I love it, but sometimes there are questions that you're not sure whether or not it's a repeat/duplicate (especially when you're new to programming and/or R).

My little visual example below (wherein :tada: indicates, "hooray that's my error message" :joy:):

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