I often think of multiple questions to discuss on Stack Overflow within a short span of time, but I am hesitant to post all of these questions around the same time, since this practice may be frowned upon by the rest of the community (regardless of how useful or relevant the questions may be). Is this type of action permitted?
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There are no issues with that, so long as the questions themselves are of good quality. If they aren't, they may be downvoted and/or closed, but not because they were posted one after another.
Be aware, though, that we have some rate-limiting mechanisms in place: