How do you tell your boss that their work is sloppy and doesn't make sense? They sent me something to proof read before he presents today, and there are spelling mistakes all over and...

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How do you not know this as a SM? Your job is to make them look good. Fix the basic stuff - a fresh set of eyes is always good. For story edits, quickly make another version or run the new concept by them...

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The content makes no sense. I can either completely redo them or send feedback that they need serious work.

That person is your boss; do not redo it. Simply fix the typos and make suggested edits to the storyline. Up to him/her to make that change.

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